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Welcome to The Elliott Caldwell Podcast on Successful DNA — the show where driven individuals break down the habits, experiences, and mindset behind building something real. Whether you’re an entrepreneur, investor, or someone chasing your next level, this podcast uncovers what it actually takes to turn momentum into long-term success.

Jake Rath is the founder of Rathletics, a fitness and performance coaching brand that evolved from in-person training into a fully online business. He is also a co-owner of Stryde Social, one of the fastest-growing run club communities in the country known for “running raves,” singles events, and city pop ups built around health, connection, and lifestyle. In this episode, Jake breaks down how he went from getting fired right after signing a lease in Fort Lauderdale to creating multiple income streams through fitness, content, and community.

We dive into how door to door sales built his confidence, how personal training taught him what really drives people, and why the best performers all have “fire” underneath them. Jake shares the real story behind scaling Stryde Social into multiple cities, what it takes to launch events that pull hundreds of people, and how he built a network strong enough to create opportunities on demand. He also reveals his newest venture, Top Set, a platform designed to help influencers monetize their audience through fitness products, coaching, and collaborations.

This conversation is packed with lessons on resilience, building community, monetizing attention, and staying grounded while chasing big goals. If you want to learn what successful people consistently have inside them, and how to build a lifestyle that balances ambition with happiness, this one is for you.

📲 Follow Elliott on IG: @elliottcaldwell https://www.instagram.com/elliottcaldwell/

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@jake.rath https://www.instagram.com/jake.rath?igsh=MW96dnpyc2djZ2N5cg==

@strydesocial https://www.instagram.com/strydesocial?igsh=MXJ2NGdhMHR1d3B3ag==

@rathletics.fit https://www.instagram.com/rathletics.fit?igsh=Yng4Yjh2ZTJiNm01

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Welcome to The Elliott Caldwell Podcast on Successful DNA — the show where driven individuals break down the habits, experiences, and mindset behind building something real. Whether you’re an entrepreneur, investor, or someone chasing your next level, this podcast uncovers what it actually takes to turn momentum into long-term success.

Morgan MacMillan is a partner in Urban Stillhouse, one of St. Pete’s most sought-after restaurant concepts, and the co-founder of St. Pete Country Fest, a three-day music festival that sold out 20,000 people per day in its very first year. In this episode, he breaks down how a late night conversation turned into a multi-million dollar event, how Urban Stillhouse scaled to 7 million dollars in annual revenue while only operating four nights a week, and what it really takes to build brands that feel exclusive, premium, and unforgettable.

Morgan shares the behind-the-scenes realities of launching a restaurant days before the world shut down in 2020, keeping employees on payroll through uncertainty, and building a culture where staff works fewer hours but performs at a higher level. He explains why saying no can increase demand, how depth in talent beats flashy headliners, and what raising capital for a two million dollar festival actually looks like.

At the core of this conversation is Morgan’s philosophy on Successful DNA: lean into your strengths, take calculated risks, build aligned partnerships, and when something excites you, move fast. From leveraging every connection he had to backing emerging country artists before they exploded, Morgan shows how bold execution beats perfect planning every time.

This is a masterclass on risk tolerance, brand building, team alignment, and turning passion into scalable momentum.

📲 Follow Elliott on IG: @elliottcaldwell https://www.instagram.com/elliottcaldwell/

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📲 Follow Morgan

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@themanmorgan https://www.instagram.com/themanmorgan/

@stpetecountryfest https://www.instagram.com/stpetecountryfest/

@urbanstillhousestpete https://www.instagram.com/urbanstillhousestpete/

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Welcome to The Elliott Caldwell Podcast on Successful DNA — the show where driven individuals break down the habits, experiences, and mindset behind building something real. Whether you’re an entrepreneur, investor, or someone chasing your next level, this podcast uncovers what it actually takes to turn momentum into long-term success.

Austin Medlin is one of the most respected sales minds in the online coaching space. In this episode, he opens up about the moments that shaped him, including getting arrested as a teenager, losing his girlfriend in a tragic accident at twenty years old, battling addiction, getting divorced, and getting fired from multiple companies before finally betting on himself. Austin shares how those experiences forged unshakable confidence, discipline, and hunger.

We dive deep into what separates people who win from people who stay average. Austin explains why most entrepreneurs blame leads instead of fixing their sales process, how close rate is the single most important lever in any business, and why undercharging is a confidence problem, not a strategy problem. He breaks down how he scaled multiple offers, why he believes sixty percent close rates are achievable, and how he rebuilt his life and business from zero in late 2023.

At the core of this conversation is Austin’s philosophy on hunger, gratitude, and self belief. From choosing growth over self-destruction after tragedy to building a highly profitable sales coaching business with extreme margins, this episode is a raw look at resilience, ownership, and what it actually takes to build momentum when life hits hard.

This is a no fluff conversation about pain, purpose, sales, and the mindset required to live far beyond average.

📲 Follow Elliott on IG: @elliottcaldwell https://www.instagram.com/elliottcaldwell/

🏡 Follow The Rise Collective: @the_rise_collective_ https://www.instagram.com/the_rise_collective_/

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📲 Follow Austin

Instagram: @theaustinmedlin https://www.instagram.com/theaustinmedlin/?hl=enTikTok @theaustinmedlin https://www.tiktok.com/@theaustinmedlin?is_from_webapp=1&sender_device=pc

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Welcome to The Elliott Caldwell Podcast on Successful DNA — the show where driven individuals break down the habits, experiences, and mindset behind building something real. Whether you’re an entrepreneur, investor, or someone chasing your next level, this podcast uncovers what it actually takes to turn momentum into long-term success.

Jose Vega, also known as Visionary Vega, is the founder of eleven agency, a branding and strategy firm built around one core belief: you do not need to create a brand, you need to discover what is already inside you. In this episode, Vega breaks down why personal brand is one of the most important assets you can build, even if you never start a business. He explains how people judge the cover first whether we like it or not, and how building a personal brand lets you control the narrative instead of letting the world decide who you are.

Vega shares his full journey from growing up in tough parts of Connecticut to hustling through school, building skills through music, and accidentally finding his lane when someone paid him $1,000 cash for work that took minutes. He talks about the early years of inconsistent income, learning the hard way why mentors matter, and the shift that happened when fatherhood forced him to take his future seriously.

He also opens up about the rise inside a major marketing organization, building teams across the country, seeing seven figures for the first time, and then realizing the success was pulling him away from what mattered most. That tension led to one of the biggest decisions of his life: walking away on a best day, not a worst day, and starting over back in Florida with no real plan.

We get into the real lessons from COVID, why personal brands exploded, and how Vega pivoted from corporate style branding to working with people who can actually speak, connect, and build trust. He lays out simple frameworks for building brand clarity, including why your verbal identity matters more than just visuals, and how story, values, and consistency create real traction.

This episode is a masterclass on purpose, identity, and building a personal brand that creates opportunity without pretending, flexing, or chasing approval.

📲 Follow Elliott on IG: @elliottcaldwell https://www.instagram.com/elliottcaldwell/

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📲 Follow Jose Vega

eleven agency https://www.instagram.com/elevenbranding/Jose Vega https://www.instagram.com/p/DHmBk1syfgn/

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Welcome to The Elliott Caldwell Podcast on Successful DNA — the show where driven individuals break down the habits, experiences, and mindset behind building something real. Whether you’re an entrepreneur, investor, or someone chasing your next level, this podcast uncovers what it actually takes to turn momentum into long-term success.

Greg Todd is the founder of Smart Success Healthcare and a former physical therapist who went from chasing stability to building multiple clinics, a high leverage education business, and a brand that has helped thousands of healthcare professionals escape the trap of trading time for money. In this episode, Greg breaks down the turning point that pushed him into entrepreneurship, why he stopped treating patients, and how he teaches clinicians to create leverage through digital products, memberships, consulting, and solution based offers.

This conversation is a masterclass on turning pain into obsession and using that obsession to drive real change. Greg shares why most people wait too long to take action, how fear gets disguised as logic, and why the pain of staying the same has to become bigger than the pain of changing. He also explains how content and partnerships drive growth, how his team uses VAs to scale, and why AI is about to compress years of work into months for business owners who move fast.

If you feel stuck in one identity, burned out in your job, or unsure how to build income outside your core skillset, this episode will challenge how you think about risk, sacrifice, and what it really takes to be in the top 1 percent.

📲 Follow Elliott on IG: @elliottcaldwell https://www.instagram.com/elliottcaldwell/

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📲 Follow Greg Todd

Instagram: @gregtoddpt ​​https://www.instagram.com/gregtoddpt?igsh=MWsyMWl6MTJyam9vMg==

TikTok: @gregtoddpt https://www.tiktok.com/@gregtoddpt?_r=1&_t=ZP-93JbvaFnQT9Smart Success Healthcare: https://smartsuccesshealthcare.com/summit?utm_source=ig&fbclid=PAVERFWAPgerVleHRuA2FlbQIxMABzcnRjBmFwcF9pZA8xMjQwMjQ1NzQyODc0MTQAAafu6dlS-ozbeUpF1asxIUs5HnHrDbW_KCk_Y9cpNBQkzlKsPP4h3ZXYFrWMIw_aem_4O-lPrZuuP7K0iELq8whiw

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Welcome to The Elliott Caldwell Podcast on Successful DNA — the show where driven individuals break down the habits, experiences, and mindset behind building something real. Whether you’re an entrepreneur, investor, or someone chasing your next level, this podcast uncovers what it actually takes to turn momentum into long-term success.

Dr. Connor Oliveri is a chiropractor-turned-operator who has built, acquired, and scaled multiple businesses across healthcare and wellness. In this episode, Connor walks through how he went from opening a chiropractic practice during COVID to building a management group acquiring clinics—while expanding his footprint through brands like Tampa Chiro and Elevate Health Facilities. He also breaks down how he launched Embers & Ice, a luxury contrast therapy concept built around sauna, cold-room exposure, and breathwork in downtown Tampa.

Dr.Oliveri breaks down the real mechanics behind scaling businesses: why systems, operations, and marketing matter more than talent, how SBA loans can be used to retain 100% ownership, and why acquisitions often outperform starting from scratch. He shares how he evaluates deals, structures financing, and thinks about long-term value creation—plus why service-based businesses like chiropractic, HVAC, plumbing, and electrical will dominate the next decade.

At the core of Connor’s story is a mindset rooted in obsession, consistency, and faith. He opens up about never being the most talented person in the room, learning everything the hard way, and why surrounding yourself with high performers accelerates growth. From personal branding and customer acquisition to delegation, leadership, and building businesses that don’t rely on you day-to-day, this episode is a masterclass in modern entrepreneurship.

This conversation is packed with real numbers, real lessons, and real perspective for anyone serious about building scalable businesses—and a life they actually enjoy.

📲 Follow Elliott on IG: @elliottcaldwell https://www.instagram.com/elliottcaldwell/

🏡 Follow The Rise Collective: @the_rise_collective_ https://www.instagram.com/the_rise_collective_/

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📲 Follow Dr. Oliveri

Instagram:

@dr.oliveri https://www.instagram.com/dr.oliveri?igsh=eHJhcTh3NXc4MGV5

@elevatehealthfacilities https://www.instagram.com/elevatehealthfacilities?igsh=MTFiamFqM292bXZ3Mg==

@embers.ice https://www.instagram.com/embers.ice?igsh=MTZ5bHNmZGZ2MG5qYQ==@tampachiro https://www.instagram.com/tampachiro?igsh=MWEwaTh1bGVqdmN1Mw==

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Welcome to The Elliott Caldwell Podcast on Successful DNA — the show where driven individuals break down the habits, experiences, and mindset behind building something real. Whether you’re an entrepreneur, investor, or someone chasing your next level, this podcast uncovers what it actually takes to turn momentum into long-term success.

Jake Schmidt is the co-founder of Capstar Real Estate, a hybrid brokerage and investment firm built on creative finance, digital lead generation, and lean execution. In this episode, Jake walks through his unconventional path — from college lacrosse player and poker grinder to medical device sales rep, full-time real estate investor, and founder of a fast-growing brokerage.

Jake breaks down how he sold his first deals with no experience, why betting on himself in 2021 changed everything, and how Capstar was built differently from traditional brokerages. He explains creative finance strategies like seller financing, wholesaling, private capital, and flipping — including a hoarder house flip that reshaped how he approaches projects.

Beyond real estate, Jake shares the story behind launching Cousin Vinny’s, a Michelin-recognized Italian sandwich concept that exploded from a ghost kitchen into a brick-and-mortar success — and why brand, marketing, and operational discipline mattered more than hype. He also dives into bitcoin mining, passive investing, and how he allocates time across multiple ventures.

At the core of Jake’s philosophy is a simple truth: you can’t lose if you don’t quit. From raising private capital without his own money to building loyal teams and solving deals like puzzles, this episode is a masterclass on competitiveness, resilience, and long-term thinking.

This is a raw, wide-ranging conversation on entrepreneurship, real estate, creative finance, and the DNA required to win — even when the market gets hard.

📲 Follow Elliott on IG: @elliottcaldwell https://www.instagram.com/elliottcaldwell/

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📲 Follow Jake and Capstar Realty:

Instagram @jshmeet https://www.instagram.com/j_shmeet/

Instagram @capstarfl https://www.instagram.com/capstarfl/

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Welcome to The Elliott Caldwell Podcast on Successful DNA—the show where driven individuals break down the habits, experiences, and mindset behind building something real. Whether you’re an entrepreneur, creator, or someone chasing that next level, this podcast uncovers what it actually takes to turn an idea into momentum.

Christian Pipas is the founder of Pipas Law, a Florida personal injury firm that went from working out of a townhouse to handling roughly 800 cases a year. Alongside him is Cole White, an attorney whose life changed forever at 18—when a rope swing accident left him paralyzed from the chest down. In this episode, they unpack what it really means to turn adversity into fuel, how mindset can define outcomes more than circumstances, and why hard work is “subjective” unless you’re constantly pushing past what’s required.

Cole walks through the moment everything changed five days before graduation—life flight, ICU, rehab, and the brutal mental shift that followed once the early support faded. He shares how independence became his turning point: adapting his truck, returning to classes one step at a time, and ultimately earning his degree and going to law school. Christian breaks down the early days of starting his own firm with almost no money, staying focused on personal injury instead of “easy money” practice areas, and what it takes to scale from a handful of clients to a real operation.

They also get into the real-world side of personal injury: why insurance feels like a rigged system, how medical costs get inflated, and the most common mistakes people make after accidents—especially settling too early, gaps in treatment, and posting dumb things on social media that can destroy a case. If you’re a business owner, investor, or just someone trying to protect yourself and your family, this episode is packed with hard truths about coverage, risk, and how to think long-term.

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Instagram @Pipaslaw https://www.instagram.com/pipaslaw/