Cover image of show Seth Rudin | Business Broker | Dealmaker

Seth Rudin | Business Broker | Dealmaker

Podcast by Seth Rudin

English

Business

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About Seth Rudin | Business Broker | Dealmaker

Unlock the secrets to successful business transitions and real estate investments. This podcast provides informative and helpful best practices on the entire lifecycle of a business—from selling a company for maximum value to buying a new venture. Tune in if you're a current business owner or seeking to acquire a business who values actionable, expert advice.

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36 episodes

episode This Tax Strategy Saves Real Estate Investors Millions | Cost Segregation 101 with Jonathan Frizzell artwork

This Tax Strategy Saves Real Estate Investors Millions | Cost Segregation 101 with Jonathan Frizzell

How do the world’s most successful real estate investors completely offset their income tax bills while rapidly multiplying their cash flow? In this episode of Entrepreneurship Unlocked, host and M&A advisor Seth Rudin sits down with Cost Segregation Specialist Jonathan Frizzell to break down the mechanics of engineering-based cost segregation. Jonathan brings over two decades of fixed-asset tax expertise to the conversation, sharing insights from a firm whose history traces back to the early pioneer often called the "godfather of cost segregation." Together, Seth and Jonathan demystify how commercial property owners can legally hack the standard IRS depreciation schedules—turning agonizing 27.5-year or 39-year timelines into immediate, front-loaded cash flow. In This Episode, You Will Learn: * The history of cost segregation and why engineering-based studies change the game. * How to legally reclassify structural building components into 5, 7, or 15-year personal property categories. * The real financial return: Understanding why a quality study yields an ROI ranging from 10-to-1 to a massive 1,000-to-1. * How to protect your portfolio from IRS scrutiny by avoiding automated software shortcuts. * The synergy between Cost Segregation and Real Estate Professional Status (REPS) for high-earning entrepreneurs. * Industry-specific breakdowns for manufacturing facilities, medical offices, and retail centers. Connect with Jonathan: Jonathan@Kevil.com 206-399-7769 Connect with Seth: seth@ibainc.com Direct - 512-672-9713 Office - 425-454-3052  Core Categories & Keywords: Real Estate Tax Strategies: cost segregation study, accelerated depreciation, commercial real estate investing, tax write offs for property. ROI & Cash Flow Maximization: tax savings math, property depreciation scale, investment property tax deduction, wealth creation strategy. #CostSegregation #RealEstateInvesting #TaxSavings #CommercialProperty #AcceleratedDepreciation #TaxStrategy #ROI #PropertyInvestor #SethRudin #JonathanFrizzell #CashFlow #WealthBuilding #FinancialFreedom #SmallBusinessTax

21 May 2026 - 19 min
episode The Art of the Exit: Buying, Selling, and Valuing a Business with Seth Rudin & Christina Kwong artwork

The Art of the Exit: Buying, Selling, and Valuing a Business with Seth Rudin & Christina Kwong

What does it actually take to transition from a business owner to a successful exit? In this episode, host Christina Kwong is joined by Senior Business Broker and M&A Advisor Seth Rudin to demystify the complex world of mergers and acquisitions. Christina opens up about her personal leap of faith, leaving a 12-year corporate trajectory in big tech (including stints at Amazon, Microsoft, and TikTok) to build her own SaaS company. Using her transition as a case study, Seth maps out the strategic timeline required to position a company for an acquisition, recommending a three-to-five-year planning horizon. They discuss the core components of a bulletproof exit strategy, including why your financial statements must seamlessly match your tax returns, how to successfully step away from daily operations to eliminate "key-man risk," and why relying on a single major client can drastically tank your valuation.  Seth also shares practical advice for buyers looking to navigate the due diligence phase, choose the right CPA and M&A attorney, and manage the highly emotional negotiations that come with passing on a business legacy. Whether you are looking to buy an existing income stream or aiming to optimize your current business for a future eight-figure sale, this conversation provides the tactical roadmap you need. #BusinessBroker #MergersAndAcquisitions #SellYourBusiness #BuyABusiness #Entrepreneurship #ExitStrategy #SmallBusinessTips #SBALoans #SellerFinancing #BusinessValuation #CorporateExit #SaaS Startup #ChristinaKwong #SethRudin Core Categories & Keywords: Business Brokerage & M&A: mergers and acquisitions, business broker, sell my business, how to value a company, corporate exit strategy, private equity buyers. Business Financing & Loans: SBA loans, small business administration, seller financing, roll over as business startups, ROBS, cash buyers. Entrepreneurship & Scale: risk mitigation, customer concentration, business valuation, accounting for small business, QuickBooks tracking.

19 May 2026 - 14 min
episode 401(k) to CEO: The Mechanics of ROBS Funding artwork

401(k) to CEO: The Mechanics of ROBS Funding

Today on Entrepreneurship Unlocked, host Seth Rudin dives into the world of creative business financing with Paul Cook and Billy Hunley. We explore the "Rollover for Business Startups" (ROBS) program, a strategic way for entrepreneurs to fund their dreams using their own retirement savings as a partner in the deal. We discuss the transition from being an employee to an owner, specifically highlighting a successful $6 million aerospace deal where a former Boeing employee used ROBS to acquire a company in his field of expertise. The episode breaks down the technical requirements for these transactions, the role of commercial banking in underwriting, and why having the right team of experts is essential for navigating regulatory hurdles like government shutdowns. Key highlights include the pros and cons of different legal structures, the importance of post-closing liquidity, and why betting on yourself can be the most secure investment you ever make. #sethrudin #business #entrepreneurship #success #entrepreneur #businessowner #businessstrategy #businessgrowth #leadership #motivation #businessadvice #tipsforbusiness #howtogrowyourbusiness #howtosellyourbusiness #entrepreneurmindset #businesstips #entrepreneurshiplife #businessforsale Core Categories & Keywords: Business for Sale, Entrepreneurship, Leadership Lessons, Startup Success, Business Growth, Founder Stories, Financial Success, Business Strategy, Capital Investment, Business Model.

4 May 2026 - 19 min
episode How to Build & Sell a Multi-Million Dollar Business | Gordon Lacey Interview artwork

How to Build & Sell a Multi-Million Dollar Business | Gordon Lacey Interview

What does it take to build an empire when you are supposed to be retired? Today on Entrepreneurship Unlocked, host Seth Rudin is joined by Gordon Lacey, the founder of Winners Sportswear, to discuss his journey from a small-town farm in Alberta to becoming a major player in the Pacific Northwest sportswear industry. #Entrepreneurship #BusinessStrategy #SmallBusiness #FounderStories #MandA #BusinessExit #StartupLife #ScalingBusiness #EntrepreneurMindset #BusinessGrowth #PodcastLife #SuccessTips #Leadership #WealthCreation #SportswearBusiness #FinancialFreedom #BusinessOwner #EntrepreneurUnlocked #StrategicPlanning #ExitStrategy This podcast is dedicated to the world of Entrepreneurship, Business Strategy, and Financial Success. Hosted by Seth Rudin, we explore the mindset and tactics required for Scaling a Business, achieving Long-term Growth, and mastering the art of Mergers and Acquisitions (M&A). Whether you are a Startup Founder, an aspiring Serial Entrepreneur, or a seasoned business owner looking for a profitable Exit Strategy, this show provides the Leadership Lessons and Startup Advice needed to navigate the modern economy. We break down the Success Stories of industry leaders and provide actionable Small Business Tips on everything from Business Model innovation to Strategic Leadership. Each episode is a masterclass in Wealth Creation, Building a Brand, and overcoming Entrepreneurial Obstacles. Discover how to develop a Success Mindset, optimize your Productivity, and understand the Business Value behind every decision. Join us to unlock the secrets of Successful Entrepreneurs and take your professional journey to the next level. Core Categories & Keywords: Business Strategy, Scaling a Business, Entrepreneurial Mindset, Success Story, Serial Entrepreneur, Small Business Tips, Business Exit Strategy, M&A, Mergers and Acquisitions, Business Broker, Exit Planning, Multi-Million Dollar Business

29 Apr 2026 - 12 min
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