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Business Owners Unfiltered

Business Owners Unfiltered

Written by: BestBonobos
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About this listen

Listen to real stories from real founders navigating one of life's biggest decisions: selling their business.

Most business owners only exit once or twice in their lifetime, but the process is filled with uncertainty. Hosted by the team at BestBonobos, the AI-powered platform to help you sell your business yourself, this podcast pulls back the curtain on what really happens when founders decide to sell. Each episode features unfiltered conversations with entrepreneurs who've either been through it- the mistakes they wish they'd avoided, the surprises along the way, and the lessons they'd share with their past selves- or have valuable insights about the process.

Whether you're years away from selling, actively exploring your options, or just curious about the exit journey, here on the Business Owners Unfiltered podcast, you'll find practical education and the human side of business exits that no one talks about.

If you're interested in using BestBonobos, check out our website. Start your exit journey today with a free valuation for your company: https://bestbonobos.com/find-out-what-your-company-is-really-worth/?utm_source=BusinessOwnersUnfiltered&utm_medium=podcast&utm_campaign=BOU

Copyright 2026 All rights reserved.
Economics Leadership Management & Leadership
Episodes
  • Your Business Has a Great Story. But Is It Worth Buying? | Tim Sprinkle
    Nov 12 2026

    Business Owners Unfiltered - The Podcast

    What makes a business truly valuable? Is it revenue, profitability, customer loyalty, or something you can't easily put on a balance sheet?

    In this episode of Business Owners Unfiltered, Elias Crum talks with Tim Sprinkle, founder of Layup, a marketing agency specializing in financial services, about the connection between storytelling, reputation, AI, and business value.

    Tim has spent years helping businesses find their voice and build credibility. But with AI making it easier than ever to produce content, standing out has become a completely different challenge.

    As Tim explains, the answer isn't necessarily more content. It's about reaching the right people, building meaningful relationships, and creating a reputation that competitors can't easily replicate.

    But there's another side to that story.

    What happens to the value of your reputation when you decide to sell your business?

    Elias and Tim explore why a loyal customer base can make a company attractive to buyers, why reputation needs to be transferable, and why finding the right buyer is about much more than negotiating the highest price.

    In this episode, we discuss:
    • Why entrepreneurship requires constant adaptation, even after nearly a decade in business.

    • How AI has raised the noise floor in content marketing and what entrepreneurs can do differently.

    • Why reaching 500 genuinely interested people might be worth more than reaching 100,000 strangers.

    • The importance of customer relationships, referrals, and long-term brand credibility.

    • Whether strong reputation and customer loyalty should influence business valuation.

    • Why transferring a company's reputation can be one of the biggest challenges during an exit.

    • The emotional difficulty of giving up control and why a strategic buyer might be the better choice.

    One unfiltered takeaway

    A strong reputation takes years to build. But its real business value depends on whether it can survive without you.

    For business owners thinking about an eventual exit, that's an important distinction. Building a successful business is one thing. Building a business someone else can successfully own is another.

    About Tim Sprinkle

    Tim is the founder of Layup, a marketing agency helping financial services companies develop their stories, build credibility, and connect with their audiences.

    He's also a journalist, entrepreneur, and author of Screw the Valley, a book exploring entrepreneurship beyond the traditional startup hotspots.

    And there's more on the way. During our conversation, Tim revealed that he had just submitted the manuscript for his next book to his agent.

    Want to know when it's coming out? So do we. Since the book isn't available yet, your best bet is to follow Tim on LinkedIn. Consider it your inside track before the official announcement.

    About Business Owners Unfiltered

    Business Owners Unfiltered is hosted by Elias Crum and brought to you by BestBonobos, the platform helping business owners prepare, value, and sell their businesses.

    No polished success stories. Just real conversations about building, growing, and eventually exiting a business.

    Learn more: www.bestbonobos.com

    Because building a great business is only half the story.

    Show More Show Less
    20 mins
  • The AI Paradox: More Automation, Less Freedom? | Martin Jokub
    Oct 15 2026

    What if the technology that's supposed to save you time is actually making you busier than ever?

    In this episode of Business Owners Unfiltered, host Elias Crum welcomes Martin Jokub, a digital business architect, serial entrepreneur, and AI automation specialist who has built more than 50 brands and spent over two decades working with digital technology and business systems.

    Martin has a surprising perspective on the AI revolution. While businesses everywhere are rushing to adopt new tools, automate processes, and integrate AI, he argues that many are simply making their operations unnecessarily complicated.

    And he knows what he's talking about. His own digital ecosystem contains more than 600 tools and accounts.

    But Martin also believes AI is fundamentally changing the way businesses operate. He's experimenting with running his business independently, supported by AI agents, and tracking a fascinating new metric: quality decisions per minute.

    Could the future belong to smaller, faster businesses that make better decisions rather than simply employing more people?

    In this episode, we explore:

    • Why business owners often have no idea how many digital tools they're paying for.

    • How unnecessary complexity quietly consumes time and money.

    • Why Martin believes "quality decisions per minute" could become a critical business KPI.

    • How AI allows entrepreneurs to build, test, and improve products dramatically faster.

    • Why speed and experimentation are becoming more important than getting everything right the first time.

    • What AI agents can already do independently, from managing infrastructure to solving technical problems.

    • The paradox of automation: why AI initially made Martin work 16–18 hours a day rather than giving him more freedom.

    • Whether the future of entrepreneurship could mean smaller teams, fewer processes, and more personal freedom.

    The big takeaway: AI isn't just about doing things faster. It's about rethinking how businesses operate, how decisions are made, and what entrepreneurs should actually spend their time on.

    Whether you're running an established business, building a startup, or thinking about your next entrepreneurial chapter, this conversation will challenge the way you think about technology, productivity, and freedom.

    Connect with Martin Jokub

    Website: https://martin.jokub.com/

    LinkedIn: https://www.linkedin.com/in/martinjokub/

    About Business Owners Unfiltered

    Business Owners Unfiltered brings you honest, unscripted conversations with entrepreneurs about building, growing, and sometimes selling businesses. No polished success stories or corporate buzzwords. Just real experiences, hard-earned lessons, and practical insights.

    Hosted by Elias Crum, entrepreneur and co-founder of BestBonobos.

    Discover BestBonobos

    Thinking about selling your business someday? BestBonobos helps business owners understand what their company is worth, improve exit readiness, and prepare for a successful sale — using AI-powered tools.

    Website: https://www.bestbonobos.com/

    Connect with Elias Crum

    LinkedIn: https://www.linkedin.com/in/eliascrum/

    #BusinessOwnersUnfiltered #Entrepreneurship #AI #BusinessAutomation #SmallBusiness

    Show More Show Less
    30 mins
  • Your Business Is Not Your Worth: Tanya Wannemacher on Entrepreneurship, Self-Worth & the Messy Middle
    Sep 30 2026

    What happens when your business becomes part of your identity?

    For many entrepreneurs, a bad month doesn’t just feel like the business is struggling. It starts to feel like you are failing.

    In this episode of Business Owners Unfiltered, Elias Crum talks with Tanya Wannemacher, founder and CEO of Mesh Coaching, about the mental, emotional and spiritual side of entrepreneurship. Tanya helps people understand how their thoughts, emotions and sense of self influence the actions they take and ultimately the results they create.

    We discuss why the traditional entrepreneurial mantra of working harder, pushing through and doing more can eventually work against you. Tanya explains why action absolutely matters, but why sustainable action starts with understanding what is driving it.

    One of the central themes of the conversation is worthiness. Can you separate your self-worth from the performance of your company without losing your ambition?

    Tanya argues that your worth isn’t something you earn through revenue, success, recognition or achievements. Instead of the traditional Do → Be → Have approach, she proposes turning it around:

    Be → Do → Have.

    Who you are and how you see yourself influences what you do. What you do then influences what you create.

    We also explore what Tanya calls the “messy middle”: that long period in entrepreneurship when you are putting in the work but cannot yet see the results. Just like planting something and continuing to water it before anything appears above the ground, entrepreneurship often requires continuing without immediate confirmation that what you are doing is working.

    In this episode we discuss:
    • When healthy entrepreneurial ambition turns into overdoing and overthinking

    • Why entrepreneurs so easily connect business performance to personal self-worth

    • How to stay driven without making success responsible for your happiness

    • Tanya’s concept of the “messy middle”

    • Why Be → Do → Have can be more powerful than Do → Be → Have

    • The difference between circumstances and the meaning we attach to them

    • Why thoughts influence emotions, actions and ultimately results

    • How entrepreneurs can create space between what happens and how they respond

    • Why younger generations could benefit from learning emotional awareness earlier

    • How Tanya combines psychology, neuroscience and spiritual concepts

    • Why even skeptical, results-driven entrepreneurs might benefit from looking beyond goals and execution alone

    This is a different kind of entrepreneurial conversation. Not about another growth hack, sales funnel or business strategy, but about the person behind the company.

    Because building a better business may sometimes start with changing the way you relate to yourself.

    About Tanya Wannemacher

    Tanya Wannemacher is the founder and CEO of Mesh Coaching, where MESH stands for Mental, Emotional and Spiritual Health. Her work focuses on helping people develop greater self-awareness, reconnect with their sense of worth and turn that awareness into intentional action.

    Mesh Coaching: https://www.meshcoaching.com/

    Tanya Wannemacher on LinkedIn: Connect with Tanya on LinkedIn

    About Business Owners Unfiltered

    Business Owners Unfiltered is the podcast for entrepreneurs who want the conversations behind the business stories: the decisions, mistakes, doubts, lessons and experiences that rarely make it into the polished LinkedIn version.

    Hosted by Elias Crum and Sebastiaan Winter.

    Brought to you by BestBonobos

    Thinking about selling your business one day?

    BestBonobos helps business owners understand what their company is worth, how ready it is for a sale, and what they can do today to increase its attractiveness to potential buyers.

    From valuation and exit readiness to preparing your sales documentation and identifying potential buyers, BestBonobos gives entrepreneurs the tools to prepare for a business sale on their own terms.

    Show More Show Less
    31 mins
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