All Up In Your Business with Kareen

Going back to a full-time job after seven years of entrepreneurship can feel like admitting the business failed, but sometimes it’s the breathing room a founder needs to rebuild without breaking herself. When one entrepreneur reveals that she hasn’t consistently paid herself in a year and a half, Kareen helps her evaluate the real trade-offs of earning outside income while continuing to lead her company. Before di...

A physical space can feel like the next level, but it can also become an expensive way to avoid testing demand. Kareen helps this founder reframe the move from “Should I open a showroom?” to “How can I curate an in-person experience that proves people will show up, buy, and create content worth reusing?” This episode is for founders who are ready to grow beyond the house, the website, or the scrappy se...

Abandoned carts can make a founder spiral, especially when the product is beautiful, the traffic is there, and people are clearly interested. Kareen reframes the problem from “Why aren’t they buying?” to “What does this buyer still need to feel safe saying yes?” This episode is about the hidden trust gap in high-consideration online sales, and how founders can create more certainty, more desire, ...

You can look successful, lead well, hit your goals, and still be completely disconnected from yourself. Kareen sits down with Dr. Brian Paris to talk about what happens when high performance becomes survival mode, and why the fear of burning out again can quietly keep entrepreneurs and leaders playing smaller than they’re capable of. They unpack the physical and emotional signals we learn to ignore, the difference betwe...

When the results aren’t matching the effort, it is easy for a founder to spiral into fear, failure, and worst-case scenarios. Kareen helps one entrepreneur separate valid frustration from self-doubt, rebuild confidence around her own resourcefulness, and question whether outside advice is actually wisdom or just someone else’s limiting belief. This conversation is about finding the consistency that validates the e...

When the thing that used to work stops working, it can feel like the whole business is falling apart. Kareen helps one founder sort through the pressure of a tactical pivot, a cash flow dip, licensing limitations, team changes, and the weight of being the face of the brand while still needing to lead the business forward. This conversation is about getting honest with what the business is becoming, letting go of what no longe...

When you need cash, it’s easy to assume the next move is raising from investors. But Kareen reframes the funding conversation around something more strategic: finding a partner who already has the clients, the infrastructure, and the reason to fund the first orders. This episode is a wake-up call for founders who are trying to build, pitch, sell, and fund everything alone when the smarter play may be a clear joint ventu...

When your team keeps falling short, the real issue may be the standard you have failed to define, communicate, or uphold. Kareen sits down with Marc Rodriguez, a retired United States Marine with 21 years of active service and a serial entrepreneur who has risen from independent contractor personal trainer to CEO of multiple companies across fitness, leadership development, and business coaching. After mentoring thousands of traine...

If leadership only feels real when it feels hard, that struggle might be costing more than it’s proving. In Part 2 of Kareen’s conversation with Adrian Koehler, they unpack why so many high performers are committed to struggle, why “lonely at the top” can become a story leaders hide behind, and what it looks like to lead with more courage, connection, ease, and humanity. This is a conversation for foun...

When you’re the founder, the visionary, or the strongest thinker in the room, it can feel maddening when everyone else doesn’t automatically understand what you see. But Kareen’s conversation with leadership coach Adrian Kohler reframes that frustration as a leadership signal: what comes naturally to you is often what you explain the worst. Together, they unpack the difference between being convinced and bei...

A business can look healthy on paper and still be quietly bleeding cash. Kareen sits down with Jennifer Eden, co-founder and CEO of Tampon Tribe, to talk about the part of product-based entrepreneurship that founders don’t talk about enough: the financial discipline it takes to grow without drowning in inventory, debt, shipping costs, or shiny opportunities that pull you off course. This conversation is a wake-up call f...

You hate being on camera. So you don't show up at all. And then you wonder why your visibility stalls and your business feels invisible. Kareen breaks down the reframe that changes everything: you don't need your face to build connection, move product, or tell a story that lands. Faceless content—hands-on demos, behind-the-scenes, customer wins, process breakdowns—does all that work without draining your energy or...

You've built an identity around something. Now you're ready to leave it. But new opportunities are already knocking, and the pull to move forward is strong. Kareen breaks down why rushing into what's next keeps you stuck in reaction mode instead of intention, and why the founders who actually scale are the ones willing to grieve what they're leaving before they step into what comes after. She explores what it takes to process...

Halfway through a long fundraising journey, doubt doesn't whisper—it screams. It tells you the vision was never real. That you're burning time and money on something that won't land. That you're not actually the person who can pull this off. Kareen breaks down why conviction doesn't mean doubt never shows up, and shows you the real shift that separates founders who scale from those who fold: doubt may arrive, but it doe...

You're running three businesses and calling it one. Each revenue stream is fighting for your attention, your cash, your sanity—and you have zero idea which one is actually keeping you afloat. Kareen breaks down why founders treat their entire operation like a monolithic goal and then wonder why nothing scales, and shows you the shift that changes everything: separate by business line, know your actual numbers (not reven...

You think you're leading. You're actually drowning. Every role in your business flows through you because you haven't defined what your actual role is. Kareen breaks down why delegating feels impossible when you've never written your own job description, and how the leaders who actually scale are the ones willing to hire people to replace themselves everywhere else. But here's what most miss: hiring isn't the hard part. The h...

When the business you built no longer fits the life you want, it can feel terrifying to admit that something has to change. Kareen sits down with Chase Friedman, founder of Vanquish Media, for an honest conversation about pivoting with purpose, giving yourself grace in uncertainty, and rebuilding around the version of yourself you’re becoming. Together, they explore what it takes to stop chasing the “right” ...

In this coaching session, Kareen helps a founder move through the fear of rejection that’s been keeping her from confidently raising capital. Together, they reframe fundraising from a cold, transactional pitch into a relational invitation aligned with her values and brand. This episode is a powerful reminder that you don’t have to follow someone else’s playbook to succeed. You get to design the path, trust y...

Do you hire to grow… or grow so you can hire? In this episode, Kareen coaches an entrepreneur stuck in the classic “chicken or the egg” dilemma — needing more sales to afford help, but needing help to drive more sales. Kareen reframes the question entirely: decide where you, as the CEO, are meant to play. Are you the front-end strategist and sales driver, or the back-end operator? From there, she brea...