Episode Summary

If you're a fantastic creative but your business skills could use a quick tune-up, this episode is for you.

This week, Holly sits down with David Kisan, founder of Sip-N-Bloom, the floral workshop business that has grown from offering local events to partnering with major global brands.

And yes, they talk flowers… but that’s not all this episode is about.

This conversation is about the shift every creative entrepreneur must make if they want their business to grow and make money.

David is a great example of someone who didn’t rely only on talent. He built systems. He stayed curious. He prioritized learning the business side of florals.

In this episode, Holly and David break down simple steps you can take to shift into a CEO mindset and build a business that works.

So if you’re a creative who wants to stop just making things and start building something profitable and sustainable for the long run… listen in!

In this episode you’ll learn:

01:53 — The moment Sip-N-Bloom became more than a cute idea

05:58 — A simple design choice that changed everything

10:00 — David's path from family roots to modern entrepreneurship

12:47 — The shutdown that forced a reinvention many creatives avoided

20:46 — Why early AI experimentation will shape businesses

33:54 — The power of tight brand alignment (and the impact it creates)

35:52 — The email that shifted the business trajectory overnight

48:37 — Proof that small opportunities can become major partnerships

59:01 — What scaling a creative business actually looks like

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Connect with my guest:

• Sip N Bloom
• Sip N Bloom on Instagram

Episode Summary

What if your next chapter look like if you truly felt good about exactly who you are?

In this episode, Holly sits down with makeup artist Sal Rodriguez, whose twenty-year career has painted faces, built confidence, and proven that reinvention is always possible. From his first job at Nordstrom to leading makeup teams for global brands like NARS, Sal shares the story of leaving the safety of a dream job to build something entirely his own.

They talk about the fear that comes with starting over, the art of reading people beyond their selfies, and why originality (not trends) is still the boldest look in the room.

This is a conversation about trusting your craft, knowing your worth, and how to truly feel good... in your own skin.

In this episode you’ll learn:

[02:28] The unexpected first job that launched a lifelong love for beauty

[07:54] Lessons learned behind iconic brands, and the moment Sal chose to start over

[13:35] What rebuilding from scratch really looks like after walking away from “safe”

[18:42] Why internal confidence has nothing to do with external makeup

[24:10] The real story behind building trust, authenticity, and a business that lasts

[31:56] A moment of pure gratitude that has forever changed how Sal sees his work

Chat With Me + Download Business Building Tools:

• FREE: Create a compelling business idea in 6 steps
• Start Your Business HERE
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Connect with my guest:

• Sal Rodriguez on Instagram

Episode Summary

2025 isn’t over. Not even close. While everyone else is coasting toward the holidays, you’ve still got time to build serious momentum when it comes to building or scaling your business.

In this episode, Holly talks about how to finish the year strong, not with hustle or burnout, but with intention that will get you results. She shares the mindset shift that separates those who wait for things to happen to them from those  who decide. It’s specific actions that quietly move the needle, you’ll get a 60-day plan that’ll set your next year on FIRE. 

If you’ve been tempted to throw in the towel on 2025, this is your sign to tune in - because your future self isn’t waiting for January. She’s waiting for you to start…now! 

In this episode you’ll learn:

[01:19] Why this time of year is your biggest opportunity to transform your future.

[04:24] The surprising mindset shift that helps you finish strong without burning out.

[06:00] The small daily moves that build the kind of momentum that makes an impact.

[10:06] What Holly’s focusing on for a powerful 2026.

[12:04] The simple framework that can turn two months into your most productive stretch of the year.

[13:24] How to align your next move with who you’re becoming.

[16:57] The hidden factor that makes or breaks your growth, and how to make it work for you.

[21:51] A challenge that'll change how you see the rest of the year and remind you what’s possible for your future.

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Episode Summary

Sometimes we get handed something we didn’t create - a business, a team, a problem - and our success depends on what we do next.

Hillary Spreizer, CEO of The Latitude Group, knows that moment well. She bought an existing company and rebuilt it into something aligned, modern, and deeply her own. This episode is about that process - what it takes to step into someone else’s vision, rewrite the story, and lead with clarity, heart, and standards.

Holly and Hillary talk about redefining protecting company integrity, making tough calls, and learning to trust your instincts when treading in unknown territory.

If you’ve ever inherited something that didn’t start with you - this conversation will change how you see what’s possible.

In this episode you’ll learn:

[03:22] How Hillary found the opportunity to buy an existing business (and what made her say yes).

[07:14] The biggest mindset shift from employee to owner.

[12:45] How she navigated imposter syndrome and fear during the transition.

[17:38] The three things she focused on in her first 90 days as CEO.

[24:10] Building a boutique brand that stands out in a crowded market.

[36:42] What scaling actually looks like inside a small but mighty consulting firm.

[48:56] Setting boundaries with clients and protecting your time as a leader.

[1:03:12] Lessons on leading with intention, clarity, and purpose as you grow.

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• FREE: Create a compelling business idea in 6 steps
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Connect with my guest:

• The Latitude Group
• Hillary on LinkedIn

Episode Summary

Everyone has advice on where business owners should put their energy. Whether it's creating a new offer, spending more on marketing, or building a bigger team. The noise is endless. But when it all quiets down, there’s really only one bet that pays off every time.

In this episode, Holly sits down with Jaime Taets, Founder and Chief Vision Officer of Keystone Group International, to talk the winning bet every business owner must make in their business. Jaime shares her entrepreneurial story over the past 13 years where she's led Keystone through the highs, lows, and pivots. Together, Holly and Jaime talk about the messy parts of building a business, the lessons that came from both wins and failures, and why resilience and vision are the real non-negotiables to building something that lasts.

If you’ve been stuck in second-guessing mode or waiting for permission to go all in, this episode is for you.

In this episode you’ll learn:

[02:34] The subtle signs that tell you it’s time to make a big move in your career or business

[06:55] Why the people closest to you may not always be the best ones to share your big ideas with

[13:18] The messy middle of leadership and what to expect when you’re learning as you go

[20:56] A powerful framework for building a culture that actually fuels growth (and what to avoid)

[24:44] The hard lesson that almost made Jaime walk away from her business and what came next

[28:03] The unexpected challenge outside of business that reshaped how Jaime approaches risk

[33:19] The #1 place to bet if you want your business (and yourself) to thrive

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• FREE: Create a compelling business idea in 6 steps
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Connect with my guest:

• Keystone Group International
• Jaime on LinkedIn
• Jaime on Instagram

Episode Summary

If you’ve ever stared at your calendar in another “this-could’ve-been-an-email” meeting wondering if you’re wasting your life, this episode is for you.

Holly shares how her corporate years weren’t a detour. In fact, they were where she received best-in-class training. Her corporate career gave her the exact tools she needed to step into entrepreneurship with confidence.

From navigating chaos, to getting big ideas across the finish line, to building systems that keep you sane — Holly breaks down how the skills you’ve probably already mastered at work. These skills can give you a huge head start in business.

You’ll leave this episode with a fresh appreciation of your 9–5 and a reminder that you’re not starting from scratch — you’re starting from experience.

In this episode you’ll learn:

[02:25] Why Holly’s corporate years were her best-in-class education for entrepreneurship

[04:10] The messy project that taught her how to find clarity in chaos

[08:15] How she learned to turn “just an idea” into reality

[15:35] The hard-earned lessons she’s learned from working with vendors

[18:50] Why building processes isn’t boring — it’s freedom

[21:40] How to start your own business and take your next step

Chat With Me + Download Business Building Tools:

• FREE: Create a compelling business idea in 6 steps
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Episode Summary

If you’ve been sitting on a big idea, waiting for the perfect moment, more clarity, or someone to tell you it’s safe to go all in—this episode is for you.

Holly sits down with Profeshie founder Kyle Ingebrigtsen to talk about what it actually looks like to build a brand with big picture energy - literally. Profeshie is a Minneapolis-based photo studio, but not the kind you’re used to. It’s bold, expressive, and intentionally built to feel like something (read: champagne on a Tuesday) the second you walk in.

They dive into the messy middle of business building: the hesitation, the self-doubt, the pressure to play it safe. Kyle shares how he signed the lease before hiring a team, and how he’s scaling a creative business from the ground up - without losing the vibe that made it special in the first place.

This is a behind-the-scenes look at what it takes to turn a vision into something real, especially when no one else can see it but you.

In this episode you’ll learn:

[03:17] The idea that sat quietly for 10 years—and finally said “go”

[09:45] Signing the lease with no team, no plan, and no backup

[14:22] Why Profeshie is built to feel like champagne, not LinkedIn

[20:56] The part no one warns you about when you start scaling

[31:10] What corporate taught Kyle and how it almost got in the way

[42:08] The truth every aspiring entrepreneur needs to hear

Chat With Me + Download Business Building Tools:

• FREE: Create a compelling business idea in 6 steps
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Connect with my guest:

• Profeshie on Instagram
• Profeshie.com

Episode Summary

This one’s for the woman who’s evolving - quickly. If you’ve been feeling the tension between where you’ve been and where you’re going, this episode hands you five permission slips you didn’t even know you needed.

These aren’t fluffy mantra permission slips. They’re grounded reminders that you are allowed to outgrow offers, expectations, business models, and even entire identities. Holly walks you through the exact moments she trusted her gut, held her line, and made calls that weren’t always easy - but were absolutely necessary.

By the end of this episode, you’ll feel anchored in your decisions, clear on what no longer fits, and ready to move forward with your business on your terms.

This is your permission to build what’s next without apology. 

In this episode you’ll learn:

[01:09] The question every evolving business owner needs to ask herself

[04:18] Holly's personal story about when she realized it was time to make a leap

[11:02] When a business opportunity feels “off” - and what to do about it

[16:55] The quiet red flag that shows up when your creative work is at risk

[22:52] A bold decision that went against the “rules” of the industry

[29:47] The two-word response that changes everything

[33:03] Your final reminder (and the next best step to take)

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• FREE: Create a compelling business idea in 6 steps
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Episode Summary

When you walk away from your corporate 9–5 (and start your biz!), you also get to walk away from the wardrobe that came with it. In this empowering episode, style coach Andie Sobrato joins Holly to talk about the intersection of identity, confidence, and personal style, especially for women transitioning from corporate life to entrepreneurship.

You’ll hear how dressing from a place of authenticity can make you even more creative, be more confident, and help you show up more powerfully in your business. Spoiler alert: You do not need a new wardrobe—just a fresh perspective on what you already have!

In this episode you’ll learn:

[03:12] Andie shares how women often dress to be taken seriously—and why that needs to shift when you work for yourself.

[06:45] Why we’ve lost the skill of outfit-making and how to rediscover it without spending a dime.

[10:01] The emotional baggage tied to “I’ve already worn that in a photo”—and how to release it.

[14:26] Tips for choosing clothes that reflect your brand and feel like home.

[19:03] How a simple style system can save you time and boost daily confidence.

[22:37] The powerful mindset shift of dressing for yourself, not the audience.

[28:55] Three ways to create “new” outfits from pieces you already love.

[33:40] Final words from Holly and Andie on using style as a daily act of self-leadership.

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• FREE: Create a compelling business idea in 6 steps
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Connect with my guest:

• https://www.andiesobrato.com/

Episode Summary

In this deeply honest episode, Holly sits down to talk directly to the woman who’s feeling the weight of entrepreneurship—and wondering if she should go back to corporate. She knows that stuck feeling and the temptation to quit, because she’s been there more times than she can count.

This isn’t about tough love or endless hustle. It’s about finding your truth, hearing your future self’s perspective, and making sure you’re not abandoning yourself just because it’s hard. Holly invites listeners to pause, reflect, and get honest—because whatever you choose next will shape your future in ways you can’t yet see.

In this episode you’ll learn:

• [00:00] – Holly opens with a real talk moment about the messiness of being in the middle.
• [04:00] – Reconnecting with the real reason you started, and why that matters now more than ever.
• [08:00] – Holly shares the honest truth about quitting: what it really means, and how to know if it’s right for you.
• [14:00] – A powerful exercise to check in with your future self and what she wants you to hear.
• [19:00] – Why consistency—more than perfection—can make all the difference when everything feels uncertain.
• [24:00] – Holly’s final, encouraging words to help you see you’re not behind, you’re not failing—you’re just finding your way forward.

Chat With Holly + Start Your Business for FREE:

• Start Your Business HERE
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