Startups With Stu

Stuart Draper

Stu Draper, a serial entrepreneur, knows just how exhilarating it is to launch a startup to the moon. He is a 9-time Inc. 5000 honoree before age 40 with tens of millions generated in revenue from his startups and an angel investor in 8 businesses. He's also the co-author of the bestselling textbook Digital Marketing Essentials. Stu knows just what it takes to transform an innovative idea into a thriving business. Inspired by the creators of groundbreaking ventures, Startups With Stu is an illuminating podcast that dives into the trials and triumphs of startup founders and investors who have committed their lives to reaching financial freedom through entrepreneurship. Podcast guests will be seeking advice on how to overcome the obstacles they're facing. Expect motivating stories as Stu spotlights the hard-fought victories that reveal the inner workings of entrepreneurship. By demystifying the startup process, Startups With Stu aims to equip aspiring founders with the grit and know-how to transform visionary concepts into startup success. Startups With Stu is produced using PodUp podcasting software.

  1. 15시간 전

    Building More Than a Startup: Becoming Who You’re Meant to Be | Episode 63

    She showed up to a city she'd never been to, knew exactly one person, talked 30 restaurants into joining her event, went on live TV twice, and then coded a backup solution by herself two hours before the launch party when her developer bailed. The app didn't grow the way she wanted. She didn't quit. Lee Balcomb is the founder of Healthy Anywhere — a hyper-curated restaurant app that functions like having a holistic nutritionist, food writer, and data analyst on call, helping health-conscious travelers find meals that actually match their standards. She's been building it full-time since 2018, and the original idea? That came to her in January 2003. What she covers: → Growing up in Montgomery, Alabama on Little Caesars pizza, two-liter Cokes, and Krispy Kreme crullers — and being bloated and foggy as a kid because of it → Moving to California in her 20s and discovering vegetables that come from the ground, not cans — and never feeling better → Getting stranded in a barren Philadelphia apartment at 1am with nothing to eat — the exact moment in January 2003 that sparked the entire business → Locking herself in the house before a trip to Spain just to build a 78-restaurant spreadsheet with 14 columns covering wild fish, organic veggies, leafy greens, and healthy fats → Quitting a job she loved in 2018 after private equity bought the company and killed the culture — and needing six months just to decompress before she could build → Reading 60 books in a year, getting a holistic nutrition certification, and completing sustainable food systems studies at UC Berkeley to earn the "street cred" to build the scoring system → Nearly blowing up the entire pipeline by bringing on an AI contractor who quietly wrecked the data — and not discovering how bad it was until weeks later → Organizing the CEO's Healthy Week in Colorado Springs — a city she'd never visited — getting 30 restaurants to participate and over $2,000 in prizes, only to have her developer bail four days before launch → Coding her own QR/PHP solution solo until two hours before the launch party just so the event could run → Going on live TV twice, getting customers to drive down from Denver, Boulder, and Fort Collins — and hearing from a woman who attended five restaurants in one weekend: "Who do you need? Because imagine what you could do with support." → The advice from an 84-year-old Silicon Valley angel investor: "No matter what happens, this is already been a phenomenal success." → Why she's bootstrapping and hasn't raised money — and why she believes she has to earn the right to keep building first → "It's not what I'm building. Ultimately, it's who I am becoming." 🔗 CONNECT WITH STU Instagram: @stu Website: https://startupswithstu.com 📌 CHAPTERS 00:00 – Intro + How Lee and Stu connected at Laguna Beach [~02:00] – What is the Healthy Anywhere app? [~05:00] – The origin story: Philadelphia airport, 1am, nothing to eat (January 2003) [~09:00] – The 78-restaurant spreadsheet with 14 columns (a weekend in D.C.) [~12:00] – Why she left her job in 2018 and what happened next [~16:00] – 60 books, a nutrition certification, and UC Berkeley [~20:00] – The AI contractor who quietly wrecked the pipeline [~24:00] – CEO's Healthy Week: 30 restaurants, Colorado Springs, developer bails 4 days out [~31:00] – Coding the launch solo, two hours before the party [~36:00] – Why she's bootstrapping and what she needs before she'd ever raise [~41:00] – The 84-year-old angel investor's advice that she still reflects on [~45:00] – "It's not what I'm building. It's who I'm becoming." [~48:00] – Family, Jason, and what spousal support actually looks like #entrepreneur #startups #founderstory #healthyfood #bootstrapped #womenfounder #appbuilder #healthyanywhere #startuplife #solofounder

    50분
  2. 4월 14일

    He Built a Self-Cleaning Toilet Seat… And Raised $1M | Episode 62

    Rob Polecki was an elected official in Idaho when he took his 4-year-old son into a dirty airport bathroom and couldn't find a single hands-free way to clean the toilet seat. Everything else in the restroom was touchless. Just not the part that mattered most. That moment in 2015 turned into Washi — a self-sanitizing commercial toilet seat Rob has been building, bootstrapping, and fighting for ever since. He cashed out $100K+ from his government 401K, raised over $1M from angels one check at a time, made it to the final round of Shark Tank, spent a year in licensing talks with Georgia Pacific (only to get ghosted), and is now launching a home version via Kickstarter in May 2026. What he covers: → Taking his 4-year-old to a dirty Salt Lake City airport bathroom — and walking out with a business idea → Carrying a toilet bowl through the Venetian Hotel in Las Vegas to audition for Shark Tank → Making it to the final round of Shark Tank before getting cut — and why he calls it the best thing that happened to him → Cashing out over $100K from his government 401K to go all-in on the company → Spending an entire year in engineering discussions with Georgia Pacific (the largest restroom company in the US), only to be told "go launch it yourself and we'll buy it later" → Raising $500K in a friends-and-family round from Pocatello, Idaho, then going angel by angel for $50K–$200K at a time → Firing his internal sales team and switching to distributors after years of slow B2B cycles → Landing Delta Sky Clubs, major gas station chains in the Midwest, and convention centers in the South → Why airports in Wyoming took 9 months from first meeting to closed deal → Launching the home version of Washi with a Kickstarter in May 2026 — and why B2C changes everything → What James Dyson's story meant to him every time he almost quit → Why having other people's money in the company means there's no Plan B 🔗 CONNECT WITH STU Instagram: @stu Website: https://startupswithstu.com #entrepreneur #startups #founderstory #sharktank #bootstrapped #hardwareStartup #invention #washi #toiletseat #startupswithstu

    47분
  3. 4월 13일

    They Almost Went Broke… Then Built a $31M Business | Episode 61

    The franchising consultant they paid $100,000 to get their paperwork done turned out to be embezzling money and having an inappropriate relationship with a staff member. The company collapsed. Eight months of work, gone. The other four companies they'd been working with also went under. Adam Newman's response was to keep going — and eventually sell for $31 million. Adam Newman is the co-founder of Monkey Bar Storage (originally Gorgeous Garage), a garage organization company his father Jared started in a two-car garage in Boise with a shelf he welded himself. Adam built it into a 120-location dealer network, hit $31M in revenue the year they sold, and walked away with an eight-figure exit. He sat down with Stu at a live Startups with Stu retreat near Yellowstone National Park to break down exactly how they did it. What he covers: → Jared Newman building the first shelf system to organize his own garage — then a neighbor's backyard party of 20+ employees accidentally becoming their first marketing campaign → Year 1 revenue of $46,000 with $48,000 in costs — and how a year's worth of severance pay kept the lights on → Doubling revenue three years in a row without a single dollar of advertising, purely on word of mouth → Taking out a $25,000 SBA loan (with two old pickup trucks and two laptops as their only assets) to start a Salt Lake City dealership — and doing $160,000 in their first partial year → Getting robbed by a franchise consultant who embezzled $100,000 of their money, then being saved by the president of the national franchising association — who flew out privately to Rexburg to meet with them → How a single sales rep named Reg Allen took them from 8 locations to 47 locations in two years → Taking over every dealer's website, marketing, photography, and content — and why that made dealers never want to leave → Designing their own overhead rack system by putting Jared "in a box" with tight parameters — and beating competitors on dimensional shipping weight to cut costs → Growing the Amazon and third-party marketplace channel from 1 unit sold to a $1 million annual channel in two years → Adding a cabinet line after one dealer proved it doubled ticket prices from $2–4K to $9–10K → Revenue milestones: $5M (2010/11), $9M (2012), $16M (2015/16), $24M (2019), $31M the year they sold → The secret sauce: what Jared did at every install that made customers remember him — not the product — and how it became a systemized revenue driver across 120 locations 🔗 CONNECT WITH STU Instagram: @stu Website: https://startupswithstu.com 📌 CHAPTERS 00:00 – Intro: Adam Newman and how he met Stu 21 years ago 04:00 – Jared Newman: farm kid, welder, and the shelf he built to organize his own garage 09:00 – Year 1: $46K revenue, $48K costs, and the backyard party that changed everything 14:00 – Three years of doubling with zero advertising — and the numbers that convinced Adam to go all in 19:00 – The $25K SBA loan, the Salt Lake dealership, and $160K in the first partial year 24:00 – Expanding to four locations, the 2007 housing crash, and the franchising question 29:00 – The $100K franchise consultant who embezzled everything — and the national president who flew to Rexburg to help 35:00 – Building the dealer model: from loose and chaotic to 120 locations with full marketing control 40:00 – Reg Allen: the sales rep who sold 20 dealerships in year one, then 47 in year two 44:00 – Designing their own overhead rack by boxing Jared in with impossible constraints 49:00 – The $1 million Amazon channel, the cabinet line, and doubling average ticket price 54:00 – Revenue timeline: $5M to $31M and the eight-figure exit 58:00 – The secret sauce: what Jared did at every install that no competitor thought to copy #entrepreneur #startups #founderstory #exitstrategy #dealermodel #garagebusiness #smallbusiness #ecommerce #franchising #8figureexit

    1시간 2분
  4. 4월 8일

    She Did WHAT to Get a CEO’s Attention?! | Episode 60

    She sent an unscripted, badly lit, walking-outside selfie video to the CEO of Caterpillar — one of the largest companies on earth. Her client laughed at her. Told her it was unprofessional. She did it anyway. Seven minutes later, Paul emailed back. That email is now framed on her wall. Bianca McDownriver is a Texas-based entrepreneur, freestyle rapper, and founder of Box Voice, an 11-year marketing agency that works with everyone from stormwater compliance companies to Mr. Beast's team. She sat down with Stu at a live Startups with Stu retreat in Highland Park, Idaho — after spending seven minutes the night before cooling off in a lake with 16 inches of ice underneath her. What she covers: → Teaching piano in high school because she refused to ask her parents for money — ever → Upselling car wash customers from a $39 wash to a $200 detail as a teenager, and realizing she was born to sell → Starting a supplement brand called Driven at BYU Idaho, burning through her savings, and watching her business partner spend their shared cash on an engagement ring → Throwing freestyle rap battle parties at BYU Idaho — hundreds of students paying $10 to watch college kids rap — and scaling it to block parties with thousands of attendees and stage acts from Utah → Making real money not from door fees but from apartment complex sponsorships — charging them for a table in front of students every semester → Running two businesses and five internships simultaneously while still getting a degree → Why she built Box Voice by saying yes to every industry — ERP, CRM, termite control, security monitoring, publishing — and why the "find your niche" advice is wrong for her → The unscripted $49/month video tool (Hippo Video) that out-converts every polished campaign she's ever run → Why she wears a nearly $4,000 purse to first client meetings — and the Google ex-employee who studied body language and said yes because of it → The body language moves that close deals: palms out, open stance, and why crossing your arms silently kills your pitch → T-boning a drunk driver at 65 mph at age 18 in Farmington, New Mexico — and the three thoughts that flashed through her mind before she knew she'd survive → Why she can say right now, without hesitation, that if she died tomorrow she would have zero regrets 🔗 CONNECT WITH STU Instagram: @stu Website: https://startupswithstu.com #entrepreneur #startups #founderstory #womenfounder #marketingagency #salestips #bodylangage #BYUIdaho #livewithurgency #smallbusiness

    50분
  5. 4월 6일

    How Raleigh Williams Sold His Business for $26M | Episode 59

    How Raleigh Williams Sold His Business for $26M | Episode 59 He had a panic attack on the gym floor 30 days into his dream law firm job — and called his wife thinking he was having a heart attack. Turns out his body already knew what his brain hadn't caught up to yet: he was in the wrong life. Raleigh Williams went from panic attacks at a prestigious law firm to building Williams Entertainment Group — escape rooms, trampoline parks, and entertainment concepts — then selling it all across nine transactions for $26 million. Now he runs Exit OS (a business brokerage for SMB founders) and Fierce Health and Fierce Longevity (telehealth and peptide clinics). He sat down with Stu live at the Startups with Stu retreat in Saint George, Utah to break it all down. What he covers: → Having a panic attack 30 days into a prestigious law firm job — hoping it was a heart attack because a panic attack felt worse  → Trying and failing at faceless Instagram accounts, tax liens, and becoming a real estate agent before finding the right idea  → Reading a MarketWatch article about escape rooms and doing the back-of-napkin math that same night → Paying a European escape room $5,000 to license their puzzle sequences as a starting point → Running a Harry Potter-themed room ("Horcrux Hysteria") in violation of Warner Bros. IP for four years before getting a cease and desist  → Discovering that revenue correlated directly with number of rooms — not marketing spend  → Selling the entire business across nine transactions for $26 million (including real estate) when he realized he'd mentally checked out  → The four levers that determine your business's sale multiple: growth rate, operations, clean accounting, and defensibility  → Why founders should know their exit multiple from Day 1 — and what it means if your take-home salary times four is your retirement number  → GLP-1 peptides (Retatrutide), BPC-157 "Wolverine stacks," and how peptides helped him get in better shape at 36 than ever before  → His wife's two bouts of cancer — and how navigating the medical system pushed him into building Fierce Longevity  → "The cave you fear to enter holds the treasure that you seek" — the quote he carries with him everywhere 🔗 CONNECT WITH RALEIGH WILLIAMS  Instagram: @raleigh_williams  🔗 CONNECT WITH STU Instagram: @stu  Website: https://startupswithstu.com #entrepreneur #startups #founderstory #escaperoombusiness #businessexit #exitstrategy #peptides #glp1 #smallbusiness #startupswithstu

    51분
  6. 4월 2일

    From Couch Surfing to $7M Startup - Story of Anya Chang | Episode 58

    She didn't know what entrepreneurship was two years before starting her company. She grew up in Taiwan, her dad worked in a factory, and when she landed her first U.S. job offer she went home and Googled "contractor" — and genuinely thought they wanted her to be a plumber. Anya Cheng spent 15 years at Meta, eBay, Target, and McDonald's before launching Taelor AI, a subscription service that uses AI to pick and rent clothes for busy men. She raised $2.3M at a $7M valuation, and her investors now include the YouTube founder, Google Gradient Capital, and Morgan Stanley's managing director. What she covers: → Starting a media club in a Taiwanese high school that banned new clubs — by reading the full handbook and collecting 500+ signatures → Arriving in the U.S. barely speaking English and getting rejected from every campus recruiter during the 2008 recession → Couch-surfing New York City for two months to network her way into a job — with no money and no contacts → Calling a Taiwanese magazine to get free conference access as a "media representative" so she could afford to attend → Googling "contractor" after landing her first U.S. job offer and thinking they wanted her to be a plumber → Launching Taelor AI with a $10 Shopify site that had nothing on it except an email signup box → Ignoring their first customer for a month because she thought he was a scammer — then shipping him clothes from a department store sale → Raising $1M from Northwestern and Chicago Booth alumni WhatsApp groups before ever talking to a single VC → Getting a warm intro to Bowling Capital through a founder she forgot she was supposed to be networking with → Winning a startup competition hosted by Northwestern — held at a University of Chicago event — and using the rivalry to get press coverage → That press coverage landed her on a local ABC morning show, which she used to convince a fashion trade publication to run her story, which got her first brand partner → Growing from 1 brand partner to 150+ fashion brands (Mizzen+Main, Johnston Murphy, Bonobos, Cuts, Rhone) without buying inventory upfront → Selling data back to fashion brands to help them predict demand and cut the $30 billion in unsold clothing that goes to landfill each year → Why she rallied "minority investors" after learning only 1.8% of VC funding goes to female founders — and how that strategy built her entire cap table 🔗 CONNECT WITH ANYA CHENG Website: https://taelor.style 🔗 CONNECT WITH STU Instagram: @stu Website: https://startupswithstu.com #entrepreneur #startups #founderstory #womenfounder #fashiontech #AIstartup #venturecapital #immigrantfounder #startupfunding #siliconvalley

    51분
  7. 3월 26일

    Business Lessons from a Ninja Warrior Champion Turned Businessman | Wally Roskelly | Episode 57

    The guy sold longboards, princess dresses, tungsten rings, and hoverboards out of the same warehouse. Then he built the largest ninja warrior gym in the world. Wally Roskelly has been on American Ninja Warrior three times, took first place Masters gold at the World Ninja Games, and has started more businesses than most people have had jobs. He sat down with Stu at a live retreat recording to talk about all of it — the wins, the near-million-dollar hoverboard disaster, and why he says he'll never sell his gym even at breakeven. What he covers: → Quitting an $11/hour insurance gig to start his own agency (same product, completely different feeling) → How he spotted a supply-and-demand gap in longboards and turned a bedroom full of 100 boards into a fulfillment operation with 250 drop shippers → Wiring $7,000 to a stranger in China for princess dresses. They sold out in two days. → Ordering $450K worth of hoverboards, watching the second container get stopped at the California port, and making about $4,000 total on the deal → Getting on Ninja Warrior (90,000 applicants, 600 spots) and building a backyard course that turned into a real gym → 4,000 people showing up on opening day of a gym that didn't have a single ad running → His obsessive market research process — including months of sitting in competitors' parking lots counting foot traffic → Why community and belonging drive retention better than any marketing you could run → 1,003 pull-ups in 5 hours at age 45 (nearly double David Goggins' pace) → The adoption story he rarely tells publicly CONNECT WITH WALLY Instagram: @wallyroskelly CONNECT WITH STU Instagram: @stu Website: https://startupswithstu.com

    1시간 4분
  8. 3월 16일

    From Idaho Farm Kid to Billion-Dollar Exits | James Clarke | Episode 56

    James Clarke is the kind of entrepreneur you don't hear about on podcasts — not because he hasn't built at scale, but because he's not chasing the spotlight. Growing up in Rexburg, Idaho, James watched his uncle and aunt build Diet Center, a diet franchise business that became the predecessor to Jenny Craig and Nutrisystem. But what inspired him most wasn't the helicopter in the backyard — it was the generosity. New lockers for the high school. Donations with a US senator present. That shaped his definition of success before he ever started a company. James went on to build ClearLink, a performance marketing company he scaled to eight figures of profitability before selling. He used the proceeds to immediately invest in two companies: Contour, an action camera company that went head-to-head with GoPro, and PetIQ, which he chaired from a $1 million investment to a $2 billion exit. He's now running Clark Capital Partners, a family office focused on growth equity — buying businesses doing $1-5M EBITDA and helping them scale. In this episode, recorded live at the Startup Solstice retreat in Island Park, Idaho, James gets into the real lessons: why he came back to ClearLink years later and found a completely different company, how AI and Google's algorithm wiped out their EBITDA recovery mid-stride, why he keeps a check in his pocket for the right pitch meeting, and the hard truth that your worst problems in business always have a first and last name. He also draws a sharp line between business players and business creators — people who love having lunches and talking versus people who execute. And he challenges founders on mentor relationships: listen selectively, because even billion-dollar advice can steer you wrong if you follow it blindly instead of incorporating it into your own strategy. Topics: Clark Capital Partners, ClearLink, PetIQ IPO, Contour vs GoPro, growth equity investing, family office, startup retreats, founder mentorship, Idaho entrepreneurs, hiring and firing, Extra Space Storage, business exits

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Stu Draper, a serial entrepreneur, knows just how exhilarating it is to launch a startup to the moon. He is a 9-time Inc. 5000 honoree before age 40 with tens of millions generated in revenue from his startups and an angel investor in 8 businesses. He's also the co-author of the bestselling textbook Digital Marketing Essentials. Stu knows just what it takes to transform an innovative idea into a thriving business. Inspired by the creators of groundbreaking ventures, Startups With Stu is an illuminating podcast that dives into the trials and triumphs of startup founders and investors who have committed their lives to reaching financial freedom through entrepreneurship. Podcast guests will be seeking advice on how to overcome the obstacles they're facing. Expect motivating stories as Stu spotlights the hard-fought victories that reveal the inner workings of entrepreneurship. By demystifying the startup process, Startups With Stu aims to equip aspiring founders with the grit and know-how to transform visionary concepts into startup success. Startups With Stu is produced using PodUp podcasting software.

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