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Everyone talks about the freedom of working remotely, but few people talk about what it actually takes to keep a business running while you're hopping between countries and time zones. In this episode…

Everyone talks about…

Everyone talks about the freedom of working remotely, but few people talk about what it actually takes to keep a business running while you're hopping between countries and time zones. In this episode, Whitney Lee shares the real behind-the-scenes of managing her business while traveling through Europe this summer.From staying productive on the road to leading a team from thousands of miles away, Whitney breaks down the systems, boundaries, and communication strategies that make it possible. She also shares what she's learned about balancing work with travel and why building a business that do…

The media world doesn’t look the way it did even a few years ago. Independent publishers, niche newsletters, and direct audience connections are creating new opportunities for brands that know how t…

The media world does…

The media world doesn’t look the way it did even a few years ago. Independent publishers, niche newsletters, and direct audience connections are creating new opportunities for brands that know how to tell the right story.Whitney sits down with Amy Cavanaugh, editor of American Weekender, to discuss building a travel and food publication, growing an audience through platforms like Substack, and what businesses need to understand about earning meaningful media coverage in today’s landscape.In This Episode, We Cover:How independent publishers are reshaping mediaWhy Substack has become a power…

Self-Employment isn’t just a business model, it’s a mental game. For a lot of entrepreneurs, the hardest part isn’t strategy or execution, it’s what happens in your head when doubt, Anxiety, a…

Self-employment isn�…

Self-employment isn’t just a business model, it’s a mental game. For a lot of entrepreneurs, the hardest part isn’t strategy or execution, it’s what happens in your head when doubt, anxiety, and scarcity start driving the decisions.In this episode, Whitney Lee gets real about the emotional weight of running a business solo. She breaks down how imposter syndrome shows up at every stage, why scarcity thinking is so sticky, and how self-awareness becomes a practical tool, not just a buzzword, for staying steady when things feel uncertain.Instead of pretending mindset work is about “thin…

Everyone loves to talk about “freedom” in business until life forces you to find out whether you actually built it.In this episode, Whitney shares the less polished side of entrepreneurship, navig…

Everyone loves to ta…

Everyone loves to talk about “freedom” in business until life forces you to find out whether you actually built it.In this episode, Whitney shares the less polished side of entrepreneurship, navigating full-time travel, recovering from a serious car accident, and figuring out how to keep moving when life completely changes your plans.The conversation dives into the pressure business owners feel to constantly perform success online, the fear of sharing more personally, and what it really means to build a business that supports your life instead of running it. Less aesthetic hustle culture. …

“Follow your passion” sounds nice on a Pinterest quote. Building an actual business from it? That’s the part nobody really talks about.Whitney sits down with artist Lindsay Jeneman to talk about…

“Follow your passi…

“Follow your passion” sounds nice on a Pinterest quote. Building an actual business from it? That’s the part nobody really talks about.Whitney sits down with artist Lindsay Jeneman to talk about turning creative work into a real business, from painting pet portraits to landing international brand partnerships. They get into the messy middle of entrepreneurship: trusting yourself before there’s proof, Investing in your Growth, and figuring things out while you’re still building the plane midair.This episode is a reminder that most successful businesses aren’t built from certainty. T…

There’s a common belief that pro bono work is either “good exposure” or a total waste of time. In reality, it’s neither, unless you’re being intentional about it. Otherwise, it just becomes …

There’s a common b…

There’s a common belief that pro bono work is either “good exposure” or a total waste of time. In reality, it’s neither, unless you’re being intentional about it. Otherwise, it just becomes unpaid work that quietly eats your bandwidth.Whitney breaks down how solopreneurs and small business owners can approach pro bono work strategically, so it actually supports growth instead of distracting from it. The goal isn’t to say yes more often, it’s to know when it genuinely benefits your business long-term.She also unpacks how easy it is to fall into overworking for free under the idea …

Most people think luxury event businesses grow through perfect aesthetics and word-of-mouth. Chelsea Gaytan’s journey shows it’s not just about being talented, it’s about being seen in the right…

Most people think lu…

Most people think luxury event businesses grow through perfect aesthetics and word-of-mouth. Chelsea Gaytan’s journey shows it’s not just about being talented, it’s about being seen in the right rooms, in the right way.Chelsea went from corporate America and working as a flight attendant to building a successful wedding and event planning business by getting intentional about PR, partnerships, and visibility. Not passive exposure, but strategic positioning that actually attracts high-end clients.In this conversation, Whitney and Chelsea break down what it really takes to move from servic…

Most people think PR equals press. More features, more visibility, problem solved. But if you don’t know what that coverage is actually supposed to do for your business, you’re just chasing headli…

Most people think PR…

Most people think PR equals press. More features, more visibility, problem solved. But if you don’t know what that coverage is actually supposed to do for your business, you’re just chasing headlines with no real strategy behind them.Whitney gets into why PR only works when it’s tied to clear goals and how skipping that step leads to results that look impressive but don’t drive growth. It comes down to asking better questions, getting aligned early, and building a strategy that supports the business, not just the ego.In This Episode, We Cover:Why media coverage alone isn’t a strategy…

Building a business solo might sound impressive, but it’s usually the slowest way to grow. Most founders don’t need more hustle, they need better support and smarter strategy. This episode pushes …

Building a business …

Building a business solo might sound impressive, but it’s usually the slowest way to grow. Most founders don’t need more hustle, they need better support and smarter strategy. This episode pushes back on the idea that you have to do everything alone to be successful.Whitney talks with Coley Arnold about her journey from running a vintage market to building Foundress, a community designed to actually support women entrepreneurs. They break down why community isn’t just feel-good—it’s a real advantage when you’re trying to scale.They also get honest about self-doubt, pivots, and buil…

Most business owners say they want to grow but they are still making decisions like they are staying small. Playing it safe feels smart until it starts capping your revenue.Whitney breaks down how she…

Most business owners…

Most business owners say they want to grow but they are still making decisions like they are staying small. Playing it safe feels smart until it starts capping your revenue.Whitney breaks down how she scaled her PR agency from a small town business to an international one without waiting until she felt ready. It came down to sharper positioning, smarter investments, and getting honest about the mindset holding her back.She also calls out the beliefs that keep you stuck operating below your potential and what it actually takes to step into bigger opportunities.In This Episode, We Cover:Why stay…

Most brands don’t have a content problem. They have a connection problem. If your marketing looks polished but still isn’t landing, this episode gets into why audiences trust people over perfectly…

Most brands don’t …

Most brands don’t have a content problem. They have a connection problem. If your marketing looks polished but still isn’t landing, this episode gets into why audiences trust people over perfectly packaged brand messaging.Whitney sits down with Lexi Romano to talk about what makes content actually work today, from authentic storytelling to better creator partnerships. They break down why so much influencer marketing falls flat, what brands keep getting wrong, and how to create content that feels human without losing strategy.In This Episode, We Cover:Why polished content often underperform…

Everyone’s asking if AI is coming for their job. It’s not, but it is coming for how you do it. If your work is repetitive, it’s already being replaced. The real opportunity is learning how to us…

Everyone’s asking …

Everyone’s asking if AI is coming for their job. It’s not, but it is coming for how you do it. If your work is repetitive, it’s already being replaced. The real opportunity is learning how to use AI instead of competing with it.Whitney breaks down what this shift actually means for business owners and marketers. The advantage isn’t in doing more work. It’s in directing better outcomes. AI can execute, but it still needs someone who knows what good looks like.And here’s the bigger shift. Entry level roles are evolving fast. The value is moving away from task execution and toward str…