Episode Transcript
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John Tripolsky (00:02):
Hey, everybody,
and welcome back to the teaching
tax flow podcast episode 150,the big one five o. You know,
even though somebody that cohostthis with me did turn five o not
too long ago, We are on acompletely different topic here.
And as promised, we havesomething a little bit special
for you that you probably don'texpect from us, although you may
(00:22):
expect anything from us at thispoint, episode 150. But before
we get into it, as always, let'stake a brief moment and thank
our episode sponsor.
Ad Read (00:32):
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John Tripolsky (01:31):
Here we are,
episode 150. Not only did we
survive a 150 of these, but youdid too because we know you've
listened to every one of themsince the dawn or the beginning
of TTF time, I guess we can callit that. And we're gonna get
into that, how we started thisbriefly. But on this topic,
(01:51):
again, very different than youused to, we're gonna look back.
We're gonna go really, reallyfar back.
And to explain exactly whatwe're gonna do here, you're not
gonna hear from me right now.Chris Pacquero, welcome back,
sir. You've been with me sincethe beginning. I've been with
you since the beginning. It's,what do you call it?
Yin yang yin and yang, I guess,that makes this work, but what's
(02:11):
happening, man? How you doing?
Chris Picciurro, CPA (02:12):
It is
episode 150. We wanted to do
something very special for ourlisteners. And now, viewers, if,
if you've joined us at episode100, we end up moving, or
adding, I should say, and thevideo version of this podcast to
YouTube. We've crossed over wellnow, well over a thousand
(02:34):
subscribers on YouTube,increased, our viewership and
listenership since then. So wetruly appreciate that.
That means the world to us forepisode 100. So that was a big a
big whoop dee doo. And inepisode one fifty, we wanted to
do something special for ourteaching tax law community. And
we understand that many, manypeople have started joining or
(02:57):
subscribing to this podcast,subscribing to the YouTube
channel, downloading it on allof your major, you know,
Spotify, iT Apple Podcasts,etcetera, etcetera. But
sometimes you pick up a podcastyou fall in love with, and maybe
it's episode, you know, 120, youknow, 130, and you really don't
go back and look at all the oldones.
(03:18):
Now there probably are someepisodes that would be really
valuable to you. So we thought,you know what? We don't really
have an exact cadence for as howmany having special guests. In
general, though, we about onethird of our episodes, we bring
in a special guest. And so wewanted to take this time, first
of all, say thank you.
(03:39):
Second of all, to to briefly runthrough all of the special
guests that we've had in thetopic and with episode number so
that if something bends your eara little bit, you can go back
and find it instead of goingthrough a 150 episodes of of
content. You we we again, all ofthese special guests have been
(03:59):
hand selected and been graciouswith their time, and we're gonna
we're gonna go through those,and we we expect more special
guests to come. Now, ifsomething that you hear piques
your interest and you're drivingor you're out for a walk or a
run or you're just at your desk,don't don't don't be unsafe
(04:20):
driving your vehicle. Jump into,you know, make a note,
teachingtaxflow.com backslashhub, HUB. John will put that in
the show notes.
From there, you can request moreinformation about any of these
special guests or just jump inorder to Feeding Taxes private
Facebook group because believeit or not, many of these special
guests are members of thatFacebook group group that's
(04:40):
defeatingtaxes.com. So or justcomment if you are on YouTube.
Just comment, and we arediligent about checking and
replying to those comments. So,again, let's get the ball
rolling. 150 episodes.
Still can't believe it.
John Tripolsky (04:56):
We started on a
pizza box too. I know
Chris Picciurro, CPA (04:58):
we've
mentioned that a couple
John Tripolsky (04:59):
times, which
actually so I know we're at a
150. Right? And we're gonnapower through these guests and
some of these topics we had. Aregonna eliminate the ones that we
didn't have guests becauseotherwise, we'd be here all day.
It would be like sitting in a ina college lecture for two and a
half hours.
But some of these, I mean,really starting starting back at
the first one here, Chris.Right? And, again, we'll power
through these. And this one,we'll get into a little bit more
(05:21):
than others. We're going back toNovember 2022.
So if anybody's watching this,you you might see me at Chris
kinda looking off to the side.We have a list of everything we
have here. Where did we startthis? We actually First guest
Where did you find this guestat?
Chris Picciurro, CPA (05:35):
I
remember. Guest was episode
four, Crystal Ball, who is areal estate broker in Panama
City Beach, Florida. And whenyou started the podcast, we
thought we would have someepisodes specifically on real
estate markets. We didn'trealize the scope of our
listenership and viewership wasgonna be way more than just real
estate related, but Crystal didan amazing job talking about
(05:57):
short term rentals in the PanamaCity Beach area and and and
prices and and the environment.So Crystal was a great guest.
Episode four. The next episodewe had a guest was Brenna Carls
of The Mortgage Shop, and shewas on episode six. We're still
back in 2022, believe it or not.And we talked about how your
(06:18):
lending partner is part of yourboard of directors and why you
need one. You need someone onyour board of directors to help
with lending either your yourbusiness or even an individual
looking to buy a home,investment property, etcetera,
etcetera.
John Tripolsky (06:32):
When we started,
Chris Picciurro, CPA (06:33):
those are
really good.
John Tripolsky (06:34):
Chris, that that
one was good because we really
had a conversation with herabout, hey. You know, tax and
tax and lending and just financeas a whole. It's kinda how we
blended those two together. Iremember that one. It's a good
one.
Chris Picciurro, CPA (06:44):
So episode
12. So now we're in 2023.
Episode 12 was our next guest.Kirsten Limmer, who is actually
a PhD, extremely intelligentindividual. Even though she's a
PhD, she's a real estateinvestor, and she created an app
called Reps Tracker.
Reps Tracker is still one of ourpodcast sponsors. So if you need
help keeping track of your timeat all while in an IRS compliant
(07:08):
way, definitely use thatsoftware and let us know. We
have a discount code throughTeaching Tax Law. But but
Kirsten talked about I mean,just this week, had a
conversation with two differentpeople and sent them this
podcast episode about repstatus. That's IRS real estate
professional status and materialparticipation and how to pass
(07:30):
one of those tests.
So Kirsten was a great resource,and that's episode 12. The next
episode, episode 14. Now wesometimes we we have a little
bit of a Star Wars theme. We'renot complete Star Wars geeks,
just slightly, but we talkedabout something that's very
stressful for people. Whathappens if you get a letter from
(07:50):
the IRS or any type of statetaxing authority?
We call that love letters fromthe from Darth Vader. Again,
episode 14, a very, very dearfriend of mine, a super talented
and knowledgeable enrolledagent, Andrew Pulos, out of
Atlanta, Georgia joined us. And,John, I know you really like
Andrew, and and we always liketo chat it up with him. It was
John Tripolsky (08:13):
great too
because you get to you get to
hear from somebody who's reallyin the trenches, like, basically
just going toe to toe with theIRS on some stuff, But He he
explains it for
Chris Picciurro, CPA (08:21):
a long
Quite frankly, yeah, he's helped
people. He's helped me in ourprivate CPA firm with certain
IRS cases. He's veryknowledgeable. We moved forward
to episode 18 was the next thenext episode. Now at that time,
this is 2023.
One of the topics was was stillthe ERTC, employee retention tax
(08:43):
credits. Now we know that theIRS is basically saying we don't
there are no more ERTC claimsavailable, but at that time, so
two and a half years ago, thiswas still a very hot button
topic. We had the dynamic duo ofHeidi Henderson and Stacy DeRue,
at that time of Engineer TaxService. Heidi is still with
Engineer Tax Service, and she isa frequent flyer on the teaching
(09:05):
tax flow aircraft, and a hugejust a huge resource for our
community. So
John Tripolsky (09:12):
I love that you
just referred to it as our
aircraft. That's awesome. Thatis awesome.
Chris Picciurro, CPA (09:15):
That's I
mean, it kinda is or a
community.
John Tripolsky (09:18):
TTF Air.
Chris Picciurro, CPA (09:19):
We got
this. No. We didn't we didn't
take too much time to haveanother special guest on. So
episode 18 was ERTC. Episode 20,we went back to looking at that
real estate real estate marketspotlight.
We went around the Emerald Coastfrom Panama City Beach to Fort
Walton Beach, Florida, hadanother amazing real estate
(09:42):
broker, very knowledgeableguest, Heather Blatzon, and she
not only does real estate, shedoes coaching. She's got a great
following on social media. So wetalked about that Fort Walton
Beach, Florida real estatemarket. And I would say on the
on the two so that's episodefour and episode 20 of those
real estate market spotlights,and we have one more to talk
(10:03):
about. Even if you're notthinking about buying in those
areas and we realize those weretwo two years, three years ago,
it's okay.
It's still very good informationand insight from high performing
real estate brokers is always agreat thing to to consider.
John Tripolsky (10:17):
Yeah. And I do
like that we we have a good
trend too of picking guests thatmajority are in warmer climates.
There's a few that we've hadfrom up by me, but,
Chris Picciurro, CPA (10:26):
you know.
Yeah. There's a few out there. I
mean, but but mostly warmer whenyou're talking about those
vacation homes. In general,there are some colder spots too.
So we went right back on thewagon for episode 22. Had
another frequent flyer. We'regonna talk about a little layer
later. Our buddy, Scott Mauer.He is from Advanta IRA.
(10:48):
We talked about self directedIRAs and what opportunities
exist. And a lot of people don'trealize that you can invest in
alternative investments and injust various different types of
things within your own IRA andself directed. So if you're
thinking about that, if you'veheard about, hey, want to buy
real estate in my IRA orprecious metals. Check out
(11:09):
episode 22. And it was such agood episode.
We have Scott back later on, butyou're gonna have to wait to
hear what episode that is for afew minutes here.
John Tripolsky (11:17):
Yep.
Chris Picciurro, CPA (11:18):
Back on
the wagon. When we're talking
about specialized tax services,we had Heidi Henderson with
Engineered Tax Service and StacyDerue. The dynamic duo back on
again. We talked about researchand development credits, and
that was episode 24. Now that'sthat one, I think, would be very
good to listen to because whatwe know now with OB three one,
(11:41):
Big Beautiful Bill Act, researchand development expenses are
there are some changes to that.
So I think that if you are inthat research and development
area, you have a business whereyou're doing research and
development, definitely checkout episode 24. Again, reach out
if you want those introductionsand learning learning.
John Tripolsky (12:02):
And this episode
will probably have the longest
show notes out of any of themwe've done because actually what
what we'll do, Chris, is we'llput in anybody listening. We're
gonna put a link to every singleone of these podcasts directly
in the show notes so you couldjust click away. It'll tell you
the episode number. So quickreference. We may we make it
easy for you.
You don't have to be lazy. Youjust be efficient.
Chris Picciurro, CPA (12:19):
Jeff, just
just go on in there. We then the
next couple episodes, we broughtin people that I work with in my
private CPA practice all thetime. And, you know, John, as
you know, a lot of times thatthat we want, we want more
listeners, more taxpayers tohave access to things that
usually a very, very smallamount of people would have
(12:41):
access So episode 26, we hadRoger Roundy on from Strategic
Associates. Roger is a wealth ofknowledge. We talked about
private reinsurance programs orthe eight thirty one b strategy.
This is for really for businessowners that are are paying at
least $100.00 worth of federalfederal and state income tax or
(13:03):
have $500.00 or more of netincome. So, that would be if if
you're in that situation or youknow someone in that situation,
take a moment and check outepisode 26. Came right back in
episode 27. So two in a row. Thestudio was getting crowded and
we talked about an alternativeinvestment and alternative
(13:25):
investments in general,specifically a wildlife
conservation investment withChris Gilroy, one of the two
Gilroy brothers that you and Iare both have been able to meet
personally, get to know.
And we actually did a a sitevisit on one of their ranches,
believe it or not, in outsideSan Antonio, Texas from Wildlife
(13:46):
Partners. So I bet that, youknow, that episode, we have a
lot of people listen to whenthey're thinking about
diversifying and some taxadvantaged investments as
episode 27.
John Tripolsky (13:56):
And that one's
in my top probably my top five
favorite ones we've ever donebecause I knew nothing about it
going into it. So we're notgonna get into it, but you could
listen to it yourself, andyou'll, you'll leave with some
some wow moments, which isawesome.
Chris Picciurro, CPA (14:10):
We went
back to our real estate market
spotlight. This is this ourfinal real estate market
spotlight episode was episodenumber 29. Had my friend,
Michael Gomez on from Hive. He'sa real estate broker. He's a
former muse like, he still is amusician, but former touring
musician in a in a in acontemporary Christian band.
(14:33):
Just I mean, the guy's a stitch,has a great social media file
social media following as well,does property management,
renovations. He was actually ona HGTV house renovation show
with his wife, Amy, and I reallyenjoyed watching that. But he
joined us for and talked throughthe Nashville market. Now that's
about two and a half years ago.But, again, the principles of
(14:58):
the market.
And and if you're thinking,gosh, I wish I would have bought
Nashville three years ago, twoand a half years ago. Well,
maybe if you listen to thatpodcast back then, you would
have, you know, you would haveidentified that. But that's so
episode 29, and maybe you couldfind the next Nashville. But
that's that was a that was a funepisode. And then, you know,
it's pretty rare, John.
We went back to back guests, Andwe were thinking, gosh, we have
(15:21):
to stick with the music theme.This is where it started to get
revealed that I just might likepickleballs a little bit. Oh.
And I started getting into it.Right?
I've been playing for aboutthree years. And so about two
and a half years ago, a goodfriend of mine, Trevor Turndrop,
who is the lead singer of avery, very popular band,
national touring band calledNoon Taxi. And then one of Tommy
(15:43):
Putnam, who is one of hisbandmates, joined us. And we
talked through, like, why wouldmusicians join a tax podcast?
Right?
But we wanted to talk about thekind of the business of music
and also the importance ofbuilding that that board of
directors and talk to peoplethat aren't in the finance
world, but have them explain howdo they look at tax
(16:06):
professionals? How do they lookat financial advisers? How do
they look at insuranceprofessionals from their eyes?
And what establishes trust? Sothat was episode 30, and we had
a great time with them.
John Tripolsky (16:18):
So And these and
these are fun too because we do
find a way, like you mentioned,to kinda stitch in tax to these
a little bit. Right? But, also,too, it's great because you're
getting an insight from otherindividuals, other professions,
and and how they view thesethings. Right? So we talk, you
know, earlier and a little bitlater all the time about a
personal board of directors.
And I think every guest thatwe've had had on at some point,
(16:38):
we've touched on that a littlebit. Right? Like, how certain
people play a part, which ishuge, which is
Chris Picciurro, CPA (16:44):
absolutely
huge. So we back came back on to
episode 32, had Jeff Hampton on.Now Jeff has a YouTube at the
time he came on, he was justgetting started in his YouTube
channel. He's exploded with hisYouTube channel. He's an
attorney, works a lot with realestate, works a lot in the short
term rental space, and that'sepisode 32.
(17:04):
So Jeff Hampton talked throughthe legal insights for short
term rentals. So remember, atthat point, there's a 100% bonus
depreciation for the 2022returns, you know, and short
term rentals were really, reallyhot and heavy. There were lower
interest rates at that time. AndJeff did a great job talking
through the legal part of shortterm rental properties. 2023 in
(17:30):
you know, July 2023, it was Ithink this episode actually came
out on July 4, Independence Day,which we came back in episode
38, brought our buddy AndrewPulos back.
It I'm was really hot and steamyin Atlanta, Georgia that summer,
but he still joined us. And Ifeel like I remember I remember
(17:53):
recording this. You know, wedidn't film at that time. And
the funny thing, John, is Idon't know if you remember this,
but I think we we recorded thisone or the other one. I was
actually up in your neck of thewoods in Chelsea.
John Tripolsky (18:03):
Yeah. We were
too busy.
Chris Picciurro, CPA (18:04):
Working
and and we're the office I was
set up in, I want I'm notkidding. It was over 80 degrees
I I was in the building. I wassweating like a pig at the
slaughterhouse.
John Tripolsky (18:13):
We were cooking,
man. And it was funny with that
one too. It's I remember thatvery, very vividly. Giant
window, really hot dayabnormally here. AC wasn't
working very good.
And, yeah, there's a lot of hotair coming out of me and Chris
when we start talking about someof this stuff. So we it got
warmer and warmer and warmer.
Chris Picciurro, CPA (18:29):
But Andrew
came back on. There was a you
know, talking about the IRSnotices was a was a great
episode, and we wanted to hearsome more stories. You know?
Like and he did a great jobtalking through some more
stories. And then took anotherget about a month break, and and
we had Brenna Carls from TheMortgage Shop back on in episode
42 and, you know, to talk aboutmortgage prep one zero one.
(18:50):
So how are you, you know, howare you preparing yourself
before you apply to for mortgageto put yourself in the best
light possible? The nextepisode, episode 43, went back
to one of my buddies from thepickleball course. John, I've
got a real quick story aboutDave Alger. So Dave Alger, has a
has a podcast, that he talksabout, money tips, for for kids.
(19:16):
And we did a money tips forteens episode, empowering
parents on how to talk to theirteens and and children about
money.
That's episode 43. True story. Idon't think I told you this,
John. But about a, you know,week or so ago, my son my
youngest son played in abaseball tournament in Pigeon
Forge in Tennessee. I went ofcourse, I went and played
(19:37):
pickleball in the morning injust some random court.
It was actually Sevierville CityCourt. I show up, didn't know a
soul. Guess who's there? DaveAlger. And we're in the same
league at back in Franklin,Tennessee.
Three and a half hours away, hejust pops up on this random
court. It was so fun to and Iwas I was like, oh my gosh. How
(19:58):
crazy was that?
John Tripolsky (19:59):
Of all places
too. Did you know that's
actually where me and my wife,you know, Stacy took our delayed
honeymoon? Was there?
Chris Picciurro, CPA (20:06):
Yes. Yes.
I I With her daughter. Love was
in the air, John.
John Tripolsky (20:11):
All the through.
Me on it, so that's plus in an
hour.
Chris Picciurro, CPA (20:15):
So that's,
yeah, is a great spot. So money
tips for teens. Then we go wehad and a lot of these topics
are really driven by thatdefeating taxes private Facebook
group. We've seen this groupgrow well over 2,000 people.
Grow almost like 2,500 people inthe group now, and that drives a
lot of our questions.
So so took a little break, abouta month break from guests, came
(20:38):
back with a very complicatedtopic. We talked to Jason Mall,
who's a CPA here in MiddleTennessee and, a friend of the
program. You and I have, likehim a lot. We've worked together
on mutual clients. He's got areally good, great, firm that he
he operates, but we had him comein and talk specifically about
(20:59):
employee employmentclassification from a tax
perspective.
That w two verse ten ninety nineand and for any of the tax
professionals listening orwatching, you you know, you you
cringe when you hear that. I'm aw two employee. I'm a ten ninety
nine employee. No. You can't bea ten ninety nine employee.
You can't be a w two contractor.You're either one or the other.
(21:19):
So Jason really did a great jobbreaking that down on
John Tripolsky (21:22):
episode two.
We're we, sir, are gonna hook a
blood pressure monitor to youone time, and I'm gonna ask you
a bunch of questions. And thisis one of the ones that I know I
can at least raise yours by 10%just
Chris Picciurro, CPA (21:35):
by saying.
There's a pretty good chance.
Well, one of the three laws ofteaching tax law is that tax
agencies are our involuntarybusiness partner. Tax laws are
in an encouraging, discouragecertain behavior. That's a
mouthful.
However, episode 49, we're like,let's go behind the curtain, And
we did an episode called HowTaxes Are Made. We had an
(21:56):
awesome guest. John, I justwell, unfortunately, were you
you had your speaking of youraunt honeymoon, you're on your
you had your weddinganniversary, but I got to see
LaShawn Thomas. LaShawn workworks in Michigan with the
Michigan Association of CPAs asa government relations, expert,
and she took us behind thecurtain talking through how
taxes are made, how bills arepassed, and that was awesome.
(22:18):
That was very insightful.
John Tripolsky (22:19):
Great person and
a great topic, and I remember
the day that we actually mether. It was at an event. We're
just sitting down there during ahappy hour or something talking.
And I remembered she must haveassumed that, you know, I was a
CPA or something. I'm justsitting there kinda nodding my
head, and then she told me whatshe does.
I'm like, what? Like, what doyou what do you mean? Like, how
did the two and how did they gohand in hand? So listen to that
episode if you guys wanna hear alittle bit more in behind the
(22:41):
scenes. That was great.
Chris Picciurro, CPA (22:43):
And then
the next episode, we had another
tax professional, John Neal, outof Wisconsin, very
knowledgeable, and he has reallygrown his social media presence
and content. And he talked heworks a lot with small
businesses or new I should say,new businesses and talk through
why businesses fail. I I wannasay he's probably got at least
(23:04):
thirty, maybe forty years ofexperience. I can't remember
exactly, but he was a reallyvery knowledgeable guest. That's
episode number 50.
And we took quite a long break,about a almost a three month
break from having guests on, andthen jumped back in and had our
girl, Heidi Henderson, anotherfree frequent flyer, on the, TTF
(23:24):
airplane.
John Tripolsky (23:25):
People are gonna
start thinking we blackmailed
her into coming back on with usbecause she's on more than I
think
Chris Picciurro, CPA (23:31):
She well,
she's a great guest, but she
talked through cost segregationstudies. You know that's
something we talk about almoston a weekly basis in her private
CPA practice. So we were we'lltalk talk to her about cost
segregation studies. So,definitely, that's still an
episode I sent to many people toeducate themselves, and that's
episode 62 back in December2023. I took about a month
(23:57):
break, and guess what happened?
There's this law called thecorporate transparency act.
Create a bunch of just a bunchof issues, a bunch of content.
We had Jeff Hampton from HamptonLaw back on to talk about that
corporate transparency act.Since then, the CTA, what we
call it, is about it's gone.Unless you have owners of a
(24:17):
foreign business, you have nocorporate transparency act
filing requirements.
But at the time was a very, veryhigh stress, you know, topic.
John Tripolsky (24:28):
That was
probably in my even in my
marketing career. Right? Like,CTA to me is always called
action. I keep hearing this CTA,and this is the one that's gonna
haunt me for the rest of mylife. It feels like it it would
change like the stock market.
Chris Picciurro, CPA (24:39):
Is it
gonna happen? Is it not?
John Tripolsky (24:41):
Is it gonna
what's gonna go? It was
interesting.
Chris Picciurro, CPA (24:43):
I mean,
yeah, it was there, but it
bounced it bounced back andforth a million times. It's like
watching someone told me it'slike watching a tennis match,
you know, like, back and forth.Our man, Andrew Pulos, we
actually we should send him someflowers or something. Probably
maybe a box of chocolates. Idon't He came back on because we
we talked about the IRS.
The IRS was changing, and we didour twenty twenty four IRS
(25:05):
update, and that's episode 68.When and then took a break from
guests for a month and went backto a guest episode 72. You know,
John, we have a I I feel verystrongly that bookkeeping is the
heart of any business withoutgood books. You have you can't
(25:26):
do any type of projections, andyou can't do any type of tax
planning. Very dear friend ofboth of ours, Lisa McCarthy of
Out of the Box Technology cameon and talked.
We called it bookkeeping onezero one, the real deal. Bad
episode 72 is a timeless one. Sosome of these, quite frankly,
are very time sensitive. Likethat corporate transparency act,
(25:46):
I hey. If you wanna listen toit, please go listen, but I
don't see a purpose of yeah.
No real big listen. Right.Listen listen out. The 2024 IRS
update, maybe you just lovelistening to Andrew speak, which
is great, but it doesn't havemuch relevance today. This
bookkeeping one zero one issomething that I that still is
relevant today.
And then follow that back up afew weeks later. A special
(26:08):
guest, Caitlin Rummel, business,talking through ten ninety
nines. Now Jason Mall came onand talked about the Dermstream,
a, you know, independentcontractor and employee. If
you're an independentcontractor, they get issued ten
ninety nines. We had Caitlincome in who's a bookkeeping
bookkeeper extraordinaire andtalk through the what, the when,
and the how they are issued forOctober.
(26:30):
And that was episode 75. Now youmentioned someone turned 50 this
year, and guess what? It was me.And, 75. So whenever I play
pickleball, the guy you know,people I play with probably
never listen or watch us.
I always say if the score isseven five, I always say seven
five. Good year. Because that'smy birth year. So that was
episode '75.
John Tripolsky (26:49):
And these,
Chris, a lot too. I mean, I know
we mentioned it all the time.Right? And you'd mentioned a
little bit too. Some of theseare a lot more of a deeper dive
into a topic, and some are alittle bit more high level.
So if if you somebody's kindacaught on this. Oh, well, you're
talking about some of the stuff,but you feel like you've already
mentioned They do all kinda tietogether. And that's the
glorious part I think about isdoing these weekly. Right? As we
(27:10):
could dive in deep on some, wecan stay high level on others.
Really, it's we have fullautonomy to dive in as deep as
we want. And as mentioned,right, a lot of this is is kinda
community driven. So we look atit. We're we're more answering
questions on these, just havinga discussion around it than us
trying to preach anything. Ifthis is anybody's first episode
they've ever listened to.
(27:30):
This is completely differentthan what we normally talk
about, but I digress.
Chris Picciurro, CPA (27:35):
Episode
77, we we talk so one of the one
topic that's been popular, ourshort term rental tax loophole.
So we had Arda Birkin come infrom that that is very
experienced in managing shortterm rental properties, And he
gave us some insights on, youknow, what the short term rental
property short term loophole isand some he actually gave us
(27:55):
some good tips all on stagingproperties, picking demo like,
what location they should be inand and that sort of stuff. So
that was great. That was episode77. Came back on episode 80.
Modern payroll one zero one,Will Lopez of at that time,
Gusto payroll. That was reallygood. That that anyone that's
(28:16):
setting up payroll or thinkingabout paying a child or a spouse
and has never had payroll fortheir business definitely wants
to listen to that episode. Sothat was episode 80.
John Tripolsky (28:27):
And that's on my
that's on one of my top ones
too, because we talked about howpayroll if not gonna get it
exactly right, how payroll isactually a a huge component of
culture, if I remember correctlytoo, not just paying somebody.
There's a lot more to it. Sothat that was a great one.
Chris Picciurro, CPA (28:43):
Yeah. And
then we went back episode 83.
Our dear friend, Brooke Acre,certified financial planner, a
wealth reimagined group, talkedthrough LTC, long term care. Can
you believe that was that was inMay 2024? That I feel like we
just recorded that episode.
So do I. It's really crazy.
John Tripolsky (29:06):
Probably because
we me and you were both just in
Brooke's office not too longago.
Chris Picciurro, CPA (29:09):
That's
true. So, yeah, she lends us her
office whenever we're both inthe Detroit area, and she's a
big friend of the program.
John Tripolsky (29:16):
And, Brooke, if
you listen to us, if you decide
not to lend us lend it to us oneday, we're just gonna break in.
So you know?
Chris Picciurro, CPA (29:21):
Or or
we'll just go back in this
episode and delete the last
John Tripolsky (29:24):
There we go.
Chris Picciurro, CPA (29:24):
Five
John Tripolsky (29:24):
seconds. Fix it.
Sorry.
Chris Picciurro, CPA (29:26):
Fix it in
the post. So and then after the
Brookshire episode 85, we wannatalk through a 10:10 thirty one
exchange update with ScottSaunders, API. So the asset
preservation inc. Scott is, I Imean, absolutely amazing guest.
(29:46):
He knows ten thirty oneexchanges better than anyone
I've ever talked to.
And and and spoiler alert, wehave him back on later. But that
was great. So anyone consideringa 10:31 exchange, this is
another one of those timelessones. Episode 85. Came back on
episode 87.
Had another friend of mineactually went to high school
with. Really good guy, JimCunningham. He's an attorney,
(30:08):
specializes in businesstransactions, specifically
mergers and acquisitions. And wehad him come on, and we talked
about the tax and legalconsiderations when selling a
business. And this is anotherepisode that's pretty timeless
for people that are consideringexiting or people that are even
you know, even if someone'sconsidering buying a hand, I was
talking to a prospective clientabout him buying a business.
(30:29):
And I said, why don't you listento this podcast episode? Because
you're gonna get that feel ofwhat the seller's thinking.
Right? So there there it'salways good to to know both
sides of things. And then cameback to episode 89, had a good
friend, another pickleballplayer, but just a good friend,
Bill Allen.
Come on. You know, he's got agreat social media following
(30:51):
also. Very passionate about realestate, runs tons of I mean,
just tons of stuff within realestate from
John Tripolsky (31:00):
Yeah. On a
positive note too, if we ever
get a TTF plane, there's ourpilot.
Chris Picciurro, CPA (31:04):
Oh,
exactly. Yes. So that was
episode 89. If you're eventhinking about investing in real
estate, definitely listen toepisode 89 with Bill Allen.
Bounced back with episode 95.
So I took a little break fromguests, and we, you know, know
in real a lot of ten thirty oneexchange, and we've heard about
(31:25):
DSTs, which were, you know,Delaware Statutory Trust, which
we're gonna talk about in acouple minutes. But there's
another DST deferred salestrust, And we had Todd Jackson
on, Jackson Law here. He'sactually based in Franklin,
Tennessee. Extreme anotherextremely I I keep I feel like I
keep repeating myself, but wedon't have Gus on unless they
are rock stars. So episode 95,that's another timeless one.
(31:50):
Anyone that's thinking aboutselling real estate or really
any type of business asset thatis looking to spread the tax
over several years, a deferredsales trust might make sense for
you. So that's that's one youwanna listen to. Episode 99, we
had Angelina Urquat on fromCorpnet. We did talk about the
(32:12):
corporate transparency act againbecause there's, of course,
changes. At this point, that'sreal yep.
I mean, Angeline is a greatresource. She helps a lot of
people form LLCs, acts as aregistered agent with Corpnet.
However, you know, corporatetransparency act is is not
John Tripolsky (32:28):
I think right
about that point or not long
after, right, the, the hole wasalready dug six feet under just
to throw CTA into.
Chris Picciurro, CPA (32:37):
Yeah. It
was getting close there. And
then episode 100 was our bigcelebration, and we did it on
YouTube. We launched YouTube.Came back on episode one zero
one.
Had another good friend of theprogram, Caden Gunnell, also
strategic associates. Caden'smuch more handsome than Roger.
Hopefully, Roger doesn't listento this we get a fight. No.
(32:59):
They're both they're both goodlooking guys.
But Kayden's a great guy. I Imean, I personally I work with
him on a weekly basis, you know,in in the in the private CPA
firm world. Talked aboutleveraged charitable giving.
That's been a very popularepisode, and I think timeless as
well. So that's episode one zeroone, leveraged charitable.
John Tripolsky (33:16):
And thanks to
thanks to Keen for being the
first one on video besides meand you.
Chris Picciurro, CPA (33:19):
So I know.
I know. Kicked it off. Alright.
Pretty good.
And then, John, actually, wehad, we there was a topic I I
kinda want I wanted to tacklefor a few, you know, for quite a
few months, and we tackled inepisode one zero four. We had a
friend of yours come on. Yep.Chrissy Siders, talking through
the difference between banks andcredit unions. And I found that
(33:41):
pretty insightful, actually.
John Tripolsky (33:43):
Yeah. It was
great. And and Chrissy always
stood out to me. Right? I mean,being up here in Michigan, if
you were ever meet her out inthe wild, right, like out in
public, you would never pin heras a banker, which is why I
think it's great.
I mean, she's she's not youryour average bank person. That
was a great topic.
Chris Picciurro, CPA (33:57):
She was
very
John Tripolsky (33:58):
like we dove
into it in, like, so many
different levels and, you know,what the differences are, what
the pluses, and I would say prosand cons, but how they differ.
Chris Picciurro, CPA:
Absolutely. It was really good (34:06):
undefined
exact yeah. I we didn't I didn'tknow as much about credit unions
in which when is a bank orcredit union best for someone?
And and then a few few episodeslater, another dear friend of
ours, and, actually, I believethere's gonna be some content
coming at teaching text to aYouTube channel, and a another
(34:27):
and a fellow tax professionalout of Pennsylvania. And like I
said, dear friend, Kelly Bender.
And from life, I believe hershe's got life on taxed. Mhmm.
And she did a great job. Shetalked through navigating the
business life cycle. So she andher family run a great tax and
accounting firm, again, inPennsylvania that is very
(34:50):
holistic.
So they they do the bookkeepingand the payroll, and and it was
really neat to see her insight.
John Tripolsky (34:55):
And about four
months later, we obviously, we
had her back, which we'll getinto. And that one, the next one
we have with her is probably myfavorite episode ever.
Chris Picciurro, CPA:
Interesting. Okay. Let's go. (35:03):
undefined
Then episode one ten, we hadDuke Alexander Moore come on, an
enrolled agent. Just tons ofenergy, and it was talking about
influencers and content creatorstax, tax planning, bookkeeping.
(35:23):
But Duke has millions offollowers on on social media.
Again, he's a very dynamic taxprofessional, someone that I was
lucky enough to meet and hangout with. Actually, in
Manhattan, in New York City,gosh, the year before yeah. I
think that was the year likemore stuff and I don't even
remember. It was it was a while.
(35:43):
It year or two ago. Probably acouple years ago with the Intuit
Connect. He was the emcee forthat event, and we I was able
very fortunate to be a panelistthere. So I got to got to meet
him in person and then keepwe've been in contact. We've
actually worked talked throughdifferent tax planning ideas,
and to have him on the podcastwas awesome, man.
You if you need an energy boost,you don't need a coffee. Just
(36:04):
check out episode one ten.That's that's
John Tripolsky (36:06):
It's a great way
to put that one. Absolutely.
Chris Picciurro, CPA (36:09):
That's for
sure. Took out now episode one
twelve. We talked about capitallost harvesting harvesting
strategies with Alex Caswell andAlex and his associate Colby
Davis, and Alex is a financialadviser based on the West Coast.
Another person I work with a loton mutual clients in the private
CPA practice, and he did anamazing job just talking about a
(36:32):
an advanced capital lossharvesting strategy. So if you
have a large capital gain, I, attimes, send this to to people as
well.
A lot of times people say, oh, Igot this big gain. I don't know
what to do with it. I don't haveany losses. Just trust me. Check
out episode one twelve.
Then took a little break, wentback to Michigan for a guest, a
(36:54):
CPA, Carina Miller. She is soknowledgeable. I know I really
enjoyed this episode, and wetalked about taxes and the
cannabis industry. Again, maybenot the largest reach as far as
Yeah. People listening.
However, absolutely timeless,and Karina was so it's just, I
(37:15):
mean, that's her wheelhouse.That's our your go to if you
have if you yourself or knowanyone in the cannabis industry
and need any type of accountingtax payroll, whatever you need,
she and her team are yourpeople. No doubt about him. And
then episode one twenty one,like you just mentioned, we had
(37:35):
Kelly Bender back on. Andanother topic we've been we've
been trying to, should I say,cultivate.
I guess we're going throughcannabis to farm tax. I gotta
get out. So
John Tripolsky (37:47):
Well, we went
from harvesting to to cannabis
to farm.
Chris Picciurro, CPA (37:52):
Yeah. So
Koreans are not Kelly Bender
came back on. Yep. We just Idon't know if we I feel like we
laughed half that episode justbecause she's so fun.
John Tripolsky (38:01):
Oh, it was
great. And I think why I like it
so much too is, I mean, thatmight be the the episode we
dropped more dad jokes in thananything. And it was it was
great. I mean, what a great and,obviously, we covered a lot of
good topics, but it wasinteresting. A lot of things
that you don't think about inthe farming and the ag world.
Chris Picciurro, CPA:
Absolutely. It was really it was (38:21):
undefined
really good. So farm tax wasgreat. So if you're a farmer or
an old farmer, episode onetwenty one, took about a month
break. Episode one two five,Warren Thomas from exchange
rates.
I mean, I keep repeating myselfextremely knowledgeable, but
talk through Delaware statutorytrust, which is a which could be
used in a $10.31 exchange. I Imean, in exchange rate, they
(38:46):
they do a great job. I knowyou've met some people from
there as well when you were intown, and they happen to be in
town. And but Warren did anamazing job. And so anyone
thinking about, again, that tenthirty one exchange or Delaware
Statutory Trust, if you've heardof the the DST, that episode's
for you.
That's episode one twenty five.That's another timeless one. I
(39:06):
can't tell you how many timesI've sent that sent that to
people.
John Tripolsky (39:09):
And that's the
other DST.
Chris Picciurro, CPA (39:11):
Yes.
That's the other DST. So And
then episode one twenty seven,another topic we wanted to
tackle for a long time weresocial social security. So Rob
Sorens is a financial adviser Iwork with as well in the private
CPA practice. And Rob is isreally knows his stuff.
I actually went to a couple livein person presentations that he
(39:35):
he did here locally in theFranklin, Tennessee area, and I
was super impressed with hisknowledge. So we had him come in
and talk about social security.How to claim it? When to claim
it? When to claim it off of yourspouse's record?
When to claim it off of yourrecord? That's another timeless
one. So it's episode one twentyseven, and and you might not be
you might be thinking, I'm notclose to Social Security age
(39:57):
yet. I'm telling you, take a fewminutes and check that podcast
out. Episode one twenty nine, wehad Court Pitcher on, and Court
is a blast too.
Another just rock star in theirindustry. And we talked about
estate planning 101. We justwent with as basic as you can,
(40:19):
just talking the differencebetween a trust and a will and
court and and they I think hedid an amazing job.
John Tripolsky (40:29):
You know? And
then some too that some people I
think of a a difficult time ofexplaining it to where it makes
sense to everybody and you don'tlose them along the way. He did
a great job of that. I Iremember that one specifically
as well because some of thesetopics, right, if if you're not
in every day and you're not a100% tuned in to listening to
everything about it, you wannaknow everything, it's kinda hard
for you to mentally tune in. Butthat was a great one.
Chris Picciurro, CPA (40:52):
Yeah. And
so Court is is the founder of
Legacy Lock. They are a podcastsponsor also. So if you have if
you haven't done any type ofestate planning yet and you want
someone, you know, to talk tosomeone and, that's very
reasonably priced. Doesn'tmatter what state you live in.
I would encourage you to checkout Legacy Lock, and please
(41:12):
reach out to us because theytake really good care of anyone
in the teaching tax lawcommunity. So wanna thank Court
on that one. Came back withepisode one thirty one. Had our
friend Tom Lani on. Tom talkingabout infinite banking with
whole life insurance strategythat my wife and I use
personally called the golddiagnosis in teaching tax flow,
and that's episode one thirtyone, another timeless one.
(41:33):
So it's so nice to have peoplethat I trust and work with often
on the podcast as guests, andtheir content is like I said,
it's timeless, and I and a lotof clients and just listeners
really enjoy enjoy it.
John Tripolsky (41:48):
And fun fact
with that one too with Tom, if I
remember right, he was an audioengineer. Yeah. Started off, and
then he he kinda got into hisworld that he's in now from
being able to take advantage ofsomething that somebody set him
up with, and he kinda forgotabout in the past. So that was a
great story on how he got in.
Chris Picciurro, CPA (42:06):
We're back
on episode one thirty four,
Parker Barofsky of MovementMortgage. Man, she and I know
she's got maybe you could speakjust for a quick minute on her.
You know, she's got a wholeplaylist on our YouTube channel.
Extremely knowledgeable. We talkthrough financing your second
home and that could be a thatcould be a snowbird home.
(42:26):
That could be a rental property.It could be any type of second
home that you're thinking ofpurchasing.
John Tripolsky (42:32):
And you're
right, Chris. That so there's a
whole playlist on our YouTubechannel. We coerced Parker into
doing this with us. We have acouple actually, a bunch more of
these that are coming out. It'sjust one of the sponsors in the
podcast.
This is not a paid promotion byany sense. But their approach
there is so cool because Iwouldn't say that they don't say
(42:53):
no to anything, but they're verycreative in things that Chris,
it's like you. Like, if somebodycame to you and said, oh, you
know what? I a a tax question,tax issue, something along those
lines and planning forward, theydo the exact same thing in the
mortgage world. I mean, thatcould speak firsthand.
It's like I mean, not fromworking with them, but, like, I
hate going to get a mortgage.Like, literally, like, I I say
that word very far and fewbetween, but I absolutely hate
(43:16):
doing it because I don't likeit. I don't wanna get into it.
I'm irritated before I evenstart. And she explained some
great things.
So check out that those pod Imean, just the discussions, the
reels, everything in thatplaylist is awesome. It's great.
Chris Picciurro, CPA (43:30):
Then we've
been another topic, digital
asset reporting. So that wascryptocurrencies, those EFTs or
not EFTs, those NFTs. Oh, man.I'm so lucky to know Tunisia
goes by Ty Gaines. First of all,just had a great time with her
just on the podcast, let aloneher knowledge.
(43:50):
She is an enrolled agent,nationally recognized speaker on
digital assets, and she brokedown digital asset reporting
such a complex thing in in aneasy way. And Ty is definitely a
friend of the program, and we wewant to continue to lean in her
knowledge moving forward andhave more content with her, as
well. She's great. So, I mean
John Tripolsky (44:11):
That that
definitely was a great one too.
I think that would we had a tonof fun on as well. It was nuts.
I'm so glad called her. Here'smy dad joke.
Chris Picciurro, CPA (44:20):
What's
that? I'm sorry?
John Tripolsky (44:21):
Oh, did say she
tied all Yes.
Chris Picciurro, CPA (44:25):
Episode
one forty, we talked about BRRRR
method. Now I was not on thisepisode for reasons I will go
untold. I had a littlescheduling faux pas on my part,
but I think it was betterwithout me. Had Jim Ingersoll
on, just like Bill Allen,another titan in the real estate
(44:47):
industry runs I mean, Jim's gota huge reach, a huge following.
We went to one of their liveevents this year for the first
time.
It'll be an annual event for uscalled Dealmakers. That one's in
Richmond, Virginia, but thereare dealmaker chapters all over
the country. And Jim reallybroke down BRRRR method, which
(45:08):
is your you know, for peoplethat are buying and rehabbing
properties and then refinancingand running them out and doing
it again. So happy to the best
John Tripolsky (45:16):
overall group of
people I've ever met at a
conference in my entire life.
Chris Picciurro, CPA (45:23):
Yeah. They
are phenomenal. So that was
episode one forty. Then cameback episode one forty three,
which is just a couple monthsago or a month or so ago. Less
than a I don't know.
About a month ago. Had CurtisMcCulloughman talking about the
mindset and money, and Curtis isa he's he's he was a he's a
financial he was a financialadviser, But now he's a mindset
(45:43):
coach and just helps people findtheir blind spots financially
and in life. And that was he'svery impactful. So that was
great. And definitely, you know,hope that some he's been able to
connect and meet with people inthis this community based on
based on that.
And I I really enjoyed thatepisode. Then guess what
(46:05):
happened? The one big beautifulbill act was passed on July 4.
Okay. I have to pivot.
Right? Came and it's on episodeone forty five. Got Scott
Saunders back. API. Right?
John Tripolsky (46:21):
He avoided us
for a year, and then we got
Chris Picciurro, CPA (46:23):
him back.
Yeah. He might be a two year no.
It was a year. A little over ayear.
Yeah. Came back from from fromhis hiatus from us and talked
about the one big beautiful billor o b three act as far as real
estate investment opportunities.Now Scott is with API, and Asset
(46:44):
Preservation Inc. They dospecialize in ten thirty one
exchanges, but Scott broke downall types of real estate,
opportunities within OB three.Check that one out.
If if you're remotely interestedin real estate, check out
episode one forty five as wellas, Jim Ingersoll's at 01:40,
and and then Bill Allen'sepisode at one or at eighty
(47:08):
nine. Final guest, episode oneforty eight, another topic we've
been waiting for our a perfectguest for. Brady Weller is was
the perfect guest to talkthrough a section 12 o two stock
or what is also known as QSPS,qualified small business stock,
and how you can, if you're abusiness owner, potentially pay,
(47:31):
avoid millions and millions ofdollars of taxable income when
you sell your business. Andthat's episode one forty eight.
And that I can't I I feel likewe just hit episode 100.
Yeah. It's so funny on so someof these seem like yesterday,
and some of these seem like along time ago. I don't not not
and I really don't know why.Like, it's
John Tripolsky (47:53):
just I remember
that first one. I remember
recording that first one that wedid the video, 100. Even though
we recorded them all on video,we just didn't use it. But,
yeah, it seems like it was justmaybe two months ago. Yep.
It flowed flew by, man. Flew andlooking at all these topics
kinda going through them, it'svery rare if ever we've ever
(48:14):
actually done this and gonethrough all the ones. And these
are just ones I guess. Firstone. These are not the topics
that, you know, we even touchedwith.
And there were there was acouple other ones in there. But
overall, like, what a what aride.
Chris Picciurro, CPA (48:27):
Mhmm.
John Tripolsky (48:28):
Man, what a good
and there's no reason to slow
down.
Chris Picciurro, CPA (48:32):
No. I
can't wait to see where we're at
after 200 episodes, and we'regonna keep rocking and rolling.
I know this is a longer episode,but thank you for sticking in
there. And think about this.Guess what, guys?
Listening to this and catalogingepisodes with guests is a little
easier than the Dewey decimalsystem. And if you know what
that is, you're in my agebracket. But, yeah, thank you so
(48:52):
much for everyone in thiscommunity. Thank you. I mean, I
genuinely mean this.
Like, every download, everylisten, every comment is
appreciated, and it really fuelsour fire to to build a tax
planning and strategy community.It's something that doesn't
exist, in my opinion, out there,that we need.
John Tripolsky (49:12):
Absolutely.
Absolutely. Well, this is
awesome. I'm glad we did this. Iknow it's, it was kind of, like
you mentioned, a little bitlonger.
But, yeah, we will see everybodyback here again next week.
Completely, completely differenttopic, but we'll keep the train
going. And you know what? Youdon't have to go home, but you
can't stay here because we'reout. On to episode one fifty one
(49:35):
next week, we'll see everybody.
Have a great week. Questions,drop us a line. Remember, show
notes, wherever you're listeningto, it's either here or here.
Seen it on this side. Mostlikely there.
There's a link to every one ofthese. So if you heard something
resonates with you a little bit,click on it, listen to it, kick
up the speed if you wanna hearme and Chris sound like, Alvin
and the Chipmunks. If you wannahear a really good time
(49:55):
listening to it. But check itout. Any questions, let us know.
If you wanna get in touch withanybody specific, let us know.
We're happy to make theconnection, reach out to them
directly. That's what we're herefor. That is our sole purpose of
doing this. So we love it.
We love the questions. Have agreat week, as I mentioned.
We'll see you back here soon.
Disclaimer (50:17):
The content provided
is for educational purposes
only. We encourage you to seekpersonalized investment advice
from your financialprofessional. For all tax and
legal advice, please consultyour CPA or attorney. Investment
advisory services are offeredthrough Cabin Advisors, a
registered investment advisor.Securities are offered through
Cabin Securities, a registeredbroker dealer.
The content of this podcast doesnot constitute an offer of
(50:39):
securities. Offerings can onlybe made through an offering
memorandum, and you shouldcarefully examine the risk
factors and other informationcontained in the memorandum.