The Jewish Entrepreneur Podcast

Hosted by Debbie Sassen Coaching

Investing Education

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Episodes

199

Latest episode

Oct 2026

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About the show

This podcast is the place for entrepreneurs who want to learn the actionable strategies and steps needed to make more money and build wealth in alignment with authentic Jewish values. Join certified life and money coach and multi-6-figure business owner Debbie Sassen each week as she shares the exact strategies and resources you need to change your relationship with money, close more sales, and move from scarcity to abundance. Learn how to invite G-d into your business while you dissolve the mindset blocks that keep you trapped in a cycle of under-selling, under-earning, and under-investing. Remove subconscious feelings of insecurity, judgment, and rejection that surface when you set - and go after - big money goals. Making more money and building wealth are totally possible, and this podcast will show you how. You won't want to miss an episode so be sure to subscribe now! Visit us over at debbiesassen.com for more resources.

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60 recent

October 27, 2026Episode 19742 min

197: 7 Automation Mistakes That Keep Your Business Dependent on You

It's 2026, and everyone is automating everything. Claude, ChatGPT, Zapier, Make, n8n. The tools are better than ever, and so many businesses feel messier after they automate. Debbie Sassen and co-host Irit Levi, founder of Day by Day, break down the seven automation mistakes Irit sees again and again in growing businesses. Irit builds the systems and workflows that get business owners out of the day-to-day, and she has seen what happens when automation comes before strategy. The short version: if you automate chaos, you get chaos faster. In this episode: why automating a broken process only gets you messy results faster, why every automation needs an owner, how founders stay the bottleneck even after they automate, how to automate the client relationship without losing the human connection, why a time audit comes before adding another AI tool, and how to stop chasing shiny tools. Connect with Irit Levi at Day by Day: https://www.day-by-day.biz/ Grab the free Wealth Rewire Workbook: https://debbiesassen.com/mindset/ Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/197

October 20, 2026Episode 19625 min

196: Founder vs. CEO: Why You Don't Have to Run the Business You Built

Everyone tells you to "become the CEO" once your business starts to grow. Irit Levi has a different take. Season two opens with systems expert Irit Levi, founder of Day by Day Biz. Debbie and Irit dig into the founder vs. CEO question: when to start hiring, how to build the cost of help into your pricing, and why the visionary in your business doesn't have to be the one running operations. In this episode: why MrBeast's first hire was a janitor, the "nobody knows my business like I do" mindset that keeps founders small, how Irit prices the cost of help right into her offers, what to do with the 20 hours a month you get back when you delegate, and the three traits of a great CEO. Connect with Irit Levi at Day by Day Biz: https://www.day-by-day.biz/ Grab the free Wealth Rewire Workbook: https://debbiesassen.com/mindset/ Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/196

December 30, 2025Episode 19542 min

195: 2026 Business Forecast for Entrepreneurs: Leadership, Money, and What Really Matters

Leadership, Money, and Business in 2026 What will it really take to lead, earn, and build sustainably in 2026? In this solo episode, I share my reflections on the shifts I'm seeing in business, money, and leadership as we head into a new year. We talk about trust, integrity, community, AI, and why courageous, values-led leadership matters more than ever in a changing market. This episode is part forecast, part reflection, and part invitation to step into 2026 with clarity, responsibility, and conviction. 🎧 Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/195

December 17, 2025Episode 19444 min

194: Why Couples Fight About Money & How to Finally Stop

Why do money conversations create so much tension in relationships — even when the numbers aren't the real issue? In this episode, I sit down with BatSheva Goldstein, CFO, financial advisor, and co-creator of the Financial Date Discussion Cards, to talk about money, communication, and financial intimacy. We explore how values, upbringing, and unspoken expectations shape the way we relate to money and how intentional conversations can turn conflict into connection. This conversation will help you talk about money with more clarity, curiosity, and trust, whether with a partner, family, or yourself. 🎧 Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/194

December 10, 2025Episode 19352 min

193: Behind the Scenes of My $6,000 Launch - What Worked, What Didn't, and What I Learned

Behind the Scenes of My $6,000 Launch What really happens during a launch — the strategy, the surprises, the intuition, and the messy human moments? In this transparent breakdown, I walk you through the real story behind my recent $6,000 launch: what worked, what didn't, and what I'm doing differently next time. We explore buyer behavior, intuitive decision-making, imperfect execution, and why "messy" launches still move your business forward. 🎧 Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/193

November 21, 2025Episode 19224 min

192: How to Fall in Love with Your Business Again: The ABC Method for Women Entrepreneurs

The ABCs of Falling in Love with Your Business What does it take to build a business you love — not just once, but again and again? In this solo episode, I break down the ABCs of sustainable success: Alignment, Belief, and Courage. We explore how to stay true to your values, strengthen belief in your offers, and take courageous action even when fear shows up on the path to growth. 🎧 Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/192

November 12, 2025Episode 19147 min

191: Why Every Family Needs an Emergency Binder with Sarah Miller

Why Every Family Needs an Emergency Binder with Sarah Miller What would happen if an emergency struck tomorrow? In this essential conversation, I sit down with Sarah Miller , critical care physician associate, entrepreneur, and mom of two, to talk about how to prepare your loved ones for life's unexpected moments. We explore what most families forget to organize, how to start your own In Case of Emergency Binder, and why planning ahead is one of the greatest acts of love you can give. 🎧 Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/191

November 5, 2025Episode 19046 min

190: Boundaries, Worthiness & Business Growth with My Daughter, Rachel Lina "Lini" Schulz

Boundaries, Worthiness & Business Growth with My Daughter, Rachel Lina "Lini" Schulz What does it really take to grow a thriving business without burning out? In this heartfelt conversation, I sit down with my daughter, Rachel Lina "Lini" Schulz , professional organizer and mom of four, to talk about boundaries, self-worth, and building a business that supports your life — not drains it. We explore raising prices with confidence, balancing family and entrepreneurship, and why caring for yourself is key to sustainable success. 🎧 Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/190

October 29, 2025Episode 18929 min

189: Spending, Splurging & Stacking Cash: How Entrepreneurs Build Real Wealth

Spending, Splurging & Stacking Cash: How Entrepreneurs Build Real Wealth Your business exists to fund your life—not the other way around. In this Juicy Money solo, I unpack three essential money behaviors: spending (your daily needs), splurging (guilt-free joy), and stacking cash (future security). Discover how to review your expenses without overwhelm, create a splurge fund that feels good, and start stacking for both short-term peace of mind and long-term wealth. Plus, don't miss my free masterclass on November 6 — Money vs. Wealth: The Art of Receiving & Holding Big Money — where we'll go deeper into becoming a powerful receiver of abundance. 🎧 Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/189

October 22, 2025Episode 1881 hr 4 min

188: Building Business, Brand, and Work/Life Balance with Lesley Kaplan

Mastering Business, Branding & Balance with Lesley Kaplan How do you build a business that thrives for 30 years while juggling family, caregiving, and community? In this inspiring conversation, Lesley Kaplan shares how she built two successful divisions—business strategy and branded products—while evolving with purpose, passion, and clarity. You'll learn how to stay "top of mind" with clients, manage time like a pro, and make confident money decisions that support sustainable growth. Plus, get the inside scoop on the upcoming Jerusalem Business Conference happening November 19th! 🎧 Get full show notes, transcript, and links here: https://debbiesassen.com/podcast/188