Ring: Jamie Siminoff

Jamie Siminoff invented the video doorbell in his garage. Five years later, Amazon acquired his company, Ring, for approximately $1 billion. In between, he appeared on Shark Tank, turned down Kevin O'Leary's offer, and went on to build what became one of the show's most successful businesses. The story behind Ring is far more complicated than a doorbell. Jamie spent years building companies, learning telecom infrastructure, and figuring out which ideas could grow into something meaningful. When DoorBot appeared on Shark Tank in 2013, the business was still operating under serious financial pressure. The exposure helped drive a surge in sales, giving Jamie the opportunity to rebuild the product and scale the company. We talk about the fear that someone else would build the billion-dollar business he envisioned, the decision to expand Ring from a video doorbell into a broader home security platform, and the pressure of delivering on the $1.15 billion in trust Amazon placed in him. Jamie also shares why he returned to Ring after stepping away, how AI is opening new possibilities in home security, and the potential of Firewatch, which uses Ring cameras to help create more accurate wildfire maps for emergency response. Make sure to check out Ring at: https://ring.com   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO   Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup   Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle   This episode is brought to you by Behr. I'm right in the middle of a full exterior and trim refresh on my property, and I'm using two of their top lines to get it done — Behr Marquee and Behr Premium Plus. Marquee is one of Behr’s most advanced paint and primer lines, offering one-coat coverage in hundreds of colors and exceptional fade resistance, and it holds up beautifully on siding, trim, doors, you name it. I'm pairing that with Behr Premium Plus for the interior and exterior trim work, giving everything a clean, durable, long-lasting finish. Behr's been trusted for decades, and once you see these two products side by side on a property, you understand why. Whether you’re planning a room refresh or a full home transformation, head to Behr.com to find the right products for your next project. And when you're ready to get started, stop by your local Home Depot or shop online at HomeDepot.com.

Walter got his first job at four years old sweeping a lumber yard in Edna, Kansas, a town of 150 people. At seven, his dad co-signed a $125 bank loan so he could buy a pig — and the bank required him to come in quarterly to review his own P&L. By his senior year of high school, that one pig had grown into a fifteen-head cattle operation. One week into his freshman year of college, a rare kidney condition put him in and out of hospitals for three years. From a hospital bed, he taught himself how to produce concerts — a dream he'd had since watching one at his county fair at age seven. At twenty, he met another sick kid whose wish was simply to go to prom and graduate high school. Walter produced his first concert to raise the $70,000 the kid needed for care, using a loan secured against sponsorship contracts he hadn't even finalized yet. They raised $71,000. On the drive home, he decided he'd never put a ceiling on what he could achieve — and told himself that night he'd one day produce concerts for George Strait and Garth Brooks, and produce a presidential inauguration. He'd done all three by age 35, including Donald Trump's 2017 inauguration, and went on to run private events in 76 countries, including parties for billionaires the public never hears about. When COVID shut down live entertainment entirely, Walter refused to furlough his full-time staff — he sold his house and his office to keep paying them. Ninety days in, on a solo road trip to clear his head, he passed three drive-in movie theaters in one afternoon and had an idea: stage concerts broadcast to drive-ins nationwide. Within two days he had 125 theaters signed up. Within five days, Garth Brooks agreed to be the first artist. Within three weeks, 725,000 people were in line for tickets. That summer, Walter's company hosted 1.7 million people safely across drive-in concerts with Garth Brooks and Metallica, inventing the live-stream-to-theater technology from scratch. Kinzie Foods started as mason jars of his aunt's barbecue sauce, given away as gifts for years until the requests got expensive and time-consuming enough that his wife told him to just start charging. He priced it at $20 a jar hoping people would stop asking. Orders spiked. He doubled the minimum. Orders spiked again. He went from strangers' kitchens to his own garage to a real production warehouse, cold-messaged CEOs of major condiment brands on LinkedIn for advice, and built a lineup of bold, unexpected flavors — Pickle, Espresso, Pistachio, Jalapeño Lime, Dubai Chocolate — designed to get used at every meal, not just backyard barbecues. Kinzie Foods is now in 70+ stores just months after launch and recently took first place at the largest BBQ sauce competition in the world. Make sure to check out Kinzie Foods at: https://kinziefoods.com   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle   Thank you to this episodes mid-break sponsor, Gozney. A couple years back I had founder Tom Gozney on the show, and it's still one of my favorite stories we've ever featured — the guy started building pro-grade ovens for restaurants before bringing that same technology home, and now Gozney's become the name in outdoor cooking. Their lineup covers everyone — the Roccbox for portable, take-it-anywhere pizza nights, the Dome for the full hybrid, wood-and-gas experience, and the Arc line for something compact that still hits restaurant-level heat. We just got their Arc XL in for hosting, and if you know me, pizza and having people over is basically my favorite combination — this thing gets to 950 degrees and turns out a 16-inch pizza in about 60 seconds. Whatever setup fits your space, Gozney's built something for it. Check out the full lineup at https://us.gozney.com/   Starting Small is powered by Riverside.fm, the AI-powered platform that lets you record, edit, repurpose,and distribute studio-quality content as easily as if you had a crew behind you. Check them out now at https://creators.riverside.com/CameronNagle

Meredith Cook grew up in Charlotte, North Carolina, one of four kids in a small house with two working parents. She was later diagnosed with ADHD and dyslexia, which made traditional school a struggle, so she skipped college and trained as an esthetician instead — working odd jobs on the side, including driving medical specimens between cities at night for quick cash. She spent nearly a decade working under a Charlotte dermatologist after literally walking office to office asking to work for free just to learn. After her second son was born, she felt a disconnect she couldn't explain — not herself, foggy, disconnected from her kids and the people around her. She pushed through it quietly for years, assuming it was just what motherhood felt like. The turning point came when her brother, training for an Ironman in Wilmington, started experimenting with hemp and CBD for his own recovery and encouraged her to try it. Her husband bought everything on the shelf at the local health food store. The fog lifted — but so did her trust in what she was actually putting in her body, once she realized the hemp industry at the time had zero transparency or testing standards. Her husband's connections in agriculture led her to a friend growing USDA organic hemp through a pilot program. She started taking their clean product, felt like herself again, and started sharing it with her mom, her mother-in-law, and friends — watching a business snowball entirely from word of mouth. In 2019, she officially launched Green Compass with her brother and husband, built on a referral-based model where the people sharing the product were the same people who'd felt it change their lives. It grew to $40 million in revenue in two years, almost entirely without paid marketing or PR. When that channel began to shift industry-wide, Meredith resisted changing course longer than she probably should have — she was emotionally invested in the community that built the brand. Eventually, alongside customer surveys and community input, Green Compass transitioned to a DTC model, now generating roughly 80% of revenue from recurring subscriptions, with a growing lineup that includes Core Bloom, a broccoli sprout and mushroom blend, and more product innovation on the way. Make sure to check out Green Compass at: https://greencompassglobal.com   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle  

Alysa Seeland grew up on her grandparents' dairy farm in northern Illinois, chased a Division I volleyball scholarship through high school, and pivoted to speech and debate when she realized the sport wasn't going to be her path — placing second in the state of Illinois for original oratory her senior year. She studied communications and English literature at Gordon College, then cut her teeth in marketing at a Boston fintech startup that went through Techstars, learning firsthand how founders build trust with customers from scratch. Five months after her first son was born, a medical crisis nearly cost her life: emergency surgery, and a surgeon telling her to expect a second procedure within months. Instead of scheduling it, she found a decades-old book, "Nourishing Traditions," and went on a five-week bone broth diet. She never needed the second surgery — and went on to have five more sons. That personal healing became FOND. She sold her first jar at a farmers market in New Braunfels, Texas in 2015, working out of a commercial kitchen with her husband dropping her off, hoping she wouldn't come home in tears. She sold out. From there, FOND won a People's Choice Award through H-E-B's Quest for Texas Best program, landed a Whole Foods and Sprouts partnership, and grew into a genuinely regenerative supply chain built on direct farmer relationships instead of concentrate. In 2022, while raising a Series A, the co-manufacturer's facility burned down, wiping out over $4 million in product against a $150,000 insurance payout — all while she was pregnant with her sixth child. She walked away from the raise, put her own equity up as collateral for a $3 million rebuild loan, and launched an internal initiative called "Break It and Rebuild It" to get every channel profitable or cut it loose. Eighteen months later, FOND launched its tallow line and came back stronger. Today the company is profitable, debt-free of outside investment, growing 48% year over year, sold in H-E-B, Sprouts, Whole Foods, and now Albertsons — all while Alysa homeschools six boys.   Make sure to check out FOND at: https://fondregenerative.com/   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup   Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle

Charlie Clifford grew up a self-described "scrappy Jersey guy" in a town of 5,000 people, and won his first entrepreneurial prize in sixth grade: a watch, for out-hustling a classmate whose dad rigged the contest by buying magazine subscriptions wholesale for his medical office. After business school at Indiana University, he joined one of the first Peace Corps pilot programs recruiting MBAs — sent to Peru to work with small businesses under a Stanford professor who'd later teach Nike's Phil Knight. He came home with $10,000, invested it in a scrappy import operation selling handcrafted South American leather goods, and in 1975 broke off to start his own company focused on travel bags. He named it TUMI, after a Peruvian ceremonial knife. The brand's real breakthrough came when Clifford shifted from leather to black ballistic nylon — a fabric built for flak jackets — manufactured through a partnership with a small shop in Vidalia, Georgia. Bloomingdale's 59th Street flagship picking up the line put TUMI on the map. A conversation with a longtime retail partner, who told Clifford he had "so much product" he should just open his own stores, led to the "side-by-side" concept and eventually freestanding TUMI locations. By the 2000s, TUMI was the brand road warriors carried through airports worldwide, and it went public in 2012. Clifford left the company in 2004, when the private equity partners who'd taken majority ownership after 9/11 decided to sell. He spent years distributing other people's luggage brands before realizing he wanted control over the product and the story again. In 2017, he and his former TUMI EVP Larry Lein founded ROAM — American-made, hand-assembled, and built around a philosophy that's the opposite of TUMI's black-on-black uniform: total color customization, so no two suitcases look the same. Make sure to check out ROAM at: https://www.roamluggage.com/ And TUMI at: https://www.tumi.com/   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup   Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle   This episode is brought to you by Panasonic. I just installed their WhisperGreen Select on a recent project, and I've gotta say — it's not what you picture when you think "bathroom fan." Panasonic's been in the ventilation game for decades, and this thing is proof. It's whisper quiet, ENERGY STAR certified, and you can customize it — airflow settings, LED lighting in five different color temperatures, even Wi-Fi and motion sensor add-ons if you want to get the best out of your new fan. It's a small detail in a home that makes a real difference. Make sure to check them out now at us.panasonic.com   Starting Small is powered by Riverside.fm, the AI-powered platform that lets you record, edit, repurpose,and distribute studio-quality content as easily as if you had a crew behind you. Check them out now at https://creators.riverside.com/CameronNagle

Adam Wexler played fantasy football since seventh grade — and turned that habit into a $4.15 billion exit. He built his first company out of a dorm room at the University of Georgia, launched a music discovery platform called Go Rankem in Athens, then pivoted into B2B SaaS with clients like Holiday Inn, IHG, Home Depot, UPS, and Coca-Cola before he ever touched sports. In 2015, he incorporated Side Prize. When the fantasy sports market collapsed under regulatory pressure that same year, he rebuilt from a shoestring budget and relaunched in 2017 as PrizePicks — built on a "stupid simple" premise: get sports fans in and out of the app in under 60 seconds. He ran it as CEO for a decade, scaled it into the largest daily fantasy sports platform in North America, and in 2025 sold a majority stake to Allwyn International in a deal valued at up to $4.15 billion — without ever raising venture capital. Rather than ride off into retirement, Wexler went back to where he started: music. He's now CEO of The Hidden Jams, a nonprofit platform funded by $5 million of his own money that crowdsources deep cuts and hidden gems from artist catalogs Make sure to check out Prize Picks at: https://www.prizepicks.com/ And The Hidden Jams at: https://thehiddenjams.org/   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup   Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle   Sound is one of those things that makes or breaks a hosting experience — and we finally got it right.  We went with KICKER KB6 speakers mounted above the deck. Full-range, weather-resistant, built to throw sound across an open space without losing quality. Kicker's been in the game since 1973 — car audio, marine, powersports — and they've expanded into Home & Personal audio, with headphones, earbuds and a complete line-up of outdoor audio speakers & subs. Engineered for performance, wherever you need sound. If you're setting up an outdoor space for your home or business, and the audio isn't dialed in yet, start at Kicker.com.

Nick Stenson cut his first head of hair at 12 years old, in his mother's Chicago salon, with zero training and a customer's grandson in the chair. He was on track to become an orthopedic surgeon before realizing his mom was doing the same thing doctors do — changing how people carry themselves — one client at a time. He opened his first salon, Caviar Salons, in 2001, eventually running two locations and over 50 stylists. From there he became a creative director for L'Oréal and JCPenney Salons, styled Lady Gaga, Fergie, and Ashley Tisdale, and spent nine years at Ulta — starting with a team of seven and leaving as SVP of Services and Store Operations over a team of 400, after four promotions. In 2022 he launched Nick Stenson Beauty, a luxury haircare line built around aloe vera and creatine instead of ingredients nobody can pronounce. The brand is now sold at Ulta, Macy's, Nordstrom, and Amazon, with a professional distribution arm reaching salons nationwide. Twelve SKUs, all mix-and-matchable, no separate line for curly, straight, fine, or thick hair — just what your hair actually needs. Make sure to check them out at: https://nickstensonbeauty.com   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup   Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle   Thank you to this episodes mid-break sponsor, Modern Shade. They make hardtop gazebos, louvered pergolas, privacy screens, outdoor furniture — basically everything you need to take a backyard from functional to actually finished. Cedar wood, galvanized steel, aluminum — solid materials, well-designed structures across the board. What we picked up are their Cedar Privacy Screens — great for adding side shade and privacy to a pergola or deck without blocking the whole view. Clean, natural look, does exactly what it should. If your order's over $700, use code SS6 for 6% off. Check them out at ModernShade.org

One family recipe has grown into one of the fastest-rising brands in ready-to-drink cocktails. Inspired by her mother's gin, lemonade, and mint summer cooler, Meredith Mills-Merritt founded The Original Southside with a vision to bring premium ingredients, elevated branding, and transparency to a category that had long prioritized convenience over craftsmanship. Leveraging her background in prestige beauty, she obsessed over every detail—from developing a proprietary gin to creating a cocktail that's certified organic, vegan, gluten-free, and 10% ABV. That attention to detail has fueled remarkable growth. Since launching in 2024, Southside has expanded into more than 20 markets, landed on shelves at Whole Foods and Total Wine, increased shipments by more than 370%, and continues its national expansion through Meijer, Rouses, and more than 90 additional Whole Foods locations. Beyond the product itself, Meredith is reshaping conversations around alcohol transparency as co-founder of the Clean Alcohol Collective, advocating for clearer ingredient standards across the industry. Make sure to check them out at: https://www.drinksouthsides.com   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup   Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle   Thank you to this episodes mid-break sponsor, YETI. Summer is all about getting outside—whether that's hosting friends, firing up the grill, spending the day on the water, or packing up for a weekend away. That's why we've been using YETI. No matter where you're gathering, there's a YETI Hard Cooler built for the moment. We have the YETI Tundra 105, and it's been perfect for keeping food and drinks ice-cold through long days outside. Like every YETI Hard Cooler, it's built to handle just about anything, easy to haul wherever the crew is meeting, and designed with the legendary ice retention YETI is known for. If you're looking for a cooler that's built to last for years of adventures and backyard gatherings, check out the full YETI Hard Cooler collection at https://www.yeti.com/   Starting Small is powered by Riverside.fm, the AI-powered platform that lets you record, edit, repurpose,and distribute studio-quality content as easily as if you had a crew behind you. Check them out now at https://creators.riverside.com/CameronNagle

What started as two college friends chasing side hustles and building an Instagram account called @Sauce has grown into one of the most recognizable premium food brands in America. Today, TRUFF can be found in more than 17,000 retail locations nationwide, with an innovation pipeline stretching far beyond hot sauce. Co-Founders Nick Guillen and Nick Ajluni join Starting Small to share how they set out to create the "Cîroc of hot sauce," spent nearly two years perfecting their original recipe, and turned a digitally native brand into a retail powerhouse. They unpack the early days of packing orders themselves, landing on Oprah's Favorite Things in year one, pioneering viral food content, and recently refreshing the brand with new packaging, Mild Sauce, and a line of Aioli & Dipping Sauces. Make sure to check them out at: https://www.truff.com/   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup   Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle   Thank you to this episodes mid-break sponsor, Kichler Landscape. For more than 85 years, Kichler has been designing lighting that doesn't just illuminate a space—it transforms it. And for over three decades, they've been pioneers in landscape lighting, creating some of the most comprehensive and innovative outdoor lighting solutions available today. What I love about Kichler Landscape is that they think beyond simply putting lights in the ground. Their philosophy is all about intentional illumination—using layers of light to highlight architecture, showcase landscaping, create ambiance around gathering spaces, and make outdoor living feel just as inviting after sunset as it does during the day. Visit Kichler.com and discover how thoughtfully designed lighting can completely transform the way you experience your home after dark.  

Before Yes Way Rosé became one of the best-selling rosé brands in America, it started as an Instagram account. Long before they sold a single bottle, Erica Small and Nikki Huganir were building a community around a simple idea: wine didn’t have to be intimidating. It could be fun, approachable, design-forward, and still be high quality. That audience eventually became Yes Way Rosé. Since launching the brand in 2018, the duo has sold more than 13 million bottles, grown into the fourth best-selling French rosé brand in the U.S., and expanded into sparkling, canned, and most recently, non-alcoholic rosé. The newest launch was personal. After both becoming pregnant at the same time, Erica and Nikki searched for a non-alcoholic rosé that delivered the same experience as the French wines they loved. They couldn’t find one. So they spent nine months testing more than 50 formulations to create their own. Make sure to check them out at: https://yeswayrose.com/   Check out my new book on Amazon: https://amzn.to/4kRKGTX Watch our mini-doc - Starting Small: The Raw Truth Behind Entrepreneurship and the American Dream: https://youtu.be/eHuq93wIxs0?si=eDB-ycngvWNapRLO Visit Starting Small Media: https://startingsmallmedia.org/ Subscribe to exclusive Starting Small emails: https://startingsmallmedia.org/newsletter-signup   Follow Starting Small: Instagram: https://www.instagram.com/startingsmallpod/ Facebook: https://www.facebook.com/Startingsmallpod/?modal=admin_todo_tour LinkedIn: http://linkedin.com/in/cameronnagle   Thank you to this episodes sponsors, Sylvox and The Best Adirondack Chair Company. You can find them below! https://thebestadirondackchair.com/ https://sylvoxtv.com/