Strap on your Boots

Jason Sherman
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Nov 17, 2025 • 17min

Episode 329: Reinventing Background Checks with Steven Ward

In this episode of Zero to CEO, I chat with background-check pioneer Steven Ward, founder of GuardianBGI, about how he transformed a solo PI gig into a national investigative firm reshaping law enforcement hiring. Steven reveals what really goes on behind the scenes of police background checks, how outdated systems can put entire communities at risk, and why new technology is essential for modern screening. We also dive into how GuardianBGI scaled in a heavily regulated industry and the startup lessons Steven learned along the way.
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Nov 10, 2025 • 16min

Episode 328: How to Build a Successful Business by Putting Clients First with Ryan Schwartz

While many attorneys chase billable hours and bottom lines, Ryan Schwartz takes a different approach: making every client feel like they truly matter. In this episode, Ryan breaks down how putting people before profits has been the cornerstone of his growing law practice. You’ll learn how he connects with clients on a human level, builds trust in tough situations, and uses community-based relationships to thrive as a legal entrepreneur. If you’re in a service-based business and want to stand out, this episode will show you why empathy and customer service are the ultimate differentiators.
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Nov 3, 2025 • 16min

Episode 327: What Businesses Must Know About Employment Law with Alberto Naranjo

In this episode of Zero to CEO, I speak with Florida employment lawyer Alberto Naranjo, founder of FloridaEmploymentLaw911.com, about the legal pitfalls that entrepreneurs and business owners often overlook. From casual hiring and wrongful termination to wage law violations and EEOC claims, Alberto breaks down the most common mistakes that can lead to costly lawsuits — or even personal liability. Whether you’re hiring your first employee or rapidly scaling a team, this conversation will help you avoid legal landmines and protect your business.
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Oct 27, 2025 • 17min

Episode 326: How to Build Wealth with Passive Real Estate Investing with Stewart Heath

In this episode of Zero to CEO, I speak with real estate investor, CPA, and founder of Harvard Grace Capital, Stewart Heath. We dive into how passive real estate investing can help build long-term wealth — even during uncertain economic times. Stewart shares the strategic principles his firm uses to create consistent returns, why focusing on cash flow is more powerful than chasing capital gains, and how to avoid costly mistakes in syndications. Whether you’re a founder seeking diversification or a cautious investor, Stewart lays out a clear path to generating stable income and maximizing tax advantages — without the hassle of managing properties.
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Oct 20, 2025 • 17min

Episode 325: The Truth About Trading Tech with Eddie Z

In this episode of Zero to CEO, I sit down with 38-year Wall Street veteran and tech pioneer Eddie Z to uncover the truth about trading technology. From surviving market crashes to building elite trading setups, Eddie shares why most traders are losing money before they even make a trade — because of their tech. We dig into the gear that actually matters, why mindset trumps speed, and how to future-proof your trading setup for real profit. Whether you’re a beginner or a seasoned trader, this episode delivers the no-BS trading tech wisdom you need.
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Oct 13, 2025 • 18min

Episode 324: How to Scale Your Startup With Zero Marketing Budget with Anya Cheng

In this episode of Zero to CEO, I speak with Anya Cheng, founder of AI fashion startup Taelor and former product leader at Meta, eBay, and Target. Anya shares her journey from Silicon Valley insider to scrappy startup founder, revealing how she scaled Taelor with zero marketing budget, secured funding from top VCs, and broke barriers as a female immigrant entrepreneur. We dive into the AI behind personalized fashion, lessons from tech giants, and what it takes to build a fast-growing brand on a shoestring. This episode is a must-listen for founders, fashion innovators, and anyone chasing startup success.Anya Cheng is the Founder and CEO of Taelor, a leading men's clothing subscription service that provides personal styling and curated rentals, powered by AI. A Girls in Tech 40 Under 40 honoree, she previously led eCommerce and digital innovation teams at Meta, eBay, Target, and McDonald's. Taelor’s mission is to help people dress up to achieve their goals—whether it's for a job interview, date night, or big presentation—because looking good shouldn’t be a barrier to success.Experience effortless style with rental and personal styling services:Taelor: Get 25% OFF your first month of men's clothing subscription.Use code: PODCAST25Sign up at: https://taelor.style/pages/membershipArmoire: Get 50% OFF your first month of women's clothing subscription.Use code: ArmoirexTaelorSign up at: https://www.armoire.style/refer/ArmoirexTaelorGive the gift of time, convenience, and effortless style:Taelor Gift Cards: Get 10% OFFUse code: PODCASTGIFTPurchase at: https://taelor.style/products/menswear-rental-gift-card
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Oct 6, 2025 • 19min

Episode 323: How to Build Anything with AI in 48 Hours with Lazar Jovanovic

In this episode of Zero to CEO, I talk with Lazar Jovanovic, creator of the 50in50 Challenge, about how AI is revolutionizing the way we build software and products. Lazar introduces “Vibe Coding” — his method for building anything with AI in just 48 hours, even if you don’t have a tech background. Learn how AI tools can help you design, debug, and launch your ideas faster than ever before, and discover why the future of engineering is open to everyone with creativity and a problem to solve.
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Sep 29, 2025 • 16min

Episode 322: How to Build a Brand on Innovation Not Imitation with Chanel Martin

In this episode of Zero to CEO, I chat with serial entrepreneur, author, and founder Chanel Martin about her journey from personal pain to patented innovation in the beauty space. Chanel shares how she turned her experience into an AI-powered haircare solution and launched Her Beauty Regimen — a platform designed to uplift indie beauty brands through data, trust, and community. If you’ve ever wondered how to protect your ideas, stand out in a saturated market, and scale with purpose, this episode is packed with real advice and bold inspiration.
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Sep 22, 2025 • 16min

Episode 321: Why High Achievers Seek Risk with Erik Hatterscheidt

In this episode of Zero to CEO, I speak with Erik Hatterscheidt, founder of the Freshline Club, the world’s only global motorcycle expedition club for entrepreneurial men. Erik shares why high-performers crave danger and how raw adventure, discomfort, and brotherhood forge elite leaders. From jungle expeditions to humanitarian missions, we explore how breaking out of “comfortable success” can spark transformation, build legacy, and reignite purpose. If you’re ready to reclaim your edge and lead with impact, this episode will challenge and inspire you. Reach out on LinkedIn for $1000 off a crucible expedition in Guatemala!
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Sep 15, 2025 • 17min

Episode 320: Using Everyday Expenses for Free Travel with Julia Menez

In this episode of Zero to CEO, I chat with Points Strategy Consultant Julia Menez about how to turn your everyday spending into luxury travel. Julia shares how business owners and high-income earners can optimize credit card rewards to save up to 90% on business class flights and 5-star hotels. We break down the biggest mistakes people make, how to choose the right credit cards, and the true value of travel hacking. If you’re ready to stop leaving money on the table and start flying in style, this episode is your passport to smarter rewards.IG: geobreezetravel DM: podcast2025

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