Key steps, valuation strategies, exit planning tips, and real stories from business owners on preparing and executing a successful business sale.
Nick Berry interviews John Barnes, CFP and co-founder of Pendleton Street Business Advisors, on financial planning for business owners. John covers what to do with business profit, linking business and personal plans, emergency and exit planning, and why tax advice is not financial advice.
Nick Berry interviews Abby Donnelly, executive coach and author of “An Insider’s Guide to Succession and Exit,” to unpack business succession planning, exit strategy, leadership transition, successor development, and building a fulfilling portfolio life after selling a business.
M&A veteran David McCombie, founder of McCombie Group and author of Selling Your Business with Confidence, explains how mid-market owners can sell your business for maximum value, avoid common exit mistakes, and leverage private-equity strategies without the regret that haunts 75 % of sellers.
Austin Peterson, Certified Financial Planner and Co-Founder of Backbone Planning Partners, shares strategic insights on building transferable business value, smart cash flow management, and effective exit planning.
In a unique role-reversal, Interview Connections founder Jessica Rhodes steps in as guest host to interview Nick Berry—entrepreneur, advisor, and founder of Redesigned.Business—about his own business owner’s journey. Nick opens up about building and exiting multiple companies, the difference between creating a scalable asset versus owning a glorified job, and how business design can position your company for long-term success, even if you never plan to sell. He shares how bespoke partnerships shaped his best exits, what green and red flags he looks for in operating partners, and how to build with purpose and structure. If you want to shift from founder chaos to clarity, this episode delivers actionable insight, real-world experience, and those rare “aha” moments.
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Kiri Masters Discusses the Challenges of Business Ownership on The Business Owner's Journey Podcast. Kiri Masters is an acclaimed entrepreneur, award-winning writer, and expert in online retail. She founded Bobsled Marketing, a digital marketing agency specializing in retail marketplaces, which she successfully exited in 2022. Kiri is also a podcast host and personal brand coach. In this episode of "The Business Owner's Journey," Kiri shares her entrepreneurial journey, discussing how she built and sold Bobsled Marketing, and offers insights into personal branding and the importance of peer groups for business owners. Her insights are invaluable for any business owner looking to grow their business and develop as a leader. Kiri's emphasis on the importance of a support system, including peer groups and coaches, is a testament to the fact that success in business is not a solo journey. Her approach to balancing work and personal life, especially after becoming a parent, offers practical advice for maintaining mental health and avoiding burnout.