What does it really take to walk away from a seventeen-year corporate career and build an $18 million marketing agency in just three years? In this episode, Eric Winegard shares the mindset, discipline, and relentless commitment that helped him go from a troubled childhood and military structure to becoming the CEO of Rare Blue Moon Marketing.

We dive into the realities of entrepreneurship, the difference between paid ads and organic content, and why most businesses fail before marketing even begins. Eric breaks down the importance of networking without an agenda, building a real personal brand online, and why commitment is the trait that separates successful founders from everyone else. You’ll also learn how sales psychology, leadership, and self-belief became the foundation for scaling one of the fastest-growing agencies in the space.

What You’ll Learn in This Episode

• How Eric went from a troubled childhood to military discipline
• Why sales became the skill that changed his life
• The difference between networking and selling
• Why most marketers don’t understand sales
• How Rare Blue Moon Marketing scaled so quickly
• Why organic content and paid ads need to work together
• What business owners get wrong when hiring agencies
• Why commitment matters more than talent

About Justin:

 

Justin Colby is the host of The Entrepreneur DNA and The Science of Flipping podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience.

 

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

 

Connect with Justin:

Instagram: @thejustincolby

YouTube: Justin Colby

TikTok: @justincolbytsof

LinkedIn: Justin Colby

About Eric Winegard

Eric Winegard is the CEO and cofounder of Rare Blue Moon Marketing, a fast-growing digital marketing agency helping businesses scale through paid advertising, SEO, content strategy, and lead generation. After spending seventeen years in corporate sales leadership, Eric transitioned into entrepreneurship and rapidly built an $18 million agency by combining high-level sales psychology with modern marketing systems.

His story spans a difficult upbringing, military discipline, and years of mastering sales, networking, and leadership before becoming a founder. Today, Eric works with businesses across multiple industries to help them grow through strategic marketing, brand positioning, and scalable customer acquisition.

Connect with Eric Winegard:
Instagram: @ericwinegardofficial

YouTube: @ericwinegard8088

Facebook: winegard1

LinkedIn: Eric Winegard
Website: rarebluemoon.io

 

Chapters

0:00 The road from W2 to eighteen million dollars

2:45 Is sales a born talent or a learned skill

5:30 Why high level masterminds are worth the investment

9:15 Overcoming a difficult childhood and foster care

13:40 How the military builds a wartime mentality

17:50 Why Eric left a safe CEO track to start over

22:10 The role of faith and grit in business growth

26:45 Burning the boats and making success a necessity

30:15 Paid ads vs organic content strategy

33:50 Humanizing your brand on social media

37:20 Geofencing and targeting for local businesses

41:05 Lessons from the Gold Coast Podcast and Brad Lea

44:30 Why marketing cannot fix a broken business model

46:46 Final advice for aspiring entrepreneurs

 

#entrepreneurship #digitalmarketing #salesstrategies #scalingbusiness #mindset

 

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Exclusive listener discount: Use code ATTEND25 for 25% off your registration! Register here: sarahgibbons.com/shop/p/when-effort-stops-working

Join Sarah for a 75-minute virtual live workshop on Wednesday, June 3rd at 12 PM PT. This is the second in a series of four workshops and is designed for leaders who sense that the problem isn’t motivation — it’s the system they’re operating from. You’ll learn to work with capacity, timing, and internal alignment instead of against yourself.

In 75 minutes, you’ll identify:

• Where your work has become unnecessarily heavy
• What actually matters right now (and what to ignore)
• The decisions and actions you already know you need to make

In this episode, I sit down with executive coach and founder Sarah Gibbons for a deeply honest conversation about what it really takes to sustain entrepreneurial success without burning out. We explore why hustle culture is a trap, and how intentionality — not more effort — is what separates entrepreneurs who scale from those who stall. Sarah shares how she built a thriving, referral-based coaching practice over 17 years by prioritizing her inner world first: her values, her sleep, her relationships, and her capacity to lead. Together we dig into self-leadership, the courage to pivot, the power of “three-foot tosses,” the myth of time blocking, and why spaciousness is the secret ingredient to creativity. We also talk about navigating uncertainty — whether that’s the LA fires, economic shifts, or the messy middle of entrepreneurship — and what it means to show up as the leader you’re being called to be right now.

About Sarah Gibbons:

Sarah Gibbons is an accomplished executive coach and founder of Sarah Gibbons & Co., a global coaching practice dedicated to helping individuals and organizations unlock transformational leadership. With over 15 years of experience, she has worked with top executives and creatives from leading organizations including Goodby Silverstein & Partners, 22 Squared, Hey Wonderful, The LA Clippers, and TBWA\Chiat\Day.

A former tech-industry leader with roles at Amazon, IMDb, and Fox Interactive Media, Sarah transitioned her career after earning a Master’s in Spiritual Psychology. She is the co-author of The Chalk Collective: Drawing the Life You Deserve and host of The Tidal Podcast.

Sarah lived in the Pacific Palisades, a community recently ravaged by devastating fires, where she cultivated her passion for fostering connection and resilience. As a mother of three, she is committed to helping others discover aliveness, self-trust, and legacy impact in both their personal and professional lives.

Connect with Sarah:

Website: sarahgibbons.com

Instagram: @sarahgibbonsco

Facebook: facebook.com/sarahgibbons.co

LinkedIn: Sarah Lyons Gibbons

Substack: @sarahgibbonsco

About Justin Colby:

Justin Colby is the host of The Entrepreneur DNA and The M.O.R.E Show podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

• Instagram: @thejustincolby
• YouTube: Justin Colby
• TikTok: @justincolbytsof
• LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Get your FREE copy of Tim's book 'Money, Your Friend' here: https://www.radicalcounselor.com/money-book

In this episode, I sit down with Tim Grimes—radical counselor, somatic coach, and bestselling author of Money, Your Friend—to tackle the side of entrepreneurship nobody puts on their Instagram highlight reel: the internal pressure, money shame, and chronic overthinking that silently sabotage even the most driven business owners. Tim breaks down why so many of us started this journey craving freedom but ended up more stressed than ever, and he shares the daily 10–15 minute practice from his book that helps you get radically honest about what you actually want and why you want it—not the Wolf of Wall Street version, but your truth. We go deep on somatic techniques for releasing stress through the body, the dangerous trap of becoming too passive with self-improvement and manifestation, why comparison culture on social media is making entrepreneurs anxious and broke, and why the real shift happens the moment you stop shaming yourself and accept that you’re already okay right now.

Tim Grimes

Tim Grimes is a radical counselor, somatic coach, and multiple-time bestselling author with over 20 years of experience working at the intersection of stress management, money psychology, and personal transformation. Known for his grounded, no-nonsense approach, Tim specializes in the “shadow side” of entrepreneurship—the internal pressure, fear, and shame that most business coaches don’t talk about. He is the author of Money, Your Friend, Relax More Try Less, and several other books on manifestation and self-improvement. Tim’s work helps entrepreneurs and individuals shift their relationship with money from fear-driven to grounded and calm—without toxic positivity or empty affirmations.

Tim’s Social & Contact Links

Website: https://www.radicalcounselor.com

Coaching: https://www.radicalcounselor.com/radical-change-coaching

Instagram: https://www.instagram.com/radicalcounselor

Email: [email protected]

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The M.O.R.E Show podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

• Instagram: @thejustincolby
• YouTube: Justin Colby
• TikTok: @justincolbytsof
• LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Are you pushing yourself to the brink of burnout in pursuit of the superhuman entrepreneur ideal? In this episode of The Entrepreneur DNA, host Justin Colby sits down with behavioral health specialist Rachel Harvest to break down the toxic side of perfectionism and how to find true balance.

Throughout this deep dive, Rachel explains why high achievers often fall into the trap of extreme dieting, caffeine dependency, and emotional suppression. You will learn about the wise mind, a powerful combination of logic and emotion that allows for better decision making and sustainable growth. The conversation covers everything from the physical toll of caffeine on your adrenals to the psychological roots of binge behaviors and the importance of setting healthy boundaries.

—

Rachel also introduces the concept of orthorexia, an obsession with healthy eating that can actually become harmful, and explains why your day actually starts the moment you go to sleep. Whether you are struggling with the pressure to be perfect or looking for a more functional approach to your nutrition and mental health, this episode provides a roadmap for responding to life rather than just reacting to it.

What You’ll Learn in This Episode

• Why “being healthy” can become harmful when it turns into perfectionism
• How caffeine can become a performance crutch instead of a ritual
• Why entrepreneurs often mistake burnout for discipline
• The difference between logic mind, emotion mind, and wise mind
• How binge behaviors often start with judgment and restriction
• Why extreme routines can be a sign of nervous system stress
• How your “why” drives almost every habit you have
• Why discernment may be the real superpower for high performers

—-

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The Science of Flipping podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

Instagram: @thejustincolby

YouTube: Justin Colby

TikTok: @justincolbytsof

LinkedIn: Justin Colby

—

About Rachel Harvest:

Rachel Harvest is a registered dietitian, behavioral health specialist, and founder of The Harvest Method.

She works with high performers to uncover the “why” behind their habits — combining functional nutrition and behavioral therapy to address burnout, performance, and long-term health.

Connect with Rachel:

LinkedIn: linkedin.com/in/rachelharvest

Website: www.theharvestmethod.com

Chapters

0:00 Intro and the Logic vs. Emotion Mind

3:15 The Harvest Method and Behavioral Therapy

6:45 The Truth About Caffeine and Adrenal Fatigue

10:30 The Danger of Extremes and Perfectionism

14:15 Understanding Orthorexia and Health Obsession

18:00 Managing Stress and the Dialectical Path

22:30 Nutrition as a Medium for Life

26:00 Intermittent Fasting and Bio-Individuality

30:15 The Importance of Sleep and Circadian Rhythms

34:45 The Joy of Missing Out (JOMO)

38:30 Entrepreneurial Sensitivity and the X-Men Analogy

42:15 Emotions as Messages and Setting Boundaries

46:45 The Downside of Being Overly Rational

51:00 Taylor Swift and the Evolution of Empowerment

55:30 Identifying Binge Behaviors and Triggers

58:30 Final Advice on Discernment and Growth

#entrepreneur #mentalhealth #wellness #productivity #nutrition

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

In this episode, I sit down with tax strategist David A. Perez, who has helped his clients save over $1 BILLION in taxes. We break down the fundamental difference between how wealthy people and broke people think about taxes, and David reveals specific strategies that anyone can use—from early-stage entrepreneurs making their first $50K to 7-figure earners looking to pay zero in taxes legally. We dive into depreciation strategies, the Augusta Rule, employing your children, turnkey investment opportunities, and why most CPAs aren't equipped to help high-income earners. David also explains the real reason people like Grant Cardone buy jets and helicopters (hint: it's not just to show off), and why focusing on making more money should be your #1 priority if you're under $250K. If you've ever felt frustrated paying too much in taxes or confused about what strategies actually work, this episode is a masterclass you can't afford to miss.

---

ABOUT DAVID

David A. Perez had been a widely regarded tax pro for nearly a decade when he was hit

with his own six-figure tax bill, forcing him to realize how little he knew at a strategic

level. When an experienced CPA mentor told him there was no fix, David dug deep to

uncover the game-changing tax strategies that rarely get implemented.

David now brings those strategies to the masses on both ends of the financial spectrum.

To serve tax professionals directly, he founded Tax Maverick AI (see below).

Meanwhile, he serves individual investors by sharing actionable tax strategies.

From his frequent media appearances and viral social media posts to authoring three

books, David’s aim is to make the public understand what’s possible:

"The tax code wasn't written to punish you. It was written to reward those who

understand it. Stop being punished. Start being rewarded."

- David A. Perez

Connect with David:

Website - https://www.davidaperez.com/

Instagram - https://www.instagram.com/iamdavidaperez

Facebook - https://www.facebook.com/david.a.perez.301182

YouTube - https://www.youtube.com/⁨@iamdavidaperez⁩ 

---

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The M.O.R.E Show podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

* Instagram: @thejustincolby

* YouTube: Justin Colby

* TikTok: @justincolbytsof

* LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Book a 30 min. consultation with Dr. Andrea: https://drandreawieland.youcanbook.me

—

Get Dr. Andrea’s Book:

The Confident Performer: Rethinking Mental Performance for Athletes, Coaches and Parents https://www.amazon.com/s?k=The+Confident+Performer+Andrea+Wieland

—

In this episode, I sit down with Dr. Andrea Wieland — an Olympic athlete, licensed psychologist, and elite performance coach — to unpack what it really takes to perform at the highest levels of sport, business, and life. Andrea shares her remarkable story of being cut from the US Olympic team eight times before finally making the 1994 World Cup roster and the 1996 Atlanta Olympic team, and we dig into the powerful mental frameworks she’s developed through decades of working with NFL athletes, Fortune 500 executives, and Special Operations soldiers. We cover the critical difference between persistence and perseverance, why your goal must be bigger than your fear, the danger of tying your entire identity to a single role or achievement, and how the “Confident Performer” framework — built on a foundational pyramid of human-first identity, whole-person health habits, and elite mental skills — can transform the way you show up whether you’re on the field or in the boardroom. If you’ve ever struggled with self-doubt, broken promises to yourself, or wondered what separates those who reach the top from those who quit, this conversation will challenge and inspire you in equal measure.

—

About Dr Andrea Wieland:

Dr. Andrea Wieland is a licensed psychologist, peak performance coach, author, and former Olympic athlete who competed in field hockey at the 1996 Atlanta Olympic Games — in her own hometown. She holds a PhD in Psychology and an MBA, and brings a rare combination of world-class athletic achievement and clinical expertise to her work. Andrea has coached NFL athletes, Fortune 500 C-suite executives, Special Operations military personnel, and high-performing teams across industries, helping them develop the mental skills, identity clarity, and synergistic confidence needed to excel under pressure. She is the founder of the Confident Performer Academy and the author of The Confident Performer: Rethinking Mental Performance for Athletes, Coaches and Parents. Her proprietary Confident Performer Framework — a three-tiered pyramid covering human-first identity, whole-person health habits, and elite mental skills — has helped clients at every level stop living on a wobbly foundation and build the resilience to bounce back from any setback.

Website / Free 30-Min Consultation:

www.drandreawieland.com

LinkedIn:

www.LINKEDIN/awielandphd

Facebook:

Andrea Wieland on Facebook

—

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The Science of Flipping podcasts and a best-selling author. He is a serial entrepreneur with over and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

* Instagram: @thejustincolby

* YouTube: Justin Colby

* TikTok: @justincolbytsof

* LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Sweet Addison's — Better-for-you, gourmet gluten-free and dairy-free desserts shipped nationwide. Get yours today! Go to - sweetaddisons.com

In this episode, I sit down with Addison LaBonte — former Division I college soccer player, ultra marathoner, and the founder of Sweet Addison's — to unpack one of the most raw and relatable entrepreneurial journeys I've had the pleasure of sharing on the show. Addison walks us through the identity crisis she faced after leaving college athletics, the shocking medical diagnosis of compartment syndrome that threatened to end her running career, and how switching to a gluten-free diet healed her body in just three days — without surgery. What followed was an organic content brand that grew to over 288,000 Instagram followers, a pivot out of a corporate finance career she never loved, and ultimately the launch of Sweet Addison's in January 2024: a better-for-you dessert brand built on clean ingredients and relentless work ethic. She shares the dark reality of her first year — working in near isolation, going three straight days with zero orders, and questioning everything — as well as the mindset tools that kept her going: visualization, delayed gratification, a service-over-self mentality, and her Christian faith. We even do a live taste test on camera, and I have to say — these brownies are unreal. If you've ever felt like you didn't know who you were after a major life transition, or you're too scared to take the leap on something you believe in, this episode is the one to share with two friends.

About Addison:

Addison LaBonte is the founder and CEO of Sweet Addison's, a fast-growing better-for-you dessert brand based in Dallas, Texas, and the creator behind the gluten-free lifestyle platform Organically Addison. A former Division I soccer player at the University of Maine and an ultra marathoner (50K finisher), Addison is the rare combination of elite athlete and self-made entrepreneur.

After graduating, Addison was diagnosed with compartment syndrome and told she'd need surgery or would have to quit running forever. Instead, she adopted a gluten-free lifestyle, reversed her symptoms in three days, and channeled that experience into a content platform that grew to over 1.7 million followers across social media and 1 million+ monthly blog pageviews.

She spent several years in corporate finance before launching Sweet Addison's in January 2024 — a brand of grain-free, gluten-free, dairy-free, refined sugar-free, seed oil-free cookies and brownies made with almond flour and organic coconut sugar. In under two years, she has scaled to multi-seven-figure revenue, operates in 30–35 retail locations, ships to all 50 states, and has been featured in TODAY, OK! Magazine, NBC Dallas Fort Worth, and more. She is also the host of the Organically Addison Podcast.

Connect with Addison:

Instagram (Personal Brand) @organicallyaddison

Instagram (Sweet Addison's) @sweet.addisons

Website (Blog) organicallyaddison.com

LinkedIn Addison LaBonte

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The Science of Flipping podcasts and a best-selling author. He is a serial entrepreneur with over and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

• Instagram: @thejustincolby
• YouTube: Justin Colby
• TikTok: @justincolbytsof
• LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Get Jen's book 'Lifting Up' and 'Showing Up' on Amazon today!

---

In this episode, I sit down with Jen Marr — Human Disruption Specialist, author of Lifting Up and Showing Up, and founder of the organization Showing Up — who brings one of the most extraordinary and hard-earned perspectives on leadership I've ever encountered. Jen shares how being just 700 yards from the finish line during the 2013 Boston Marathon bombing, combined with her frontline support work after the Sandy Hook school shooting, gave her a transformational understanding of how humans navigate disruption, trauma, and change — and how those exact same principles apply to every entrepreneur and leader running a company today. We dig into why most organizations get communication wrong, why AI will never replace human-to-human connection, and why the cortisol flooding your team's bodies every day can only be overpowered by oxytocin — the bonding hormone that's triggered when a leader genuinely says, "I've got your back." Jen walks us through her "fast and frequent one-on-one" framework, how to handle the emotional overwhelm of employees without becoming their therapist, the growing crisis of "fear of taking part" in Gen Z workers, and how native analogs and native digitals can bridge the workplace communication gap. If you lead a team of any size, this conversation will fundamentally change how you show up for the people around you.

Connect with Jen Marr

• Website: jenmarr.com
• Organization: showing-up.com
• Email: [email protected]
• LinkedIn: Jen Marr

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The Science of Flipping podcasts and a best-selling author. He is a serial entrepreneur with over and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

• Instagram: @thejustincolby
• YouTube: Justin Colby
• TikTok: @justincolbytsof
• LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

GET JOSH'S BOOK

If this episode resonated with you, grab Josh's book — it's the full playbook behind everything discussed today.

People Matter at Work by Josh Block Available now at Amazon, Barnes & Noble, Books-A-Million, and wherever books are sold.

 

In this episode, I sit down with Josh Block — a man who at just 29 years old was handed the reins to his family's healthcare imaging company, Block Imaging, which was generating $30 million in revenue at the time. Over the next 15 years, Josh scaled it to $215 million and orchestrated a landmark acquisition by a joint venture between Siemens Healthineers and CommonSpirit Health, the largest Catholic hospital system in America. What makes Josh's story so extraordinary is how he did it — not through aggressive revenue chasing or fear-based leadership, but through a people-first culture that made team members feel safe, seen, and successful. We dig deep into the metrics that actually matter (net income and cash position, not just revenue), radical transparency with your team — including sharing debt and bad months — the three T's of building a "we cycle" culture, managing underperformers with grace, and what legacy-driven leadership really looks like. Josh also just launched his new book, People Matter at Work, and he drops some of the most practical, battle-tested leadership wisdom I've had on this show.

About Josh Block:

For the last 15 years, Josh has led teams through growth, transition, and transformation…with one conviction at the center: people matter more.

After decades of leading at the intersection of business and humanity, Josh has seen what many leaders feel but rarely say; the pressure that never lifts, the loneliness that creeps in, and the culture that quietly drifts when connection fades.

That’s why he wrote
‍People Matter @work.

It’s a practical, powerful call to reframe leadership from separation to connection as leaders seek to replace isolation with ownership, pressure with possibility, and survival with strength.

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The Science of Flipping podcasts and a best-selling author. He is a serial entrepreneur with over and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

• Instagram: @thejustincolby
• YouTube: Justin Colby
• TikTok: @justincolbytsof
•  LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Take the 5 minute Get a GRIP Leadership Assessment today! Go to: https://www.reworkit.co/grip 

In this episode, I sat down with Jess Wass to break down what it really means to build a business and life that actually aligns with who you are. We talked about her “Managing 360” framework, why so many entrepreneurs feel stuck or overwhelmed, and how most of us are chasing success based on what we think we “should” want instead of what truly matters to us. We got into values, decision-making, comparison, and even when quitting is the right move. This episode is a deep dive into how to stop living someone else’s version of success and start building a life that actually fulfills you.

Jess Wass Bio

Jess Wass is the Founder & CEO of Reworkit, a transformational coaching company that helps leaders and their teams break through the "hidden drag" holding back growth, whether that's communication breakdowns burning time and money, teams that can't execute, or leadership habits getting in the way of results.

With over 15 years leading teams of up to 100+ employees across finance, consulting, hospitality, and tech startups, Jess knows the chaos of scaling and high performance firsthand. She blends expertise in organizational psychology with real-world leadership experience to help clients manage their teams, manage themselves, and build operations that actually run without constant firefighting.

Jess works with entrepreneurs, executives, and organizations across industries. She is a sought-after voice whose insights have been featured in The New York Times, The Wall Street Journal, Bloomberg, and Fast Company. You can learn more about her and her work at www.reworkit.co

Socials & Links

Website: https://www.jesswass.com/
Company: https://www.reworkit.co/
LinkedIn: https://www.linkedin.com/in/jesswasserman

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The Science of Flipping podcasts and a best-selling author. He is a serial entrepreneur with over and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

• Instagram: @thejustincolby
• YouTube: Justin Colby
• TikTok: @justincolbytsof
• LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

If you want to improve your leadership and identify your blind spots, take Kristiana’s free leadership audit here: https://worthytolead.co/audit

In this episode, I sit down with Kristiana Corona to unpack what real leadership actually looks like as you grow your business. We talk about the blind spots that hold leaders back, why your team might not be telling you the truth, and how ego can quietly limit your growth. I share my own experiences in leadership, and we break down simple frameworks you can use immediately to become more self-aware, build trust with your team, and lead at a higher level. If you’re serious about scaling your business, this is a conversation you need to hear.

Kristiana Corona – Bio

Kristiana Corona is an ICF-certified executive coach and the founder of Worthy to Lead, where she helps leaders overcome burnout, self-doubt, and leadership blind spots to build thriving teams and meaningful businesses. With over 20 years of experience leading design and technology teams at Fortune 500 companies like Amazon, Target, and USAA, she brings a powerful blend of corporate leadership and coaching expertise.

Through her coaching, podcast, and training programs, Kristiana teaches a human-centered leadership approach focused on self-awareness, psychological safety, and sustainable growth. She is passionate about helping leaders develop confidence, think strategically, and lead in a way that empowers both themselves and their teams to perform at the highest level.

Connect with Kristiana

Website:
https://www.worthytolead.co

LinkedIn:
https://www.linkedin.com/in/kristianacorona

YouTube (Worthy to Lead):
https://www.youtube.com/@Worthy-to-Lead

Podcast:
https://www.worthytolead.co/podcast

Substack / Newsletter:
https://worthytolead.substack.com

About Justin:

Justin Colby is the host of The Entrepreneur DNA and The Science of Flipping podcasts and a best-selling author. He is a serial entrepreneur with over and a seasoned real estate investor with over 20 years of experience.

Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence.

Connect with Justin:

• Instagram: @thejustincolby
• YouTube: Justin Colby
• TikTok: @justincolbytsof
• LinkedIn: Justin Colby

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.