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Business Owners Unfiltered

Business Owners Unfiltered

Written by: BestBonobos
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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
  • Business Owners Unfiltered Episode 8: Kathryn Smith on The Hidden Hardships of Entrepreneurship
    May 11 2026

    This episode is brought to you by BestBonobos, the AI-powered platform to help you sell your business yourself. Today, we spoke with

    Today, we spoke with Kathryn Smith, founder of Walton Birch, specializing in web development and marketing consulting. We dive into why most depictions of entrepreneurship are off the mark, the importance of understanding exit strategies from day one, the real skills that matter for new entrepreneurs, and more.

    Timestamps:

    00:00 - Welcome & why entrepreneurship isn’t what you think 01:01 - Kathryn's unlikely journey from corporate to CEO 02:33 - The unpredictable, messy reality of starting a business 03:09 - Common misconceptions about entrepreneurs in popular culture 04:17 - Why most depictions of entrepreneurship are inaccurate 05:24 - Is entrepreneurship teachable? Lessons from an MBA 07:02 - The romanticized vision vs. the real grit of entrepreneurship 08:02 - Changing social views on side hustles and small businesses 09:00 - Challenges faced when starting a service-based business 11:46 - The importance of planning for exit from the beginning 12:39 - How to recognize the value of your business early on 13:39 - Exit planning as a crucial part of your business model 14:08 - Building a brand separate from yourself for future sale 15:08 - The overlooked value in business preparation and mindset 16:26 - How conversations can reveal hidden business potential 17:19 - Staying flexible and continuously pivoting your business 18:07 - Mentorship, giving back, and supporting the next generation 19:16 - The struggle of starting from scratch and why education helps 21:25 - Dispelling fears around not knowing enough skills 22:44 - Essential business knowledge: finance, marketing, legal 25:20 - Sales as a core skill for service entrepreneurs 27:12 - Networking, relationships, and making sales in a service business 28:47 - Constantly being in “sales mode” as an entrepreneur 30:17 - The value of coaching clients directly through social platforms 32:09 - Leveraging podcasts to build trust and attract clients 33:35 - The power of visibility and relationship-building through podcasting 34:26 - Preparing to exit: why intentional planning is key 36:00 - Summing up: Be bold, be strategic, plan your exit early 37:00 - Resources & how to connect with Kathryn and BestBonobos Resources & Links: Walton Birch: https://waltonbirch.com/ Kathryn Smith on LinkedIn: https://www.linkedin.com/in/kathrynrsmith/ Thank you so much for listening. If you want a free valuation of your company and a step-by-step platform on how to sell your business yourself by yourself before committing to brokers, sign up for BestBonobos today here at https://bestbonobos.com/

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    36 mins
  • Business Owners Unfiltered Episode 8: Roman Rodomansky on Building a Culture-First Tech Company
    Apr 29 2026

    This episode is brought to you by BestBonobos, the AI-powered platform to help you sell your small business yourself. Today, we spoke with Roman Rodomansky, COO and Co-founder of Ralabs, a software development company originating in Ukraine. We're diving deep into Roman's transition from engineering to entrepreneurship over 10+ years, the highs and lows of his various ventures, and all the lessons he learned along the way, like how important values and culture is when curating his team. Timestamps: 00:00 - Introducing Roman Rodomansky and his entrepreneurial background

    00:16 - Roman’s decade-long journey from engineering to founding businesses

    01:19 - Offline vs online mindset: The engineer’s dream of tactile creation

    02:08 - Experiments with retail and offline shops — what worked and what didn’t

    03:18 - The role of AI in differentiating modern businesses

    04:28 - Why offline presence still holds value in a digital world

    05:47 - The flower subscription venture: Breaking down why it failed

    06:47 - The challenges of scaling a local flower shop into a nationwide business

    07:40 - Cultural nuances in consumer demand for flowers and occasions

    09:07 - Learning from early ventures: The value of experience over ROI

    09:22 - Roman’s flagship company, Rallops: Building a web and AI-driven service firm

    10:15 - The culture of innovation and team empowerment at Rallops

    11:26 - How to foster honesty and boldness in client-facing teams

    12:38 - The company's client-first philosophy and unique problem-solving approach

    13:40 - The importance of knowledge sharing within a tech company

    14:16 - Hiring, nurturing, and evolving a 150-person team in Ukraine

    16:15 - Continuous learning and the role of AI in Roman’s growth journey

    17:02 - What Roman is currently learning: Focus on AI and new tech trends

    17:31 - Roman’s experience in teaching and volunteering to educate future developers

    20:15 - The rewarding stories of students transitioning into IT careers

    22:21 - Wrapping up: Future discussions, part two, and ongoing stories Resources & Links: Ralabs: https://ralabs.org/ Ralabs Monthly AI Digest Podcast: https://youtube.com/playlist?list=PL_y083Co1bbBXj9LeoOzKEgJhtjnJ-xAL&si=mO0kNKMC4VREDfT6 Roman Rodomansky on LinkedIn: https://www.linkedin.com/in/rodomansky/

    Thank you so much for listening. If you want a free valuation of your company and a step-by-step platform on how to sell your business yourself by yourself before committing to brokers, sign up for BestBonobos today here at https://bestbonobos.com/

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    23 mins
  • Business Owners Unfiltered Episode 7: Andrew Yasynyshyn on Outsourcing in the Age of AI
    Apr 23 2026

    This episode is brought to you by BestBonobos, the AI-powered platform to help you sell your business yourself. Today, we spoke with Andrew Yasynyshyn, CEO and Co-founder of Ralabs, a software development company (the one who built BestBonobos actually). We're diving deep into how outsourcing, especially amidst the AI revolution, can skyrocket your business growth, making it faster, smarter, more scalable. If you're tired of slow growth and endless hiring hassles, this episode is your wake-up call! Timestamps:

    00:00 - Introduction to outsourcing for small businesses and SaaS founders

    00:36 - How Best Bonobos chose outsourcing to build their platform 01:33 - Andrew shares insights on his background and music instruments

    02:37 - The significance of cultural fit when outsourcing globally

    03:55 - How to approach outsourcing versus building in-house

    04:12 - Key factors like geography, culture, and long-term partnership 05:05 - Rational decision-making in outsourcing

    06:08 - The pitfalls of hiring freelancers and the value of outsourcing companies

    07:09 - The importance of company culture and communication

    08:04 - Outsourcing options in Europe, Asia, and South America

    09:01 - How cultural differences affect remote work expectations

    10:29 - Direct feedback, transparency, and integrity in outsourcing relationships

    11:32 - Common mistakes including lack of face-to-face interaction and budget mismatch

    12:24 - The importance of thorough vendor research and presence of technological expertise

    13:22 - How to avoid failures by selecting transparent, aligned outsourcing partners

    14:25 - The danger of rushing hiring decisions and lack of options

    15:21 - The importance of human connection in outsourcing success 16:12 - Risks of automating away critical roles—like security and customer service

    17:27 - Focus on client relations, face-to-face engagement, and trust-building

    18:42 - Evaluating outsourcing partners based on recent tech agility and updates

    21:14 - How staying on top of AI tech makes outsourcing more strategic and scalable

    23:12 - Andrew's insights on AI's rapid evolution and its impact on outsourcing

    27:36 - Final insights: AI enables faster scaling and higher company valuation

    28:03 - Practical steps to boost development productivity this week 29:02 - The importance of human oversight in AI-driven development 30:14 - Preparing your team for the next leap in software speed and security Resources & Links:

    Ralabs: https://ralabs.org/

    Andrew's newsletter: https://ralabs.org/updates-from-the-ceo-who-codes/

    Andrew Yasynyshyn on LinkedIn: https://www.linkedin.com/in/andrii-yasynyshyn/ Thank you so much for listening. If you want a free valuation of your company and a step-by-step platform on how to sell your business yourself by yourself before committing to brokers, sign up for BestBonobos today here at https://bestbonobos.com/

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    32 mins
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