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Feeling off lately? It might not be burnout. It could be loneliness. We’re built for real connection, not just Zoom calls. During COVID, we all learned that community isn't a bonus. It's the baseline. #stackingbenjamins #communitymatters #mentalhealth #personaldevelopment #joinordie
You’re Not Wired to Be Alone
What does it take to turn a bold idea into a billion-dollar brand? Julie Wainwright, founder of The RealReal, joins us to share how she did just that—after enduring some pretty public failures (hello, Pets.com). She talks about navigating the startup world, tackling ageism head-on, and why your past doesn’t define your future. Julie’s story is packed with wisdom on risk-taking, confidence, and what it really means to build something new when everyone else is telling you no. From the boardroom to the resale boutique, she takes us through the emotional rollercoaster of entrepreneurship—plus a few secrets on why luxury goods are more than just a pretty label. Also in the basement: • We unpack Jason Zweig’s latest Wall Street Journal column on diversification and why it still matters (yes, even in this market). • OG learns a Father’s Day lesson on the golf course (spoiler: not all swings are created equal). • Doug manages to work in Margot Robbie. Again. Whether you’re plotting your own business empire or just wondering how someone not only recovers from flaming sock puppet-level failure, but who THRIVES afterward, this episode delivers honest insight with a side of style. FULL SHOW NOTES: https://www.stackingbenjamins.com/from-business-idea-to-execution-julie-wainwright-1703/ Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201 Enjoy! ___________ SUBSCRIBE TO OUR CHANNEL: https://www.youtube.com/c/stackingbenjamins?sub_confirmation=1 SUBSCRIBE TO THE PODCAST: https://www.stackingbenjamins.com/subscribe 🎙️ https://www.stackingbenjamins.com/applepodcasts 🎙️ https://open.spotify.com/show/05GoIBt7Ka4nobVWOBsqlD 🎙️ https://music.amazon.com/podcasts/cd767a1d-eed1-4bd8-9e7a-03876c7242e6/the-stacking-benjamins-show VISIT US ON SOCIAL: Facebook: https://www.facebook.com/IStackBenjamins Twitter: https://twitter.com/SBenjaminsCast Instagram: https://www.instagram.com/stackingbenjaminspodcast TikTok: https://www.tiktok.com/@stackingbenjamins JOIN OUR COMMUNITY: 💬 https://www.facebook.com/groups/joesmomsbasement 📰 https://www.stackingbenjamins.com/201-yt WEBSITE: 🔗 https://www.stackingbenjamins.com ADDITIONAL RESOURCES: 📒 STACKED: Your Super-Serious Guide To Modern Money Management https://www.stackingbenjamins.com/stacked/ 📞 Leave a voicemail: https://www.stackingbenjamins.com/contact/ #StackingBenjamins
Turning Ideas into Billion Dollar Businesses (with Julie Wainwright)
Think cash will save your retirement? Uncle Frank says…think again. Frank Vasquez (aka Uncle Frank) warns: a DIY portfolio full of stocks and a pile of cash isn’t a plan—it’s a gamble. If the market tanks for 3 years, that cash could vanish fast. Simplify your portfolio. Make it manageable. Ditch the duct tape fixes. #retirementplanning #investingadvice #stackingbenjamins #moneytips #personalfinance @riskparityradio2990 SUBSCRIBE TO OUR CHANNEL: https://www.youtube.com/c/stackingbenjamins?sub_confirmation=1 SUBSCRIBE TO THE PODCAST: https://www.stackingbenjamins.com/subscribe SIGN UP FOR OUR NEWSLETTER: https://www.stackingbenjamins.com/201-YT
The Harsh Reality of Overcomplicating Your Investment Portfolio
Ever wonder how to mix castles, kilts, and a couple of sheep with your golf game? In this episode of Stacking Adventures, Doug takes us along for his journey through Scotland—complete with scenic views, unpredictable weather, questionable driving skills, and plenty of old-world charm. From teeing off next to livestock to dodging crowds at iconic tourist spots, Doug shares how to blend thoughtful planning with room for spontaneity. You’ll hear about his golf adventures on windswept courses, discover why the sheep in Scotland may be tougher than some caddies, and get tips for navigating rental cars that assume you already know how to drive stick on the wrong side of the road. We also cover: • Why Google Flights paired with a good ol’ notebook might be your best travel-planning combo. • When to trust the guidebook… and when to trust your gut. • What tourist attractions are worth your time—and which ones might leave you saying, “That’s it?” • A behind-the-scenes look at lodging, road-tripping, and eating your way through the Highlands. • A father-son bonding moment you’ll want to bottle. • How to find Scotch that’s smoother than your backswing. • Whether you’re planning your own Scottish getaway or just here for the ride, this episode is packed with real travel insights, a few cautionary tales, and inspiration for your next adventure. #stackingadventures WEBSITE: 🔗https://stackingadventures.com/ GEAR OF THE WEEK: 🧳 https://stackingadventures.com/gearoftheweek/ LET'S GET SOCIAL Instagram: https://www.instagram.com/stackingadventures/ Facebook: https://www.facebook.com/profile.php?id=61563836679129 SUBSCRIBE TO THE PODCAST: 🎙️ https://podcasts.apple.com/us/podcast/stacking-adventures-travel-smarter-save-more-and-see/id1107754976 🎙️ https://open.spotify.com/show/7leIYD0oRv7yrrit4QzSft 🎙️ https://music.amazon.com/podcasts/703fa06c-fa3a-499d-b3b4-28673a4c3f18/stacking-adventures-travel-smarter-save-more-and-see-the-world (video made with https://www.headliner.app)
Exploring Scotland: Golf, Sheep, and Scottish Shenanigans (Doug's Scotland Adventure Replay)
What does your financial independence look like? In this roundtable episode, we’re starting a money revolution and you’re invited! Joe Saul-Sehy is joined by Jesse Cramer (@TheBestInterestPodcast), Dorethia Kelly (author of #MoneyChat @iamDorethia), and Steve Stewart (podcasting maestro and money coach @podcasteditorsmastermind) to answer: What kicked off their own financial awakening? And more importantly, how can you start yours? From breaking free of debt to rethinking how we spend, save, and invest, this conversation is all about declaring your financial independence, whatever that looks like for you. Ready to ditch the old system and start fresh? Let’s get revolutionary. #stackingbenjamins #moneyrevolution #financialindependence #declutteryourfinances #personalfinance
Start a Money Revolution
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