November 3, 2025 • 33 mins
Is the traditional "career for life" concept outdated? In this episode, we are exploring the rise of Portfolio Careers.
Listen in to discover what a portfolio career is (it's more than just a "side hustle"!), why it's becoming so popular for both companies and individuals, and how it can offer a "risk-free" path to finding your calling. We'll break down all the pros and cons to help you decide if this flexible, multi-stream approach to work is the right move for you.
🧠Is a Portfolio Career Right for You?
Take our free, 12-question quiz to get a snapshot of whether this path is a viable option based on your personality, dreams, and current situation. You'll get an honest answer and a simple action step to move forward!
https://discoveringyourcalling.com/quiz
đź’ˇ What You'll Learn in This Episode
- What is a portfolio career? (We break down Anna Mackenzie’s definition).
- Why is this trend so popular? (Hint: It’s a win-win for companies and employees).
- The 3 main advantages for your wellbeing: (More creativity, no boredom, and using your natural talents).
- The key financial advantages: (Building a safety net, diversifying income, and creating a "risk-free exit strategy").
- The 5 main disadvantages to consider: (No traditional benefits, juggling multiple things, and company policies).
đź“š Resources & References
- Anna Mackenzie's Substack: Anna Mack’s Stack
- The Portfolio Collective: What Is a Portfolio Career?
- Upwork Study: Portfolio Careers Offer Flexibility & Income for Gen Z
- Snaphunt Trends: Future of Work 2026—Key Trends
Take our free 12-question quiz to see if it's right for you and get your next action step. https://discoveringyourcalling.com/quiz
Checked all the boxes of success but still feel like something’s missing? My new book, Discovering Your Calling, is a guide for ambitious women ready to stop drifting and build a life of true fulfillment and joy. Your calling is waiting.
✨ Grab your copy today: https://www.amazon.com/Discovering-Your-Calling-Ambitious-Fulfillment/dp/B0F49CH72W
Connect or work with Sheri:
Website - www.sherimiterco.com
Let's be friends on Social Media - @SheriMiter
Apply to work with Sheri- Apply Here
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To learn more about CliftonStrengths and Gallup - Click Here
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Transcript
Episode Transcript
Available transcripts are automatically generated. Complete accuracy is not guaranteed.
SPEAKER_00 (00:00):
Hey there and welcome back to the Discovering
Your Calling podcast.
Today we are talking aboutsomething I've been hearing and
seeing a lot, and you may haveas well, and that's portfolio
careers.
And inside today's episode, I'mgonna break down what is a
portfolio career, why is itbecoming so popular to create a
(00:20):
portfolio career?
And most importantly, is thisthe right move for you?
And you might just say, I'm alittle obsessed with portfolio
careers right now.
And you'll find out why insidethis episode.
Let's jump in.
(00:42):
Welcome to the Discovering YourCalling podcast.
I'm your host, Jerry Miter.
I'm here to help you unleashyour strengths and get clarity
on your calling.
I believe when you find yourpurpose in life, fulfillment,
joy, and success will follow.
If you're ready, pop in thoseearbuds, hit that follow button,
and join me on this journeytoward discovering your calling.
(01:06):
So as I said in the intro, Ihave become a little obsessed
with this thought, and this, Idon't know if it's not really a
thought, it is a thing ofportfolio careers.
I'm a little obsessed about itbecause I really see the value
of someone like you who'sthinking about creating their
calling or wants to create theircalling.
(01:27):
I feel like the idea of aportfolio career could be the
answer for you to discover yourcalling, create your calling
while still having the safetynet of a nine to five secure
job, or maybe it's anotherbusiness you're running now, but
you want to create something newthat feels more aligned with
(01:48):
your calling.
And there's just so many otherbenefits to it that I just feel
like it could be the answer forso many people.
And I want to jump in andreally, you know, stick to the
facts today as much as I can goon a whole tangent of my
thoughts on portfolio careers.
I want to give you some realtangible um advice, some real
(02:09):
tangible stats, some realtangible thoughts that you can
hold on to to figure out is thisactually the right move for you?
So, as I shared, we're gonnabreak down what is a portfolio
career if you're just nowhearing about it and why is it
becoming so popular?
And it then again, of course, isit the right move for you?
(02:32):
So let's jump in.
What is a portfolio career?
Well, I love Anna McKenzie'sdefinition of a portfolio
career.
She says a portfolio career ishaving several part-time jobs or
multiple income streams ratherthan one full-time gig.
In her mind, it has two definingcharacteristics.
(02:53):
One, it involves pursuingmultiple passions, interests,
and types of work.
And two, it's never static.
It's always evolving.
She goes on to say that aportfolio career can include a
part-time job, maybe somethingyou work three days for another
company, a part-time business,maybe it's three days a week of
(03:13):
your own company.
Maybe it's a done-for-youservice like contracting or
consulting that you're offering.
Maybe it's a done with youoffer, like coaching, mentoring,
or advising.
Maybe it's a do-it-yourselfoffer, like a digital product or
online course that you offer.
Maybe it's creative work, likewriting, podcasting, TikToking,
playing music.
Maybe it's giving back givingback by volunteering or doing
(03:36):
pro bono work on the side.
And it really could just be amix of any or all of the above.
Now, I first heard aboutportfolio career careers when I
heard Anna actually speak onanother podcast.
And that was where I went downthe rabbit hole of portfolio
careers.
And I found Anna Substacked,which I'm really obsessed with
(03:56):
right now.
And I'm gonna put her Substackedin the show notes along with all
the other um research links thatI use, the resources I used for
this episode.
So if you want to go down theportfolio career rabbit hole
after you listen to today'sepisode, there's a ton of links
you can do that with um in theshow notes.
(04:18):
But if you're curious aboutAnna's uh Substack, it's under
Anna Max Stack, which by theway, Substack's also becoming
something I'm a little curiousabout, but that's for another
episode.
But anyway, back to careerportfolios.
So if you're like me, you mightbe thinking, well, gee, Sherry,
it sounds like what we used toknow as a side hustle.
(04:41):
That's what we called it back inmy direct sales days.
When we were recruiting women tojoin our team, it was more of
start this as your side hustle.
That was the language we usedback then.
To be perfectly honest, I neverliked that verbiage, and I
definitely don't like it todaybecause who wants to hustle,
right?
We may want a side career orside business, but I think the
(05:03):
idea is to get away fromhustling and doing more of what
gives us fulfillment and freedomand joy, not more hustle.
It's not about buildingsomething that's just going to
make you busier than you alreadyare.
There's a reason behind creatingsomething else on the side.
Now you may also be thinking itsounds a lot like a passion
(05:25):
project.
And if that's your mindset, thenyou're absolutely right.
It's really about creatingsomething that fulfills you,
it's something that uses yourgift and talents and strengths.
Hello, discovering your calling,right?
And it gives you thatopportunity to do something else
that lights you up.
And that's why I think it fallsin line so beautifully with the
(05:49):
concept of discovering yourcalling.
If you've listened to or youread my book on Discovering Your
Calling, you know some of thethings we talk about inside the
book and inside the DiscoveringYour Calling Academy, is that
you can start creating somethingon the side while still
continuing to work your nine tofive job.
If you know my story, that'sexactly what I did.
(06:10):
I stayed with my direct salesbusiness for almost two full
years.
It was like a year and a halfbefore I actually stepped away
from it.
And in fact, I didn't know itthen, but I see it now.
I was building my portfoliocareer.
And I'm still love this conceptbecause inside my own business,
I like the idea that I can, youknow, work on the Discovery and
(06:33):
You're Calling Academy part ofmy business and offer that to my
clients.
But yet over here, I can doworkshops for first responders
and fulfill that part of mybusiness.
And I can work with sales teamson another piece of it.
And I can do some other thingsas well.
It's about creating this fulllife around work that lights you
(06:55):
up, work that uses your giftsand talents, work that takes the
skills that energize you and putthem to use to help others.
Work that doesn't feel like worksometimes.
And it's also, as I teach in mybook, it's a way to kind of
almost create a risk-free way tocreate your calling.
(07:15):
Now, nothing, of course, istotally risk-free, but I think
it's a safe way to do that.
It's kind of stepping into itwithout feeling like, oh, in
order to find my calling, thatmeans I have to leave behind
everything I've built up to thispoint.
And it's not about that at all.
And that's one of the reasonswhy I just feel like this
portfolio career concept is justthe perfect mindset to have as
(07:39):
you start discovering your owncalling.
And this concept is really notjust something that I'm obsessed
with, but there's actually statsbehind why it's becoming so
popular.
So let's jump into that.
Now that we know what aportfolio career looks like,
let's talk about why it isgaining so much popularity
(08:02):
today.
Well, first of all, it makesperfect sense for the companies
that maybe are taking advantageof people building portfolio
careers.
And of course, for the personthat is building a portfolio
career.
So let's talk about theadvantages for companies out
there.
The cool thing is they can hirea person as a fractional
(08:25):
employee instead of a full-timerole when they take advantage of
somebody doing consulting on theside, when they take advantage
of somebody doing um maybeoffering a service on the side,
they can hire them in to takecare of that specific thing
instead of having to hire afull-time employee to fit that
(08:45):
need.
And what that means for thecompany is they don't have to
provide a full benefit package.
They just pay for that person'sservices when they need it.
So it might be strategicconsulting.
That's another piece that I loveto do for businesses is
strategic consulting.
So they hire somebody likemyself to come in and help them
(09:07):
with that project.
And then that's the end of thatrelationship until they need it
again.
Maybe it's like the IT person.
Instead of having a full-time ITperson, they have an IT person
that comes in when they'reneeded.
Um, so for the company, it'sreally a smart way to do things
without having, if they don'thave the the um income to hire
(09:29):
somebody full-time for thatposition, it's a way for them to
get the service without havingto do that.
It also is beneficial forcompanies to look at hiring uh
these portfolio career typepeople because it enables them
to have more global expertisemore easily.
You know, with the internettoday is like we could be, you
(09:52):
know, working with somebody in awhole, you know, across the
globe that can help us withwhatever it is we need.
So it really enables us to tapinto global expertise.
So a company can have thatglobal expertise without again
having to hire a full-timeemployee.
So the other benefit for thecompany is it keeps costs low
(10:16):
while they can try out newthings.
Maybe a company or organizationwants to test something out and
they just want to see what itlooks like, see how it works.
So they can bring somebody in tohelp them with that need right
then and there without, again,having to hire a full-time, you
know, having a full-time rolefor that person.
(10:37):
It also, the part I really loveis it really enables a company
to bring in more mentors,coaches, and consultants as
needed.
Um, a lot of executive coachesreally would be considered
having portfolio careers.
That's a piece of theirportfolio career.
(10:57):
They work with the employees asneeded.
So, those are some of thebenefits for a company to look
at people who are buildingportfolio careers more seriously
and to use them to benefit uhthe company as well as helping
out that person build their sidebusiness.
So, what are the benefits foryou?
(11:18):
If you decided you wanted tobuild a portfolio career, what's
the benefits for the personrunning that business?
Obviously, it gives them achance to have more income
because you're in control ofwhat you're paid.
As a consultant, running yourown business, you could probably
make a lot more money versusbeing an employee.
(11:40):
It also lets you have moreflexibility.
I think about nurses or I have alot of physical therapy friends
that work per diem.
It's kind of the same idea.
You can pick and choose when youwant to work and what projects
you want to take on.
If it doesn't align with yourvalues or your works, your time
(12:01):
schedule, or um, you know, thetype of company you want to work
with, you can say no.
You have that flexibility andtotal control over who, what,
when, where you're working.
It also just gives you a lotmore control over your career
and the trajectory that you'regoing to take your career.
Maybe there's things that youwant to explore that your
(12:24):
existing company won't allow youto explore.
When you create a portfoliocareer again, you're free to
choose whatever direction youwant to take it.
The other thing, and I alreadytouched a little bit about this
earlier, that I love about theidea and concept of creating a
portfolio career is it reallyenables you to have a safety net
(12:45):
because you could have part ofyour portfolio career could be
staying in your existing nine tofive career right now.
But then you have this freedomand flexibility to build
something on the side thatlights you up.
And I know that sometimes youthink, oh, but that sounds like
so much work.
(13:06):
I'm already so busy enough.
I don't have time for that.
But here's the thing, and thisis how it ties so beautifully in
with discovering your calling.
If that extra thing is somethingthat uses your natural
strengths, it will energize you.
It will give you joy.
You'll be excited to do that.
(13:26):
So you will gladly exchangeperhaps watching the latest
Netflix show or scrollingFacebook or doing some of the
things you're now doing thatkeeps you so busy.
You'll happily exchange thattime to create something that
lights you up, something thatfeels like you're using your
God-given gifts to help others.
(13:48):
And more on that in a minute.
So it gives you that safety net.
So again, some of the reasonsthat why an individual might
want to create a portfoliocareer, it gives them more
income potential, moreflexibility, more freedom over
how and where and when they'reworking their careers.
And it also gives you an extrasafety net to have something on
(14:08):
the side.
The other part of that safetynet, and this is something that
I think is super, super, superimportant right now in today's
um economic environment, isthere are no safe careers right
now.
Like nothing is safe.
And in my mind, I thinkeverybody should be creating
(14:32):
something on the side that'stheirs.
Something on the side that ifGod forbid, tomorrow you go into
work and they tell you, sorry,we have to lay off, you know,
100 people, a thousand people,10 people, and you happen to be
one of them, you'd be okaybecause you've already started
creating this other thing on theside that you can just build
(14:55):
bigger, but you already have itstarted.
You're not starting from scratchbecause if you've ever started
any type of business, it takes awhile to gain traction.
So gain traction now, while youhave this supposed secure job
over here, start building yourside business, your passion
(15:16):
project that can be there ifthat time comes when God forbid
the rug's pulled out fromunderneath you and you no longer
have what you thought was goingto be your career for the rest
of your life.
And I'm even seeing that happena lot in the direct sales
industry.
Um, a lot of my friends thatwork for other uh network
(15:36):
marketing companies, theircompanies have closed, like they
were open today, they're closedtomorrow.
Like that quickly things canhappen.
So, in my mind, everybody shouldbe creating their own portfolio
career.
It is the only safe way to havefinancial security in the
(15:59):
future.
But the key is to createsomething that fulfills you,
something that gives you joy,something that uses again those
gifts and skills, lifeexperience, everything you have
rolled into one.
And that's where my discovery inyour calling academy comes in.
That's where reading the bookcomes in, so that you can create
(16:21):
that.
That was my soapbox aboutportfolio careers.
Didn't intend to go there, butit's the heart of what how I'm
feeling right now and why Ireally am obsessed with this
concept.
So let's get back to some stats.
For those of you that like thestats, one article that I
researched, and like I said, Idove in and I went down the big
(16:44):
rabbit hole of research for thisepisode.
Um, they said the concept ofhaving a career for life is
outdated.
Having just one job forever,that's falling out of vogue for
a good reason.
And here's the stats behind itthe freelance market, which
freelancing would be a type ofportfolio, something to add to
(17:08):
your portfolio career.
The freelance market isprojected to grow by 15% every
year through 2026.
And by 2027, over 86 millionAmericans could be freelancing.
What could you freelance, myfriend?
What skills do you have thatwhere you could freelance?
Here's another stat (17:31):
a record 8.9 million US workers already
held multiple jobs in 2025, thehighest since 2009.
There's a lot of peoplediversifying their income
streams.
Now, a lot of that is out ofneed, but a lot of that is out
(17:52):
of want.
Here are a few more stats.
50% of all workers and 71% ofhigh performers plan to launch a
portfolio career.
That's from Forbes.
53% of Gen Z workers are alreadyworking full-time hours across
multiple freelance projects.
That's from Upwork.
(18:13):
36% of U.S.
adults earn money beyond theirmain job.
That's from bank rate.
And nearly 45% of workers havea, there's that word, side
hustle.
The freelance economy isexploding with 59% of
freelancers earning over$100,000in 2025.
(18:38):
And that number is expected tocontinue to grow exponentially.
It could also be a way to findfulfillment and purpose through
a hobby or service while workingin a career that you only have a
few years left in before youtake an early retirement.
Imagine this.
(18:59):
Maybe you only have two or threeyears before you can officially
retire from your job, collectyour pension, get all the
benefits that you've worked hardto have, stay there, don't quit,
don't walk away from that.
I would never encourage anybodyto do that.
But maybe you're just yearningfor something else on the side,
a way to give back to society.
(19:21):
A portfolio career may look likefor you a hobby that you can
take your skills, again, yourlife experience, you can
freelance in a way to give backto somebody.
It doesn't necessarily have tobe about having another paid gig
on the side.
And for some of you who are juststarting on the opposite end,
who are just starting, just likeone of the stats said about Gen
(19:44):
Z workers, they're workingfull-time hours at multiple
freelance projects.
So they might be doing thistoday and that tomorrow and
another job the next day.
But together they work 40 hours.
It's just a mixture of differentthings that light them up.
So you can see there's justnumerous possibilities with the
(20:06):
concept of creating a portfoliocareer.
To me, it's all about letting goof the traditional mindset of
what a career should look likeand being open to what it could
look like for you.
And that leads me into the lastpart of today's episode.
And that is, is a portfoliocareer right for you?
(20:29):
So I want to tell you some ofthe advantages of it and some of
the disadvantages of it.
So the advantages of creating aportfolio career, there's three
big advantages I thought of atthe top of my head that have to
do with your well-being.
I think a portfolio career couldbe a great way to let your
creative juices flow.
(20:49):
I don't think we do that enoughanymore.
We don't do things that are letour creative side out.
Um, we're so stuck, andespecially with AI and things
like that, we're not beingcreative anymore as humans.
And maybe you have a gift ofpainting.
Maybe that could be your sideproject.
(21:11):
Maybe you have a gift ofwriting.
You've always wanted to write,write.
Maybe you could start a blog.
Maybe you could start your ownSubstack, a different place to
put a blog.
Maybe it's just a way that youcan just be more creative.
That's so good for yourwell-being.
The other thing is you won't getbored when you have a portfolio
career, which again is a benefitfor our well-being.
(21:35):
Because boredom can lead todepression.
So if you are depressed, myfriend, and you're falling into
that depression realm, a lot oftimes that happens because we
have too much time on our handsdoing the same old, same old,
and we're scrolling throughsocial media, watching everybody
else have, you know, quoteunquote life while we feel like
(21:55):
we don't have a life.
So if you feel like you'redepressed, it's probably it
could be a lot from boredom.
So when you create a portfoliocareer and you do it the right
way, you won't be bored.
And again, it can be a way foryou to use your natural
God-given talents and skillswithout feeling boxed in.
(22:17):
Again, so good for yourwell-being.
Now, the financial advantages ofcreating a portfolio career is
again, I can't say this enough.
You can ease into it while stillkeeping your nine to five job.
You're building a safety net anddiversifying your income.
Again, there is no safe job outthere.
(22:39):
So start building that safetynet today and add to your
income.
What would you do with someextra income?
We didn't even talk about that.
Would you buy an RV?
Would you buy a boat?
Would you travel more?
Would you buy that vacationhome?
Would you pay off some debt?
What would you do with thatfinite with that extra
financial?
Would you just create a bit hugesafety net for yourself?
(23:01):
Another financial benefit ofcreating a portfolio career is
it's a smart way to reduce therisk.
If one income stream dips, youstill are covered.
We've talked a little bit aboutthat already.
Another benefit right now isanother new term I was
introduced to recently was jobhugging.
(23:23):
And job hugging is holding on tothat job we really don't enjoy
anymore, but you're holding onto it for security reasons.
And I feel like stepping outsideand starting to create that
portfolio career is a way thatyou can still job hug while you
create this side thing to starttaking back control of your
(23:44):
career in your life.
And again, it's part of yourrisk-free exit strategy that I
talk about and the discoveringyour calling book.
It's a piece of it to do that, afinancial piece of it and a
smart piece of it.
Now, what are some of thedisadvantages of creating a
portfolio career?
Because it's not for everybody,and I don't want to pretend like
(24:06):
it is.
Um, some of the disadvantagesof, of course, you would not
have traditional benefits likehealth insurance.
Now, if you are a full-timeportfolio career person where
you just have a lot of differentfreelance, a lot of different
options, but they're all underyour own umbrella.
Um, there are ways to get healthinsurance, of course.
There's a way to secureyourself, there's a way to
(24:27):
create your own retirement plan,but you would not have the
traditional benefits of acompany giving those to you.
Another big disadvantage that Ithink you really have to look at
is you do have to be somewhatgood at juggling multiple
things, because it does meanthat you would have to, you
know, take the time to createsomething, take the time to
(24:50):
build something.
And that would mean, you know,what can you give up in order
to, you know, create this?
It would mean that sometimes youhave to um, you know, wear
multiple hats at one time, oryou know, multiple hats
throughout the week.
And for some people, that justis very stressful.
So if that's you, it may not bethe right path for you.
(25:13):
Another um disadvantages,disadvantage of a portfolio
career is that it might takelonger to see success.
In building a business, usuallythe thought is to follow one
course until successful, tostick with one plan, one client,
(25:36):
you know, one ideal thing, youknow, one idea until it's
blossoming and blooming and youknow, successful before you
start creating other, you know,other pieces of a different
business.
So it there is a reason behindthat concept, and that is
definitely the fastest way tosuccess in business.
So it might slow down yoursuccess if you're diversifying
(26:01):
too much too quickly.
Um, another disadvantage is youdo need to market yourself
effectively so that everythingmakes sense together because you
don't want to seem tooscattered.
You don't want to seem like,what the heck is she doing?
This is a fear I have.
It's like, what is Sherry doingnow?
Yesterday she was, you know,over here and today she's over
(26:23):
there.
And you don't want to give thatperception.
You want to give that perceptionthat it all makes sense and that
you are, you know, marketingyourself as this person who can
do multiple that does multiplethings for a reason.
So you have to be kind ofcareful in how you market
yourself so you don't justbecome this flighty scattered
(26:43):
person that nobody's gonna workwith you at on any of the levels
because it just doesn't makesense to them what you're doing.
The last disadvantage that Ihave for you today is that if
you are working anothercorporate job right now, you do
want to be mindful of yourcompany's policies.
Um what rules do they have aboutyou creating, you know, a
(27:06):
consulting business on the sideor freelancing on the side?
So definitely check into that,talk to HR, be respectful of
that, and make sure that you'renot jeopardizing your nine to
five job if this is going to besomething you do on the side.
So just be mindful of whateverthe policies are where you do
work.
Here's my honest take on it.
(27:27):
If you have a hobby or a skillor something you're just
passionate about that you couldmonetize and you have the time
to do it, why the heck notexplore it?
Why not look to see if you couldmake a little extra money um
doing this on the doingsomething on the side?
(27:47):
I mean, to me, there's just nota lot of reasons why not to.
Now, if by now you're thinking,all right, this sounds kind of
interesting, but I just don'tknow if it's right for me.
I have you.
We've got you.
I'm excited to say that wecreated a quiz, a portfolio
(28:09):
career quiz to help you decipherif it is, in fact, the right
time for you to start creating aportfolio career, or maybe not.
And this quiz is just 12 quickquestions that they'll give you
a snapshot of whether it's aviable option for you based on
your personality, your dreams,your current situation.
(28:30):
And after you take the quiz,you're just gonna get a little
blurb with an honest answer ofwhere you fit in there.
There's four possibilities.
And no matter what level youland at, they're gonna have um a
simple action step that you cantake to help you move forward
and gain more fulfillment,freedom, and joy in your career
and life, whether it's through aportfolio career or stay in the
(28:51):
course where you're at.
Um, so definitely worth takingthe quiz.
And you can take this free quizat discovering your calling dot
com slash quiz, forward slashquiz.
I used to call it a backslash,and I was just informed that's
actually a forward slash.
So discovering your calling dotcom forward slash quiz.
(29:14):
The link will be in the shownotes as well.
But head over there, take thefree quiz and see whether or not
it is the right time for you tostart thinking about creating a
portfolio career career.
And if it is, you know, yourfirst action step to get the
ball rolling.
And one more thing, if you arecurious to learn more about
(29:37):
creating a portfolio career,then join me back here in one
week for a bonus podcastepisode.
I'm normally doing these everytwo weeks, but I'm gonna throw
out this bonus episode next weekbecause I'm gonna break down
five things you can start doingright now to start creating your
(29:57):
portfolio career before.
2025 ends.
So it's quick action steps youcan take, things you can start
working on, things you can startdoing to actually create your
portfolio career if it is thenext best move for you at any
level, whether it be as a hobby,whether it be as a side project,
(30:18):
a passion project, or whether itbe like, hey, I want to go full
in and I just want a portfoliocareer as my career.
And that's all I want.
And in the meanwhile, I know wecovered a lot today.
So I would just love to knowwhat are your thoughts on the
portfolio career?
Yay or nay?
What do you think?
Is it for you?
Do you think it's a good idea ornot so much?
(30:40):
And as a reminder, take the quizand also check the show notes
for all the resources that I useto bring this episode to you
today.
Thanks for listening and we'llcatch you back here in one week.
Thank you for spending this timewith me.
My hope is something you heardtoday inspires you to take
action toward discovering yourcalling.
I just have two favors to ask ofyou before you go.
(31:01):
One, if you found value andenjoyed this episode, please
leave us a review on ApplePodcasts or Spotify, and you
might hear your review read on afuture episode.
And two, can you share thisepisode with three friends who
will also enjoy it as much asyou did?
By doing these things, you willhelp us grow the podcast to make
a bigger impact on the world.
(31:22):
And until next week, remember,you've been created to live a
life of fulfillment, freedom,purpose, success, and joy.
Hey there and welcome back to the Discovering
Your Calling podcast.
Today we are talking aboutsomething I've been hearing and
seeing a lot, and you may haveas well, and that's portfolio
careers.
And inside today's episode, I'mgonna break down what is a
portfolio career, why is itbecoming so popular to create a
(00:20):
portfolio career?
And most importantly, is thisthe right move for you?
And you might just say, I'm alittle obsessed with portfolio
careers right now.
And you'll find out why insidethis episode.
Let's jump in.
(00:42):
Welcome to the Discovering YourCalling podcast.
I'm your host, Jerry Miter.
I'm here to help you unleashyour strengths and get clarity
on your calling.
I believe when you find yourpurpose in life, fulfillment,
joy, and success will follow.
If you're ready, pop in thoseearbuds, hit that follow button,
and join me on this journeytoward discovering your calling.
(01:06):
So as I said in the intro, Ihave become a little obsessed
with this thought, and this, Idon't know if it's not really a
thought, it is a thing ofportfolio careers.
I'm a little obsessed about itbecause I really see the value
of someone like you who'sthinking about creating their
calling or wants to create theircalling.
(01:27):
I feel like the idea of aportfolio career could be the
answer for you to discover yourcalling, create your calling
while still having the safetynet of a nine to five secure
job, or maybe it's anotherbusiness you're running now, but
you want to create something newthat feels more aligned with
(01:48):
your calling.
And there's just so many otherbenefits to it that I just feel
like it could be the answer forso many people.
And I want to jump in andreally, you know, stick to the
facts today as much as I can goon a whole tangent of my
thoughts on portfolio careers.
I want to give you some realtangible um advice, some real
(02:09):
tangible stats, some realtangible thoughts that you can
hold on to to figure out is thisactually the right move for you?
So, as I shared, we're gonnabreak down what is a portfolio
career if you're just nowhearing about it and why is it
becoming so popular?
And it then again, of course, isit the right move for you?
(02:32):
So let's jump in.
What is a portfolio career?
Well, I love Anna McKenzie'sdefinition of a portfolio
career.
She says a portfolio career ishaving several part-time jobs or
multiple income streams ratherthan one full-time gig.
In her mind, it has two definingcharacteristics.
(02:53):
One, it involves pursuingmultiple passions, interests,
and types of work.
And two, it's never static.
It's always evolving.
She goes on to say that aportfolio career can include a
part-time job, maybe somethingyou work three days for another
company, a part-time business,maybe it's three days a week of
(03:13):
your own company.
Maybe it's a done-for-youservice like contracting or
consulting that you're offering.
Maybe it's a done with youoffer, like coaching, mentoring,
or advising.
Maybe it's a do-it-yourselfoffer, like a digital product or
online course that you offer.
Maybe it's creative work, likewriting, podcasting, TikToking,
playing music.
Maybe it's giving back givingback by volunteering or doing
(03:36):
pro bono work on the side.
And it really could just be amix of any or all of the above.
Now, I first heard aboutportfolio career careers when I
heard Anna actually speak onanother podcast.
And that was where I went downthe rabbit hole of portfolio
careers.
And I found Anna Substacked,which I'm really obsessed with
(03:56):
right now.
And I'm gonna put her Substackedin the show notes along with all
the other um research links thatI use, the resources I used for
this episode.
So if you want to go down theportfolio career rabbit hole
after you listen to today'sepisode, there's a ton of links
you can do that with um in theshow notes.
(04:18):
But if you're curious aboutAnna's uh Substack, it's under
Anna Max Stack, which by theway, Substack's also becoming
something I'm a little curiousabout, but that's for another
episode.
But anyway, back to careerportfolios.
So if you're like me, you mightbe thinking, well, gee, Sherry,
it sounds like what we used toknow as a side hustle.
(04:41):
That's what we called it back inmy direct sales days.
When we were recruiting women tojoin our team, it was more of
start this as your side hustle.
That was the language we usedback then.
To be perfectly honest, I neverliked that verbiage, and I
definitely don't like it todaybecause who wants to hustle,
right?
We may want a side career orside business, but I think the
(05:03):
idea is to get away fromhustling and doing more of what
gives us fulfillment and freedomand joy, not more hustle.
It's not about buildingsomething that's just going to
make you busier than you alreadyare.
There's a reason behind creatingsomething else on the side.
Now you may also be thinking itsounds a lot like a passion
(05:25):
project.
And if that's your mindset, thenyou're absolutely right.
It's really about creatingsomething that fulfills you,
it's something that uses yourgift and talents and strengths.
Hello, discovering your calling,right?
And it gives you thatopportunity to do something else
that lights you up.
And that's why I think it fallsin line so beautifully with the
(05:49):
concept of discovering yourcalling.
If you've listened to or youread my book on Discovering Your
Calling, you know some of thethings we talk about inside the
book and inside the DiscoveringYour Calling Academy, is that
you can start creating somethingon the side while still
continuing to work your nine tofive job.
If you know my story, that'sexactly what I did.
(06:10):
I stayed with my direct salesbusiness for almost two full
years.
It was like a year and a halfbefore I actually stepped away
from it.
And in fact, I didn't know itthen, but I see it now.
I was building my portfoliocareer.
And I'm still love this conceptbecause inside my own business,
I like the idea that I can, youknow, work on the Discovery and
(06:33):
You're Calling Academy part ofmy business and offer that to my
clients.
But yet over here, I can doworkshops for first responders
and fulfill that part of mybusiness.
And I can work with sales teamson another piece of it.
And I can do some other thingsas well.
It's about creating this fulllife around work that lights you
(06:55):
up, work that uses your giftsand talents, work that takes the
skills that energize you and putthem to use to help others.
Work that doesn't feel like worksometimes.
And it's also, as I teach in mybook, it's a way to kind of
almost create a risk-free way tocreate your calling.
(07:15):
Now, nothing, of course, istotally risk-free, but I think
it's a safe way to do that.
It's kind of stepping into itwithout feeling like, oh, in
order to find my calling, thatmeans I have to leave behind
everything I've built up to thispoint.
And it's not about that at all.
And that's one of the reasonswhy I just feel like this
portfolio career concept is justthe perfect mindset to have as
(07:39):
you start discovering your owncalling.
And this concept is really notjust something that I'm obsessed
with, but there's actually statsbehind why it's becoming so
popular.
So let's jump into that.
Now that we know what aportfolio career looks like,
let's talk about why it isgaining so much popularity
(08:02):
today.
Well, first of all, it makesperfect sense for the companies
that maybe are taking advantageof people building portfolio
careers.
And of course, for the personthat is building a portfolio
career.
So let's talk about theadvantages for companies out
there.
The cool thing is they can hirea person as a fractional
(08:25):
employee instead of a full-timerole when they take advantage of
somebody doing consulting on theside, when they take advantage
of somebody doing um maybeoffering a service on the side,
they can hire them in to takecare of that specific thing
instead of having to hire afull-time employee to fit that
(08:45):
need.
And what that means for thecompany is they don't have to
provide a full benefit package.
They just pay for that person'sservices when they need it.
So it might be strategicconsulting.
That's another piece that I loveto do for businesses is
strategic consulting.
So they hire somebody likemyself to come in and help them
(09:07):
with that project.
And then that's the end of thatrelationship until they need it
again.
Maybe it's like the IT person.
Instead of having a full-time ITperson, they have an IT person
that comes in when they'reneeded.
Um, so for the company, it'sreally a smart way to do things
without having, if they don'thave the the um income to hire
(09:29):
somebody full-time for thatposition, it's a way for them to
get the service without havingto do that.
It also is beneficial forcompanies to look at hiring uh
these portfolio career typepeople because it enables them
to have more global expertisemore easily.
You know, with the internettoday is like we could be, you
(09:52):
know, working with somebody in awhole, you know, across the
globe that can help us withwhatever it is we need.
So it really enables us to tapinto global expertise.
So a company can have thatglobal expertise without again
having to hire a full-timeemployee.
So the other benefit for thecompany is it keeps costs low
(10:16):
while they can try out newthings.
Maybe a company or organizationwants to test something out and
they just want to see what itlooks like, see how it works.
So they can bring somebody in tohelp them with that need right
then and there without, again,having to hire a full-time, you
know, having a full-time rolefor that person.
(10:37):
It also, the part I really loveis it really enables a company
to bring in more mentors,coaches, and consultants as
needed.
Um, a lot of executive coachesreally would be considered
having portfolio careers.
That's a piece of theirportfolio career.
(10:57):
They work with the employees asneeded.
So, those are some of thebenefits for a company to look
at people who are buildingportfolio careers more seriously
and to use them to benefit uhthe company as well as helping
out that person build their sidebusiness.
So, what are the benefits foryou?
(11:18):
If you decided you wanted tobuild a portfolio career, what's
the benefits for the personrunning that business?
Obviously, it gives them achance to have more income
because you're in control ofwhat you're paid.
As a consultant, running yourown business, you could probably
make a lot more money versusbeing an employee.
(11:40):
It also lets you have moreflexibility.
I think about nurses or I have alot of physical therapy friends
that work per diem.
It's kind of the same idea.
You can pick and choose when youwant to work and what projects
you want to take on.
If it doesn't align with yourvalues or your works, your time
(12:01):
schedule, or um, you know, thetype of company you want to work
with, you can say no.
You have that flexibility andtotal control over who, what,
when, where you're working.
It also just gives you a lotmore control over your career
and the trajectory that you'regoing to take your career.
Maybe there's things that youwant to explore that your
(12:24):
existing company won't allow youto explore.
When you create a portfoliocareer again, you're free to
choose whatever direction youwant to take it.
The other thing, and I alreadytouched a little bit about this
earlier, that I love about theidea and concept of creating a
portfolio career is it reallyenables you to have a safety net
(12:45):
because you could have part ofyour portfolio career could be
staying in your existing nine tofive career right now.
But then you have this freedomand flexibility to build
something on the side thatlights you up.
And I know that sometimes youthink, oh, but that sounds like
so much work.
(13:06):
I'm already so busy enough.
I don't have time for that.
But here's the thing, and thisis how it ties so beautifully in
with discovering your calling.
If that extra thing is somethingthat uses your natural
strengths, it will energize you.
It will give you joy.
You'll be excited to do that.
(13:26):
So you will gladly exchangeperhaps watching the latest
Netflix show or scrollingFacebook or doing some of the
things you're now doing thatkeeps you so busy.
You'll happily exchange thattime to create something that
lights you up, something thatfeels like you're using your
God-given gifts to help others.
(13:48):
And more on that in a minute.
So it gives you that safety net.
So again, some of the reasonsthat why an individual might
want to create a portfoliocareer, it gives them more
income potential, moreflexibility, more freedom over
how and where and when they'reworking their careers.
And it also gives you an extrasafety net to have something on
(14:08):
the side.
The other part of that safetynet, and this is something that
I think is super, super, superimportant right now in today's
um economic environment, isthere are no safe careers right
now.
Like nothing is safe.
And in my mind, I thinkeverybody should be creating
(14:32):
something on the side that'stheirs.
Something on the side that ifGod forbid, tomorrow you go into
work and they tell you, sorry,we have to lay off, you know,
100 people, a thousand people,10 people, and you happen to be
one of them, you'd be okaybecause you've already started
creating this other thing on theside that you can just build
(14:55):
bigger, but you already have itstarted.
You're not starting from scratchbecause if you've ever started
any type of business, it takes awhile to gain traction.
So gain traction now, while youhave this supposed secure job
over here, start building yourside business, your passion
(15:16):
project that can be there ifthat time comes when God forbid
the rug's pulled out fromunderneath you and you no longer
have what you thought was goingto be your career for the rest
of your life.
And I'm even seeing that happena lot in the direct sales
industry.
Um, a lot of my friends thatwork for other uh network
(15:36):
marketing companies, theircompanies have closed, like they
were open today, they're closedtomorrow.
Like that quickly things canhappen.
So, in my mind, everybody shouldbe creating their own portfolio
career.
It is the only safe way to havefinancial security in the
(15:59):
future.
But the key is to createsomething that fulfills you,
something that gives you joy,something that uses again those
gifts and skills, lifeexperience, everything you have
rolled into one.
And that's where my discovery inyour calling academy comes in.
That's where reading the bookcomes in, so that you can create
(16:21):
that.
That was my soapbox aboutportfolio careers.
Didn't intend to go there, butit's the heart of what how I'm
feeling right now and why Ireally am obsessed with this
concept.
So let's get back to some stats.
For those of you that like thestats, one article that I
researched, and like I said, Idove in and I went down the big
(16:44):
rabbit hole of research for thisepisode.
Um, they said the concept ofhaving a career for life is
outdated.
Having just one job forever,that's falling out of vogue for
a good reason.
And here's the stats behind itthe freelance market, which
freelancing would be a type ofportfolio, something to add to
(17:08):
your portfolio career.
The freelance market isprojected to grow by 15% every
year through 2026.
And by 2027, over 86 millionAmericans could be freelancing.
What could you freelance, myfriend?
What skills do you have thatwhere you could freelance?
Here's another stat (17:31):
a record 8.9 million US workers already
held multiple jobs in 2025, thehighest since 2009.
There's a lot of peoplediversifying their income
streams.
Now, a lot of that is out ofneed, but a lot of that is out
(17:52):
of want.
Here are a few more stats.
50% of all workers and 71% ofhigh performers plan to launch a
portfolio career.
That's from Forbes.
53% of Gen Z workers are alreadyworking full-time hours across
multiple freelance projects.
That's from Upwork.
(18:13):
36% of U.S.
adults earn money beyond theirmain job.
That's from bank rate.
And nearly 45% of workers havea, there's that word, side
hustle.
The freelance economy isexploding with 59% of
freelancers earning over$100,000in 2025.
(18:38):
And that number is expected tocontinue to grow exponentially.
It could also be a way to findfulfillment and purpose through
a hobby or service while workingin a career that you only have a
few years left in before youtake an early retirement.
Imagine this.
(18:59):
Maybe you only have two or threeyears before you can officially
retire from your job, collectyour pension, get all the
benefits that you've worked hardto have, stay there, don't quit,
don't walk away from that.
I would never encourage anybodyto do that.
But maybe you're just yearningfor something else on the side,
a way to give back to society.
(19:21):
A portfolio career may look likefor you a hobby that you can
take your skills, again, yourlife experience, you can
freelance in a way to give backto somebody.
It doesn't necessarily have tobe about having another paid gig
on the side.
And for some of you who are juststarting on the opposite end,
who are just starting, just likeone of the stats said about Gen
(19:44):
Z workers, they're workingfull-time hours at multiple
freelance projects.
So they might be doing thistoday and that tomorrow and
another job the next day.
But together they work 40 hours.
It's just a mixture of differentthings that light them up.
So you can see there's justnumerous possibilities with the
(20:06):
concept of creating a portfoliocareer.
To me, it's all about letting goof the traditional mindset of
what a career should look likeand being open to what it could
look like for you.
And that leads me into the lastpart of today's episode.
And that is, is a portfoliocareer right for you?
(20:29):
So I want to tell you some ofthe advantages of it and some of
the disadvantages of it.
So the advantages of creating aportfolio career, there's three
big advantages I thought of atthe top of my head that have to
do with your well-being.
I think a portfolio career couldbe a great way to let your
creative juices flow.
(20:49):
I don't think we do that enoughanymore.
We don't do things that are letour creative side out.
Um, we're so stuck, andespecially with AI and things
like that, we're not beingcreative anymore as humans.
And maybe you have a gift ofpainting.
Maybe that could be your sideproject.
(21:11):
Maybe you have a gift ofwriting.
You've always wanted to write,write.
Maybe you could start a blog.
Maybe you could start your ownSubstack, a different place to
put a blog.
Maybe it's just a way that youcan just be more creative.
That's so good for yourwell-being.
The other thing is you won't getbored when you have a portfolio
career, which again is a benefitfor our well-being.
(21:35):
Because boredom can lead todepression.
So if you are depressed, myfriend, and you're falling into
that depression realm, a lot oftimes that happens because we
have too much time on our handsdoing the same old, same old,
and we're scrolling throughsocial media, watching everybody
else have, you know, quoteunquote life while we feel like
(21:55):
we don't have a life.
So if you feel like you'redepressed, it's probably it
could be a lot from boredom.
So when you create a portfoliocareer and you do it the right
way, you won't be bored.
And again, it can be a way foryou to use your natural
God-given talents and skillswithout feeling boxed in.
(22:17):
Again, so good for yourwell-being.
Now, the financial advantages ofcreating a portfolio career is
again, I can't say this enough.
You can ease into it while stillkeeping your nine to five job.
You're building a safety net anddiversifying your income.
Again, there is no safe job outthere.
(22:39):
So start building that safetynet today and add to your
income.
What would you do with someextra income?
We didn't even talk about that.
Would you buy an RV?
Would you buy a boat?
Would you travel more?
Would you buy that vacationhome?
Would you pay off some debt?
What would you do with thatfinite with that extra
financial?
Would you just create a bit hugesafety net for yourself?
(23:01):
Another financial benefit ofcreating a portfolio career is
it's a smart way to reduce therisk.
If one income stream dips, youstill are covered.
We've talked a little bit aboutthat already.
Another benefit right now isanother new term I was
introduced to recently was jobhugging.
(23:23):
And job hugging is holding on tothat job we really don't enjoy
anymore, but you're holding onto it for security reasons.
And I feel like stepping outsideand starting to create that
portfolio career is a way thatyou can still job hug while you
create this side thing to starttaking back control of your
(23:44):
career in your life.
And again, it's part of yourrisk-free exit strategy that I
talk about and the discoveringyour calling book.
It's a piece of it to do that, afinancial piece of it and a
smart piece of it.
Now, what are some of thedisadvantages of creating a
portfolio career?
Because it's not for everybody,and I don't want to pretend like
(24:06):
it is.
Um, some of the disadvantagesof, of course, you would not
have traditional benefits likehealth insurance.
Now, if you are a full-timeportfolio career person where
you just have a lot of differentfreelance, a lot of different
options, but they're all underyour own umbrella.
Um, there are ways to get healthinsurance, of course.
There's a way to secureyourself, there's a way to
(24:27):
create your own retirement plan,but you would not have the
traditional benefits of acompany giving those to you.
Another big disadvantage that Ithink you really have to look at
is you do have to be somewhatgood at juggling multiple
things, because it does meanthat you would have to, you
know, take the time to createsomething, take the time to
(24:50):
build something.
And that would mean, you know,what can you give up in order
to, you know, create this?
It would mean that sometimes youhave to um, you know, wear
multiple hats at one time, oryou know, multiple hats
throughout the week.
And for some people, that justis very stressful.
So if that's you, it may not bethe right path for you.
(25:13):
Another um disadvantages,disadvantage of a portfolio
career is that it might takelonger to see success.
In building a business, usuallythe thought is to follow one
course until successful, tostick with one plan, one client,
(25:36):
you know, one ideal thing, youknow, one idea until it's
blossoming and blooming and youknow, successful before you
start creating other, you know,other pieces of a different
business.
So it there is a reason behindthat concept, and that is
definitely the fastest way tosuccess in business.
So it might slow down yoursuccess if you're diversifying
(26:01):
too much too quickly.
Um, another disadvantage is youdo need to market yourself
effectively so that everythingmakes sense together because you
don't want to seem tooscattered.
You don't want to seem like,what the heck is she doing?
This is a fear I have.
It's like, what is Sherry doingnow?
Yesterday she was, you know,over here and today she's over
(26:23):
there.
And you don't want to give thatperception.
You want to give that perceptionthat it all makes sense and that
you are, you know, marketingyourself as this person who can
do multiple that does multiplethings for a reason.
So you have to be kind ofcareful in how you market
yourself so you don't justbecome this flighty scattered
(26:43):
person that nobody's gonna workwith you at on any of the levels
because it just doesn't makesense to them what you're doing.
The last disadvantage that Ihave for you today is that if
you are working anothercorporate job right now, you do
want to be mindful of yourcompany's policies.
Um what rules do they have aboutyou creating, you know, a
(27:06):
consulting business on the sideor freelancing on the side?
So definitely check into that,talk to HR, be respectful of
that, and make sure that you'renot jeopardizing your nine to
five job if this is going to besomething you do on the side.
So just be mindful of whateverthe policies are where you do
work.
Here's my honest take on it.
(27:27):
If you have a hobby or a skillor something you're just
passionate about that you couldmonetize and you have the time
to do it, why the heck notexplore it?
Why not look to see if you couldmake a little extra money um
doing this on the doingsomething on the side?
(27:47):
I mean, to me, there's just nota lot of reasons why not to.
Now, if by now you're thinking,all right, this sounds kind of
interesting, but I just don'tknow if it's right for me.
I have you.
We've got you.
I'm excited to say that wecreated a quiz, a portfolio
(28:09):
career quiz to help you decipherif it is, in fact, the right
time for you to start creating aportfolio career, or maybe not.
And this quiz is just 12 quickquestions that they'll give you
a snapshot of whether it's aviable option for you based on
your personality, your dreams,your current situation.
(28:30):
And after you take the quiz,you're just gonna get a little
blurb with an honest answer ofwhere you fit in there.
There's four possibilities.
And no matter what level youland at, they're gonna have um a
simple action step that you cantake to help you move forward
and gain more fulfillment,freedom, and joy in your career
and life, whether it's through aportfolio career or stay in the
(28:51):
course where you're at.
Um, so definitely worth takingthe quiz.
And you can take this free quizat discovering your calling dot
com slash quiz, forward slashquiz.
I used to call it a backslash,and I was just informed that's
actually a forward slash.
So discovering your calling dotcom forward slash quiz.
(29:14):
The link will be in the shownotes as well.
But head over there, take thefree quiz and see whether or not
it is the right time for you tostart thinking about creating a
portfolio career career.
And if it is, you know, yourfirst action step to get the
ball rolling.
And one more thing, if you arecurious to learn more about
(29:37):
creating a portfolio career,then join me back here in one
week for a bonus podcastepisode.
I'm normally doing these everytwo weeks, but I'm gonna throw
out this bonus episode next weekbecause I'm gonna break down
five things you can start doingright now to start creating your
(29:57):
portfolio career before.
2025 ends.
So it's quick action steps youcan take, things you can start
working on, things you can startdoing to actually create your
portfolio career if it is thenext best move for you at any
level, whether it be as a hobby,whether it be as a side project,
(30:18):
a passion project, or whether itbe like, hey, I want to go full
in and I just want a portfoliocareer as my career.
And that's all I want.
And in the meanwhile, I know wecovered a lot today.
So I would just love to knowwhat are your thoughts on the
portfolio career?
Yay or nay?
What do you think?
Is it for you?
Do you think it's a good idea ornot so much?
(30:40):
And as a reminder, take the quizand also check the show notes
for all the resources that I useto bring this episode to you
today.
Thanks for listening and we'llcatch you back here in one week.
Thank you for spending this timewith me.
My hope is something you heardtoday inspires you to take
action toward discovering yourcalling.
I just have two favors to ask ofyou before you go.
(31:01):
One, if you found value andenjoyed this episode, please
leave us a review on ApplePodcasts or Spotify, and you
might hear your review read on afuture episode.
And two, can you share thisepisode with three friends who
will also enjoy it as much asyou did?
By doing these things, you willhelp us grow the podcast to make
a bigger impact on the world.
(31:22):
And until next week, remember,you've been created to live a
life of fulfillment, freedom,purpose, success, and joy.
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