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Most founders think selling shares is the only way to get liquidity. There's a better way. Don't Sell Your Stock, Borrow Against It: A Founder's Tax-Free Strategy. After getting "smacked on tax" from selling shares post-IPO, serial entrepreneur Stephen Keighery reveals his new strategy: using a margin loan. Learn how you can borrow against your company stock to access cash without creating a taxab...

Is The Future of E-Commerce is Inside Video Games? With the gaming industry now worth over $180 billion, brands are finding new ways to reach a massive and engaged audience. In this interview, Shlomi Ben Atar, VP of Marketing for Sayollo, unveils "G-Commerce" (Gaming Commerce). Learn how his company is building in-game shops where players can use achievements to buy real-world products, turning a...

Most people think having kids is a disadvantage for a founder. This interview explains How Having Kids Forces You to Be a Better Founder. Serial entrepreneur and father of two, Julien Salinas, shares his biggest insight: kids force you to stop working. Those mandatory breaks are when your brain does its best work, leading to better ideas and strategies. Learn how the constraints of parenting can m...

Here's How to Become an Entrepreneur (When You Feel Stuck in Your Job). For our guest, Alex Armitage, being told he was "unhirable" was the best thing that ever happened to him. That rejection became the "gateway drug" to entrepreneurship, leading him to a life of freedom he never could have found in a corporate job. If you've ever felt trapped and are looking for a way out, this story is for you....

What does it really take to go on A Founder's Journey from Pitch Deck to $80 Million? It's a long road with different challenges at every stage. In this interview, Benn Stancil, CEO of Mode Analytics, breaks down his entire fundraising story. Learn why his Series A was the hardest round to raise , how a well-organized "Data Room" can impress VCs and streamline the process , and how taking venture...

2021 has been a pretty rough year so far, but I’m finally able to start focusing on what’s coming next because I’ve worked through what has already happened. 00:00 – Intro  01:11 – A Deep Recap  04:03 – Changing Habits  05:04 – Results  08:20 – Book #1  09:33 – Book #2  ✅ Subscribe if you liked this interview: https://youtube.com/@seanweisbrot 🤝 Become a podcast spo...

Most startups fail for one reason: they build a great solution to the wrong problem. The secret to product management is to Fall in Love With The Problem, Not Your Solution. In this interview, serial founder and product expert Matt Barnett explains his process for building products that win. Learn why you must go wide on all possible solutions before building anything, how to find the 80% solution...

Have you ever wondered Why I Joined the 5 AM Club (And How to Start Your Own)? For CEO Anthony Mongeluzo, it was a game-changer that made him more productive, happier, and gave him more mental clarity. In this interview, Anthony shares his simple method for waking up earlier without failing: just set your alarm 15 minutes earlier each week. Learn what to do with your newfound time, why your calend...

Do you believe Your Financials Are a Crystal Ball (If You Know How to Read Them)? For many founders, finance is intimidating, but it's the key to predicting your company's future. In this interview, CPA and former forensic accountant Angela Rice explains how to use your historical financial data to make better decisions and gain a massive competitive advantage. Learn the difference between a bookk...

Do you know The #1 Mistake Every Technical Founder Makes? It's not a lack of engineering skill; it's building features in a vacuum without market feedback, leading to a product nobody uses. In this interview, serial technical founder Dave Shanley breaks down the hardest lessons he's learned from multiple exits. Learn why you need to fall in love with the problem, not your solution , how to decide...

Do you know How Angel Investors Think (And How to Get Them to "Yes")? It's not about having a perfect business; it's about helping them mitigate risk. In this interview, angel investor Mysty Rusk explains the "culture of yes" that drives investment decisions. Learn why your pitch deck isn't a sales pitch for your product , why investors will never sign your NDA upfront , and why the "90 pitches in...

What is The Secret to Working With Your Spouse (And Staying Married)? For many, it's the ultimate dream and the ultimate challenge. In this interview, Nellie Akalp, who has successfully built two companies with her husband over 24 years, reveals the key: establishing "linear roles." Learn the strategy their couples therapist gave them for dividing responsibilities, why setting strict boundaries is...

What is Growth Hacking? It's about finding what works and doubling down. Here's How to Get Your First 10 Customers by being "functionally lazy." In this interview, growth hacking expert Chris Out shares his #1 strategy: reverse-engineer the journey of your most recent customers. Learn how to find your most profitable channels and build a marketing machine based on what people already pay for. Chec...

How to Find a Great Mentor (By Thinking Like One). To attract a high-quality mentor, you first need to understand what they're looking for: a mentee who is hungry, teachable, and will actually implement the advice they're given. In this special episode, fellow founder and mentor Eropa Stein and I discuss both sides of the mentorship relationship. Learn the life-changing lessons from our first ment...

When you are Selling a Business, there's one thing you must do. Here's How a "Personal Goodwill Audit" Saved Me Hundreds of Thousands in Taxes. In this interview, Jay Myers, who sold his $25 million/year company, reveals the power of a "Personal Goodwill Audit." Learn how this process quantifies the value you personally bring to the business, allowing that portion of the sale to be taxed at a sign...

Do you know How to Divorce-Proof Your Startup? A co-founder's divorce can destroy your company, and a lawsuit between founders after a business fails can be "worse than any divorce you've ever seen". In this interview, Silicon Valley lawyer Cassady Toles reveals his best-case scenario for protecting your company: write the founders' spouses into the operating agreement and have them sign for a spe...

Most people think success solves everything, but do you know Why Success Makes Founders Lonelier? As her business grew, today's guest felt like she was on an "island, floating away out at sea". In this candid conversation, CEO Janet Semenova discusses the unique isolation entrepreneurs face, a feeling that can get worse with success. We explore the difference between personal and professional lone...

Most founders make one critical mistake in their pitch: they sell their product. The secret is to Stop Selling Your Solution. Sell The PAIN. In this interview, executive coach Hope Timberlake, reveals the best storytelling formula for winning over investors: focus on the pain, fear, and potential loss of not having your solution. Learn how to distill your entire vision into a 90-second story , tai...

Do you know When to Hire Your First HR Manager (And Who to Hire First)? Hiring an HR manager is a critical step, but doing it too early is a common mistake. In this interview, Michael Podolsky, founder and CEO of Wiser Brand, who grew his bootstrapped company to over 120 employees, reveals that he hired his first HR manager at 20 employees. More importantly, he explains why your first hire should...

Do you know Why Your Teams App Store Launch Fails Without This Simple TRICK? Many developers face a month-long verification process, confusing bureaucracy, and unexpected rejections from Microsoft. In this interview, veteran Teams developer Hilton Giesenow reveals the simple "trick" to bypass these issues: using Microsoft's sideloading option to test your MVP with beta customers before you ever su...

What is The Secret to Launching a Startup Without a CTO? For a non-technical founder, the answer is No-Code, a powerful software trend that allows anyone from a business background to build software without writing any code. This conversation is a masterclass for the non-technical founder. You'll learn the pros and cons of No-Code, which platforms to start with (like Bubble or Glide) , and how No-...

How can the French government pay you to start your business? France offers massive startup subsidies, including giving back 50% of your R&D costs and providing up to €1 million or more in funding before you ever speak to a VC. In this interview, expat entrepreneur Gabriel Cian reveals why France may be the best country in the world to launch a tech startup, from its deep pool of cost-efficien...

Is for-profit healthcare a scam, or a necessary part of innovation? This video offers an insider's take on the complex healthcare system in America, exploring the pros and cons of the current model and what the future of healthcare might look like. We dive deep into healthcare technology, data ownership, and whether a nonprofit system is truly the answer. If you're an entrepreneur, patient, or jus...

Do you know exactly who your first hire should be? In this interview, former Head of HR Pia Beck reveals a simple but powerful strategy for making your first hire: audit how you spend your time, identify the most time-consuming tasks that you don't need to be doing, and hire someone to solve that specific problem. This conversation is a masterclass in building a team from the ground up. You'll lea...

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