Business Owners Unfiltered

By BestBonobos

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

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FAQs about Business Owners Unfiltered:

How many episodes does Business Owners Unfiltered have?

The podcast currently has 5 episodes available.

Business Owners Unfiltered episodes:

April 07, 2026 Business Owners Unfiltered Episode 5: Bob Graham on Mastering Business Storytelling
This episode is brought to you by BestBonobos, the AI-powered platform to help you sell your business yourself.
In this episode, Bob Graham, CEO of SpearPoint Ink, takes us on a rollercoaster journey from his roots in journalism to creating authority-building books that transform businesses.

Timestamps:
00:00 - Transforming your story: from journalist to business authority
02:44 - Why telling your story is the foundation of marketing
04:12 - The mistake most entrepreneurs make in messaging
05:28 - Building authority that amplifies your business value
07:05 - How process documentation boosts scalability and valuation
09:16 - The truth about business valuations and exit strategies
12:00 - How storytelling connects deeply with your audience
14:01 - AI as a tool for process refinement and documentation
15:50 - The unlearning process: ditching people-pleasing for growth
17:45 - How to realistically evaluate your business's worth
20:36 - Why most business owners overestimate their company's value
22:35 - Building a brand that sells — and why early focus matters
23:55 - The power of bold opinions and unapologetic authenticity
26:23 - Embracing your unique path and resisting crowd opinions
27:16 - Final thoughts: owning your narrative and preparing for exit

Check out SpearPoint Ink, and connect with Bob on LinkedIn!
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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29min
March 31, 2026 Business Owners Unfiltered Episode 4: Robert Jordshaugen on Transforming Healthcare
This episode is brought to you by BestBonobos, the AI-powered platform to help you sell your business yourself.
Today, we spoke with Robert Jordshaugen, founder and CEO of Breakthrough6 and Neurabello and co-founder and CIO of KindBridge Inc.
This episode dives deep into the raw truths of building innovative healthcare startups while balancing mental resilience. Robert Jordshaugen shares his journey tackling industry obstacles, the importance of mental health, and how to truly prepare for fundraising and scaling success.
Timestamps:
00:00 - Welcome and introduction: the journey from healthcare consulting to groundbreaking startup
00:36 - Robert’s background: from gambling addiction aid to depression breakthrough
01:59 - The mission behind Breakthrough Six: revolutionizing depression treatment
02:20 - What attracted Robert to entrepreneurship in healthcare 02:45 - The ups and downs of entrepreneurial life and mental health management
03:31 - Overcoming stress and challenges: staying mentally resilient 04:30 - The reality of investor communications and bad news timing 05:47 - The importance of organized data and due diligence in funding 07:01 - Creating new markets and recognizing opportunities in healthcare
08:42 - Mission focus: tackling the 48 million Americans with treatment-resistant depression
09:44 - Innovations in brain stimulation treatments and fast-impact protocols
11:22 - How B6 is disrupting traditional psychiatry practices with targeted treatments
13:01 - The power of quick, effective treatment for depression and PTSD 15:39 - Entrepreneurial burnout and signs that founders should watch for 16:33 - Common mental health struggles among entrepreneurs
17:35 - The obsession and obsession-driven nature of entrepreneurs 18:26 - Habits to stay grounded: practicing resilience and connection 19:53 - The importance of organization and backup plans in funding 20:50 - Behind-the-scenes of funding timelines and relationship-building with investors
22:31 - How to prepare for and navigate fundraising cycles
23:01 - Building trust and making investment easy through organizing data
24:25 - Crafting an elevator pitch and the importance of storytelling 26:35 - The value of practicing presentations and networking face-to-face
28:08 - Lessons learned the hard way: persistence, connection, and face-to-face meetings
29:58 - Final advice
30:53 - Closing remarks

Check out Robert's businesses:
KindBridge: https://kindbridge.com/
Breakthrough Six: https://www.breakthrough6.com/
Neurabello: https://www.neurabello.com/
Connect with Robert on LinkedIn: https://www.linkedin.com/in/robert-jordshaugen-mba-76335b/
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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32min
March 25, 2026 Business Owners Unfiltered Episode 3: Sebastiaan Winter on Unlocking Entrepreneurial Success
This episode is brought to you by BestBonobos, the AI-powered platform to help you sell your business yourself.
Today, we spoke with Sebastiaan Winter, co-founder of BestBonobos.
What does collecting Christmas trees have to do with selling a business? More than you’d think. In Episode 3, BestBonobos co-founder Sebastiaan Winter takes us through his entrepreneurial journey, from childhood hustles to tackling one of the biggest blind spots in small business ownership: knowing when and how to exit.
Timestamps:
0:01 - Intro & welcome
0:39 - Sebastiaan’s background & early hustles
2:06 - Growing up around family businesses
2:58 - Realizing he was “cut for it”
3:19 - Why partner up instead of going solo
4:25 - Where he gained the most knowledge
6:21 - Surrounding yourself with the right people
6:35 - What inspired Best Bonobos
7:45 - How Best Bonobos differs from traditional valuation
8:50 - Lessons learned building with AI
9:46 - Why selling a business is harder than people think
12:06 - Biggest challenge: getting the message out
13:07 - Vision for the future
14:17 - When to start thinking about exit readiness
15:25 - Practical steps to prepare your business for sale
17:05 - How to emotionally prepare for an exit
17:36 - The mindset that carries him through
18:20 - Final advice for entrepreneurs
18:51 - Closing & how to get on the podcast
20:10 - Outro

Connect with Sebastiaan on LinkedIn
Get a free valuation for your company at bestbonobos.com to maximize the value of your sale at minimal cost.
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21min
March 18, 2026 Business Owners Unfiltered Episode 2: Brian Judson on Navigating Business Sales From a Broker
This episode is brought to you by BestBonobos, the AI-powered platform to help you sell your business yourself.

Today, we spoke with Brian Judson, senior business broker at Best Business Brokers.

Ever wondered what really goes into selling a business? Today, we dive deep with Brian Judson, seasoned business broker of almost 19 years. Brian talks to us about why overpricing a business sabotages your sale before it begins, how emotional readiness influences successful business exit strategies, the impact of networking and community engagement on deal flow, and more.

Timestamps:
00:00 - Introduction to Brian Judson: The broker behind the scenes
02:00 - What attracted Brian to become a business broker?
03:34 - Defining the broker as a gatekeeper and relationship builder
04:15 - How brokers filter unqualified buyers effectively
05:24 - The importance of understanding your client’s mandate and fit
07:13 - Common missteps owners make when selling their business
08:16 - How delegating and planning can drastically improve sale value
09:16 - The emotional side of selling and mental readiness
10:14 - Approaching owners ready to retire: Planning early
12:27 - Navigating the emotional challenges of business exit
14:00 - The reality of valuation myths and misconceptions
15:41 - How offers often get lowballed during due diligence
16:34 - Pricing strategies: When flexibility is key
17:05 - Subjectivity in valuation and multiples in practice
18:03 - Lessons learned from overestimated business value
19:01 - Overpricing: Risks and warning signs in the market
19:58 - What experts overlook about business stability and culture
21:20 - The power of networks and platforms like BizBuySell
23:09 - The future of brokerage with AI and automation
25:32 - Final advice: Start planning early, 2-3 years ahead
26:13 - What makes a business truly valuable?
27:10 - The importance of community involvement for brokers

Links:
Connect with Brian Judson on Linkedin.

Get a free valuation for your company here to maximize the value of your sale at minimal cost here at the BestBonobos website.
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28min
March 11, 2026 Business Owners Unfiltered Episode 1: Elias Crum on Revolutionizing Small Business Exits with AI
This episode is brought to you by BestBonobos, the AI-powered platform to help you sell your business yourself.
Today, we spoke with Elias Crum, co-founder of BestBonobos.
Discover how he began a new venture aimed at empowering small business owners after realizing the unfairness of the status quo. Elias reveals the secrets to preparing your business for a successful sale, using innovative AI tools to simplify the process. Learn how to accurately value your company, create compelling sales materials, and navigate the emotional aspects of selling your life's work.
Timestamps:
00:00 - Who is Elias Crum and why you should listen
02:10 - The power of early preparation before selling
05:28 - The hidden costs brokers charge and how to beat them
12:00 - How AI is transforming small business valuation
17:39 - The end-to-end process for selling your business yourself
20:49 - Avoiding the lowball trap with proper data preparation
25:40 - Addressing AI skepticism and ensuring accuracy in valuations
29:43 - Why Atlanta was chosen for the launch of Best Bonobos
33:12 - The partnership story with Sebastian and market gaps filled
39:00 - The bold message: Start preparing today for a better tomorrow

Links:
Connect with Elias on LinkedIn
Get a free valuation for your company here to maximize the value of your sale at minimal cost here at the BestBonobos website.
...more
41min

FAQs about Business Owners Unfiltered:

How many episodes does Business Owners Unfiltered have?

The podcast currently has 5 episodes available.