Surviving the Side Hustle

Surviving the Side Hustle

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Surviving the Side Hustle episodes

  • E123 - From Wall Street to Real Estate: Ellen Silverman's Journey

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    What does it take to completely reinvent your career after 30 years in one industry? In this captivating conversation, we meet Ellen Silverman, who made the bold transition from decades in banking and finance to building a successful real estate career in New York City.

    Ellen's story is particularly fascinating because she describes herself as "an introvert in a sales job." As a self-proclaimed math nerd who spent years behind a desk crunching numbers, her journey into the people-oriented world of real estate required developing new skills while leveraging her existing strengths. Her disciplined approach, financial acumen, and passion for property helped her overcome the initial challenges of this major career pivot.

    Growing up in New York during the 1960s and 70s gave Ellen unique insights into the city's transformation from a predominantly rental market to today's complex landscape of co-ops and condominiums. She shares how her experience as a native New Yorker helps her guide clients through not just purchasing properties, but understanding neighborhoods, safety, accessibility, and the emotional aspects of finding a home.

    The conversation takes fascinating turns into how communication has evolved in business - from the decline of phone calls to the rise of text messaging and social media - and the post-pandemic crisis of isolation affecting personal connections. Ellen provides valuable perspective on the current NYC real estate market, including how political uncertainty is creating both challenges and opportunities for buyers.

    For anyone considering a career change, entering real estate, or navigating the daunting NYC property market, Ellen offers practical advice backed by years of experience. Her parting wisdom? "Don't give up, believe in yourself, and don't listen to the naysayers." Follow Ellen on Instagram @EllenJSilverman or email her at [email protected] to learn more about the NYC home buying process.

    37 min
  • E122 - Lessons from Walter Dusseldorp: Navigating Leadership's Hidden Traps

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    Ever feel like you're drowning in tasks while your leadership potential remains untapped? That's exactly what Walter Dusseldorp, the Dutch Mentor, addresses in this powerful conversation about the crucial shift from doing to leading.

    Walter's story is nothing short of remarkable. Arriving in America with just $500 in his pocket, he transformed from a waiter with one shirt and tie into a successful entrepreneur, helicopter medic, and eventually a respected corporate leader. Now, as a mentor to emerging leaders and entrepreneurs, he shares the wisdom gained from his diverse career journey.

    The conversation centers on three game-changing insights. First, Walter reveals the most common mistake that derails promising leaders: the inability to transition from execution to empowerment. When high performers get promoted, they often continue pushing rather than learning to pull others along with them. This distinction between doing and leading becomes the differentiator between those who plateau and those who create lasting impact. Second, Walter challenges conventional definitions of success, arguing that it must be personally defined and allowed to evolve throughout your life. His own measure—waking up inspired and making an impact—offers a refreshing alternative to rigid external metrics. Finally, he distinguishes between coaching and mentorship, emphasizing that while coaches provide accountability, true mentors share wisdom from lived experience.

    What makes this episode particularly valuable is the practical application. You'll walk away with specific questions to audit your leadership approach, reassess your definition of success, and identify potential mentors in your circle. Walter's parting advice—"Less is more. Focus, measure, and hold yourself accountable"—provides a simple but powerful formula for generating unstoppable momentum in your leadership journey. Ready to stop doing it all and start truly leading? Listen now and take your first step toward transformation.

    13 min
  • E121 - Stop Pushing, Start Pulling: Life Lessons from Walter Dusseldorp

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    What separates successful leaders from those who struggle? According to Walter Dusseldorp, known professionally as "The Dutch Mentor," the answer lies in a fundamental shift from doing to leading—a transition many technically skilled professionals find challenging.

    Walter's remarkable journey began when he arrived in America at 18 with just $500 in his pocket. Through determination and an entrepreneurial spirit, he built himself up from restaurant work to business ownership, eventually becoming a paramedic, helicopter pilot, and now a sought-after leadership mentor. His diverse background gives him unique insight into the pitfalls that derail promising leaders.

    Throughout this conversation, Walter shares powerful frameworks that transform leadership effectiveness. His performance equation (Performance = Technical Skill × Behavioral Capacity) explains why many training programs fail—they focus exclusively on technical skills while neglecting the behavioral components necessary for consistent application. Similarly, his leadership equation (High Performance = Trust × Engagement) emphasizes that trust must be established before meaningful engagement can occur.

    Walter makes a crucial distinction between coaching and mentorship. While coaches provide motivation and accountability, mentors offer something more valuable: deep personal experience. This experience-based guidance helps mentees navigate complex situations with confidence, drawing on the mentor's past successes and failures. For organizations looking to retain talent and accelerate leadership development, Walter estimates proper mentorship can save $75,000 to $150,000 per employee in turnover costs.

    For those seeking to grow as leaders, Walter recommends creating a clear development map with specific milestones and incorporating the 70-20-10 approach: 70% learning through current role experiences, 20% through coaching and mentorship, and 10% through formal education. His parting advice encapsulates his philosophy perfectly: "Less is more. Be focused, know your value, take action, measure everything, and hold yourself accountable."

    Ready to transform your leadership approach? Connect with Walter on LinkedIn or visit his website to book a free consultation call. His YouTube channel "The Dutch Mentor" offers daily one-minute leadership nuggets to keep you inspired and accountable.

    41 min
  • E120 - Lessons from Aisha Makara: Color Outside the Lines

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    What if the real success in life isn't climbing ladders but creating something so authentic it feels like art? This question frames my profound conversation with Aisha, a remarkable artist and global nomad who has lived in over 60 countries and even had her artwork sent to space.

    I first met Aisha years ago at a wellness retreat where I was speaking, and since then, I've watched in awe as she's lived one of the boldest, most authentic missions I've ever witnessed. From Lisbon to Miami and countless places between, she's transformed her life into a canvas filled with color, curiosity, and courage. Our conversation explores three transformative ideas that could reshape how you view success and authenticity.

    First, we dive into how curiosity serves as the true gateway to growth. Aisha doesn't just travel to collect experiences – she immerses herself in different cultures to gain perspectives that deepen her self-understanding. This made me reflect: where have we stopped being curious in our own lives? The second revelation centers on bravery as a prerequisite for authenticity. As Aisha so eloquently puts it, anyone can decide to be an artist, but the real challenge lies in daring to live authentically when others question your choices. I share my own struggle with this when transitioning from strength conditioning to performance coaching, highlighting how difficult it can be to shed identities that no longer serve us. Finally, we explore the delicate balance between embracing struggle as a grounding force while never abandoning ambitious dreams – from pursuing art exhibitions to literally sending work into space.

    This conversation perfectly aligns with what we teach in Prime Performance Coaching: just as resilience develops through challenge, authenticity emerges when we embrace risk. If you've been waiting for permission to live more boldly, consider this your sign. DM me your biggest takeaway or go back to the full episode and share your favorite part – I'd love to hear how you're choosing to create a life that feels like art.

    11 min
  • E119 - From Following Your Heart to Living Authentically: Aisha Makara's Journey Through 60 Countries

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    What does it mean to truly live authentically in a world that constantly pushes us toward conformity? Aisha, an artist and world traveler who has visited over 60 countries, joins us to share her extraordinary perspective on embracing life's full spectrum of experiences.

    Having grown up in an orphanage before becoming a global adventurer and successful artist, Aisha brings a refreshingly direct approach to life's biggest questions. She challenges our assumptions about success, happiness, and fulfillment, suggesting that our societal programming keeps us trapped in careers we dislike and relationships that don't serve us. "About 90% of people live lives dictated by external expectations," she observes, "but your heart wants you to do things that make you truly happy."

    The conversation weaves through profound insights about how travel expands our understanding of ourselves and others. Aisha explains how experiencing different cultures taught her that despite surface differences, humans share the same fundamental struggles worldwide. This realization has fueled both her artistic expression and her mission to inspire authenticity in others.

    Perhaps most compelling is Aisha's practical advice for transformation: change just one habit consistently, give yourself permission to struggle with it, and recognize that persistence eventually leads to breakthrough. This philosophy guided her own remarkable journey from entrepreneur to recognized artist whose work has literally reached space after a bold outreach to Elon Musk.

    Whether you're contemplating a major life change or simply feeling disconnected from your authentic self, this episode offers both inspiration and practical wisdom. As Aisha reminds us in her parting words: "Always believe in yourself. Never give up. We're all winners, no matter what experiences we've gone through."

    43 min
  • E118 - Lessons from Melinda Jackson: Why Nobody Hears Your Brilliant Ideas (And How to Fix That)

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    Ever wondered why some ideas capture attention while others fall flat? The secret might not be what you're saying, but how you're telling your story.

    Meet Melinda Jackson, a PR powerhouse whose journey from small-town North Carolina to Emmy and Grammy award-winning campaigns exemplifies what's possible when grit meets strategy. With just $500 in her pocket, Melinda drove to Los Angeles, built her career through unpaid internships and relentless networking, and eventually founded her own successful PR firm after experiencing burnout.

    Her approach strips PR down to its essence: it's about people, not press releases. The way you relate to your audience—whether through media interviews, podcast appearances, or collaborations—builds the trust and credibility that no flashy campaign can manufacture. As Melinda wisely points out, journalists don't want your product; they want your story. Why did you start? What problem were you solving? The founder's journey often provides the hook that secures coverage and connects with audiences.

    For entrepreneurs struggling with clarity, connection, and consistency, Melinda offers practical wisdom: start local before scaling. Pitch to community outlets hungry for stories, collaborate with neighboring businesses, and build momentum that snowballs into bigger opportunities. Her DIY-first approach empowers creators to take control of their narrative without breaking the bank.

    Ready to transform how you position yourself? Try Melinda's challenge: post once on LinkedIn (instantly putting you in the top 1% of users) and reach out to one podcast (giving you 30 minutes in someone's ear instead of 30 seconds). Remember, standing out isn't about being the loudest—it's about being the most authentic in how you show up.

    12 min
  • E117 - From Small Town to Build a Public Relations Empire: Melinda Jackson's Journey

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    From walking away from the family business with just $500 in her pocket to building a thriving PR firm, Melinda Jackson's journey is a masterclass in charting your own path through the entrepreneurial wilderness.

    Melinda takes us through her remarkable story of leaving small-town North Carolina for Los Angeles against her parents' wishes, working three unpaid internships simultaneously while juggling multiple part-time jobs, and sleeping just 3-4 hours a night to make her dreams happen. After experiencing severe burnout in the entertainment PR world – complete with panic attacks, depression, and even kidney stones at age 30 – she eventually found freedom in launching her own business.

    What makes this conversation particularly valuable is Melinda's candid breakdown of what public relations actually means in today's media landscape. She explains why journalists now care more about founder stories than brand stories, and offers practical advice for anyone looking to get media attention without hiring a publicist. Her scrappy, non-traditional approach to PR focuses on creating meaningful moments rather than just sending press releases.

    The episode is packed with actionable insights, from how to approach local media outlets as a beginning entrepreneur to knowing when it's time to bring in professional PR help. Melinda's top recommendations? Start posting weekly on LinkedIn (which puts you in the top 1% of users) and get yourself on podcasts – "the fastest growing piece of media right now."

    Whether you're running a side hustle, building a business, or simply curious about the behind-the-scenes world of public relations, Melinda's story proves that sometimes the most successful path is the one you carve for yourself.

    39 min
  • E116 - Lessons from Andre Paradis: The Dance of Energy

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    Ever wondered why your relationships hit the same frustrating roadblocks despite your best efforts? The answer might lie in what relationship coach Andre Paradise calls the "dance of energy" – the powerful interplay of masculine and feminine energies that shapes every human connection.

    From his extraordinary journey as a dancer who performed alongside Michael Jackson and Prince to becoming founder of Project Equinox, Andre brings unique insights into why we struggle to truly connect. The revelation that shocked me most? Words account for only 7% of our communication. The remaining 93% – tone, body language, and energy – is where true understanding happens or breaks down. No wonder miscommunication feels like our default state!

    Andre dismantles the common misconception that masculine and feminine are tied to gender, revealing them instead as complementary energies we all possess. He explains why high-achieving women operating primarily in masculine energy often attract the wrong partners, while high-value masculine men seek the warm, radiant presence of feminine energy. His four-stage framework for personal development – from boy to gentleman for men, and parallel stages for women – provides a roadmap for authentic growth that resonated deeply with me and connects perfectly with what I teach in Prime Performance Coaching.

    Whether you're struggling in love, leadership, or personal growth, this conversation offers a powerful reframe: your relationship challenges aren't because you're broken – they stem from misunderstanding these fundamental energies. Discover how bringing the right energy to the right situations can transform every aspect of your life. Connect with Andre at projectequinox.net or email [email protected] to access his free workbook or schedule a clarity call.

    10 min
  • E115 - From Ghosting to Understanding: Andre Paradis' Secrets to Decoding Relationship Dynamics

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    Have you ever felt like you're speaking a completely different language from your partner, despite using the same words? There's a reason for that. According to relationship expert Andre, only 7% of our communication comes through words, while the rest is filtered through drastically different masculine and feminine perception systems.

    In this eye-opening conversation, Andre shares his unconventional journey from professional dancer working with Michael Jackson to auto shop owner and finally to his calling as a relationship coach. His wake-up moment came during a workshop called "Understanding Women," where he realized that despite having a seemingly successful marriage, he understood almost nothing about how women process information and emotions. This revelation led him to dedicate his life to decoding the complex dynamics between men and women.

    Andre breaks down what he calls "the dance of relationship" – how masculine and feminine energies naturally complement each other when properly understood. He explains why modern cultural shifts have complicated relationships, with women being encouraged to embrace masculine traits while men are often shamed for their natural masculine qualities. The result? A dating landscape where strong, independent women wonder where all the "good men" have gone, while not realizing their own energy might be making them invisible to the very men they desire.

    Perhaps most fascinating is Andre's framework of the four types of men (boys, guys, men, and gentlemen) and how women can learn to distinguish between them. For entrepreneurial women, he offers valuable insights about balancing professional success with relationship goals, suggesting that the key isn't abandoning ambition but learning to "leave your balls at work" and recultivate feminine energy in your personal life.

    Whether you're single and frustrated with dating, in a relationship but experiencing communication breakdowns, or simply curious about the science behind human connection, this conversation offers profound insights about recalibrating your energy to create more fulfilling relationships. Visit ProjectEquinox.net to learn more about Andre's work and access his free resources for improving your relationship dynamics.

    59 min
  • E114 - Lessons from Emily Erstad: Growing Through Challenge

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    What if leadership isn't about perfection but vulnerability? In this revealing conversation with Emily Erstad—speech pathologist, hospice leader, and author of "It's Not That Deep"—we explore how the messy, uncomfortable parts of our journeys actually become our greatest strengths.

    Emily's powerful story traces her path from the Midwest to Montana to Tucson, where each bold move forced deeper self-awareness and leadership growth. Her writing journey—from personal expression to published author—demonstrates how vulnerability creates authentic connections. Throughout our discussion, three game-changing insights emerge that could transform your approach to leadership and fulfillment.

    First, timing truly is everything. Emily shares how even the most promising projects falter when forced at the wrong time. I reflect on my own supplement line launch, where poor timing meant extraordinary effort just to stay afloat. The key question becomes: where might you be pushing against closed doors when redirecting that energy could create better outcomes?

    Second, vulnerability creates influence. Though Emily admits she doesn't naturally trust easily, her willingness to open up has deepened her connections with staff and readers alike. This mirrors my mentor Brett's experience during his divorce—when he stopped hiding behind professionalism and shared authentically, his impact actually expanded. Where might you be holding back out of fear when showing your true self could create deeper connections?

    Finally, intentional discomfort accelerates growth. From relocations to publishing her unfiltered thoughts, Emily consistently chooses challenge over comfort. This principle works in small ways too—like my recent experiment with cold-start morning showers to build resilience during an otherwise smooth period in business. The growth comes not from celebration but from challenge.

    Grab your copy of "It's Not That Deep" on Amazon for both inspiration and practical emotional intelligence strategies. And remember—your breakthrough likely lives on the other side of the discomfort you've been avoiding. What intentional discomfort will you embrace this week?

    12 min

About Surviving the Side Hustle

From the publisher's feed

Welcome to "Surviving the Side Hustle," the ultimate podcast for balancing the demands of entrepreneurship with maintaining mental, physical, and emotional well-being.

Hosted by Coach…