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Planning for the next stage of your business doesn't mean the end—it means taking control of your future. But for many founders, the thought of "exit planning" feels uncomfortable. How do you prepare to leave the company you built without losing what you've created—or yourself in the process?
Todd Krough, a seasoned Wealth Advisor at UMB Bank, brings over 30 years of experience helping business owners prepare for what's next. As President of the Exit Planning Institute's Twin Cities Chapter and a Certified Exit Planning Advisor (CEPA), Todd helps entrepreneurs understand the true value of their business, bridge the "value gap," and plan for life beyond ownership.
In this episode, Todd shares how to build a business that's both enjoyable to run and ready to sell, the importance of having a trusted advisory team, and how to approach exit planning with clarity instead of fear.
Quotes" It's very difficult for business owners to part with their company—it's like a second or third child. That's why we say: grow or go. Either build it to where it needs to be or prepare to transition it confidently. "
" Most owners have 90% of their wealth tied up in their business. Seeing that on paper changes everything—it gives them clarity and urgency. "
" The most trusted advisor is often the wealth advisor, because we're there before, during, and after the sale. We see the full journey. "
" Exit planning isn't just about selling—it's about helping a business continue, protecting employees, families, and communities. "
1. Start early and assess often. Exit planning isn't a last-minute task—it's a long-term strategy that strengthens your business today and secures your future tomorrow.
2. Understand your value gap. Many business owners don't know their true valuation. Identify how much you need for your next chapter, and whether you need to grow before you go.
3. Build a team-based approach. Coordinate your wealth advisor, CPA, attorney, and business coach so everyone is aligned. Working in silos reduces value and increases risk.
4. Prepare your business to run without you. Owner dependency scares buyers and limits freedom. Strengthen leadership and systems to make your company more sellable—and easier to manage now.
5. See your wealth beyond the business. Diversify into investments, retirement accounts, and philanthropy planning to reduce risk and increase peace of mind before and after an exit.
ConclusionExiting your business shouldn't be a rushed decision—it should be a strategic evolution. With proper planning, the right advisors, and a clear understanding of value, you can create freedom, security, and a lasting legacy. Whether you're looking to grow or go, Todd Krough reminds us: planning ahead isn't just smart business—it's peace of mind.
Links MentionedGuest Links: LinkedIn: Todd Krough: https://www.linkedin.com/in/todd-krough-cepa%C2%AE-66520021/ Email: [email protected] Website: UMB Bank - https://www.umb.com/
Exit Planning Institute Twin Cities Chapter: EPI Twin Cities - https://exit-planning-institute.org/chapter/epi-twin-cities-chapter
Imagine pouring everything into building a breakthrough fintech solution — only to hit a wall when it's time to sell into banks and enterprise buyers. It's not the technology holding you back… it's the go-to-market strategy. For many founders, especially technical ones, this is the painful bottleneck that stalls growth and burns investor confidence.
In this episode, Stacy Bishop — a 25+ year revenue leader in banking and financial technology — reveals what actually moves deals forward in highly regulated industries. She explains why traditional B2B playbooks often fail in fintech, and how founders can shift from "pitching features" to building trust, alignment, and momentum inside complex buying organizations.
Quotes:
"You can have the best product in the world — but if the bank doesn't know how to buy it, you're not getting the deal."
"Slow down to go fast. A thoughtful sales process accelerates revenue more than brute-force activity."
"Great sellers don't chase champions — they create them by simplifying the internal journey."
Takeaways:
Winning in fintech requires process maturity, not just product innovation — buyers need a clear path to adoption and compliance.
Discounting isn't a strategy — value clarity and stakeholder alignment close deals faster and stronger.
The fastest-growing fintechs invest early in sales and marketing readiness, long before they feel "big enough" to do so.
Conclusion:
This conversation reminds us that enterprise success isn't about chasing every opportunity — it's about equipping customers to say yes. By prioritizing enablement, credibility, and the realities of how banks buy, fintech leaders can unlock consistent revenue growth and build companies that last.
Links Mentioned:
Website: stacybishop.com sellingfintech.kit.com/e1ec3c973c
Guest Links:
LinkedIn: https://www.linkedin.com/in/stacybishop
Imagine spending years — maybe decades — building a successful company, only to discover when you're finally ready to sell… you can't get the value you deserve. For many middle-market business owners, this is exactly what happens. Whether due to lack of preparation, unclear financials, or misalignment with investors, the dream exit can quickly become a disappointing reality.
In this episode Marc Barbeau, Vice President of Business Development at Forte One Capital, breaks down what truly drives a successful exit — especially in today's private equity-dominated market. He shares why so many owners underestimate the timing and strategic planning required, and how bringing in the right partners early can dramatically increase valuation and ensure long-term continuity for the business and its people.
Quotes:
Takeaways:
Conclusion:
This conversation highlights one essential truth: if you want a successful exit, you must think like a buyer long before you become a seller. By preparing early, investing in professional advisory, and prioritizing strategic growth, business owners can secure outcomes that honor their legacy and unlock the future they've worked so hard to build.
Links Mentioned:
Website: forteonecapital.com
Guest Links:
LinkedIn: linkedin.com/in/marc-barbeau-cepa-0386a74
Are you a founder in the $1M–$10M range, striving to scale your service-based business without giving up control or burning out? Kim Folsom, founder and CEO of Founders First Capital Partners, champions a transformative approach: helping entrepreneurs just like you gain access to growth capital, build recurring revenue, and evolve into effective business leaders. Drawing on her experience founding six startups, raising over $30 million, and supporting hundreds of founders, Kim's methods are rooted in discipline, adaptability, and continuous peer learning.
Kim stresses the importance of architecting your business for sustainable growth, harnessing systems and capital options that align with the unique journeys of women- and minority-led businesses. Her approach: set clear milestones, prioritize recurring revenue, seek the right support, and evolve your mindset as your company enters new phases.
Quotes:
"The importance of not just having a great idea, but the ecosystem…is key. You need to have a great distribution system to be able to scale."
"Setting goals—and having the discipline of weekly, monthly, quarterly reviews—is foundational."
"What got you here won't get you there... As companies grow, it's very important that they evolve—and evolve the advisors that they use."
Takeaways:
Build Recurring Revenue: Move away from project-dependent business models to create stable, predictable cash flow.
Systematize Growth: Use tested frameworks (Lean Startup, EOS) to set, review, and adapt business goals.
Peer and Advisor Networks: Join groups of similar-stage founders to learn, grow, and "look around the corner" for what's next.
Capital Fit: Understand all funding options—venture, revenue-based, working capital—and match them to your real needs.
Evolve Mindset: Be willing to change your own role—and your team's—as you hit new revenue milestones.
Conclusion: By combining deliberate systems, the right capital, and growth-minded networks, founders can move beyond day-to-day survival and build thriving, sustainable businesses—without sacrificing control or vision. Kim Folsom's strategies focus on empowerment, inclusivity, and preparing service-based businesses to scale with support.
Links:
• Website: foundersfirstcapitalpartners.com
• LinkedIn: linkedin.com/in/kimtfolsom
Digital transformation and sustainable revenue growth are top priorities for modern businesses, but many face challenges such as stalled sales, founder-led organizations, and lack of process. In this episode of the B2B Growth Blueprint Podcast, host Mark Osborne welcomes fractional Chief Revenue Officer Susan Cashin to discuss strategies for overcoming these hurdles. Drawing on her experience helping companies scale from start-up to exit, Susan shares her approach to sales process, team building, and how AI tools are changing the landscape for both sales and exit planning.
Key Takeaways:
Sales as a Structured Process – True growth requires more than hustle; businesses need repeatable systems, documentation, and effectiveness metrics.
Hitting Revenue Roadblocks – Companies often plateau at certain revenue marks ($1M, $5M, $10M, $50M). Breaking through requires foundational work in people, process, and performance.
AI and Automation in Sales – AI is best used as a productivity tool. It automates note-taking, lead generation, and enables affordable, custom sales playbooks, allowing salespeople to focus on human connection and consultative selling.
Founder Dependence Hinders Value – Founder-driven sales may grow revenue, but reduce company value for buyers. Transitioning to scalable, documentable systems and teams is critical, especially for planned exits.
Preparing for a Successful Exit – Companies with documented processes, diversified customer bases, and team-driven sales achieve higher valuations and attract more buyers.
Emotional Side of Change – Many founders struggle when old strategies no longer work. Outside consultants bring structure, clarity, and hands-on support.
Selected Quotes:
"Sales is the revenue-generating department. Without a foundation—people, process, and performance—you can't scale or exit successfully."
"AI won't replace salespeople, but those who embrace AI will outpace those who don't."
"The more valuable you are to your company, the less valuable your company is—documenting and delegating is key to exit value."
"Growth starts with the right people, strong processes, and clear metrics. That's how you create sustainable, repeatable results."
Conclusion: Sustainable business growth and successful exits don't happen by accident—they require structured sales foundations, a willingness to embrace new tools like AI, and a shift from founder-led to team-driven organizations. Leaders who invest in process, empower their teams, and plan for the future are best positioned to adapt, grow, and maximize their company's value in every stage of the journey.
If you're a founder or leader feeling sales stall or struggling to scale, connect with Susan Cashin for tailored strategies and hands-on implementation.
Connect with Susan Cashion:
Website: growthwiseconsultinginc.comt
Linkedin: linkedin.com/in/susancashion
Candy Messer, founder of Affordable Bookkeeping and Payroll Services, joins host Mark Osborne to share how entrepreneurs can move beyond the stress of handling every detail themselves and build businesses that run smoothly with proper systems in place. With her expertise as a profitability advisor and host of the Biz Help For You podcast, Candy brings over 20 years of experience helping business owners reduce overwhelm, delegate effectively, and create sustainable processes. She emphasizes that true growth doesn't come from doing everything yourself but from empowering teams, tracking performance, and building trust so leaders can focus on long-term vision and profitability.
Key Takeaways:
• Delegate with Trust: Many entrepreneurs get stuck as bottlenecks because they try to do everything themselves. Growth comes from training and empowering others, even if it means mistakes will happen along the way. • Track Time and Efficiency: Using tools like time tracking allows owners to see where their team is spending energy and how to optimize productivity without micromanaging. • Build Systems and Processes: Documenting workflows ensures consistency, enables delegation, and makes the business less dependent on one person. • Plan for Absence: Entrepreneurs should design their businesses to keep running even if they step away. Proper delegation and systems allow owners to take breaks without the company suffering. • Focus on Profitability, Not Just Revenue: Many small businesses chase growth in sales but fail to analyze whether they're truly profitable. Candy stresses the importance of monitoring expenses, margins, and cash flow for long-term success.
Quotes:
• "As business owners, we think no one can do it as well as we can, but when we let go, we realize others can often do it better." • "Tracking time isn't about control—it's about finding efficiencies and freeing people to focus on what they do best." • "If you don't document your processes, your business can't run without you—and that limits growth." • "Revenue is great, but if you're not profitable, you're just working harder for less."
Conclusion Scaling a small business requires moving beyond the mindset of doing everything yourself. By delegating tasks, documenting processes, and focusing on true profitability, entrepreneurs can reduce stress and build sustainable companies that thrive even when they step away. Candy Messer's insights remind leaders that freedom and growth come not from control, but from systems and trust.
Connect with Candy Messer: • Website: affordablebookkeepingandpayroll.com • LinkedIn: linkedin.com/in/candymesser • X (Twitter): @AffordableBP
Selling or transitioning out of a business is one of the most important decisions an owner will ever make. But how do you know when it's time to plan your exit? How can you maximize value while ensuring continuity for your employees, customers, and legacy?
Neil Isaacs is a seasoned business intermediary with over a decade of experience helping owners sell their companies. As the founder of VR Business Brokers of the Triangle, he has guided hundreds of entrepreneurs through complex ownership transitions, from valuation and marketing to closing. Whether you're thinking about selling now or simply preparing for the future, Neil shares his proven insights on how to plan ahead, position your business, and achieve the outcome you want.
Quotes:
"A business is often an owner's largest financial asset. Treating it like one—planning ahead and increasing its value—is essential."
"Exit planning isn't just for people ready to sell today. It's about running your company as if it's always for sale, so you're ready whenever the time comes."
"The more transferable your business is without you, the more attractive it becomes to buyers."
Takeaways:
Begin exit planning years before you're ready to sell to increase both value and marketability.
Run your business as though it's always for sale: build systems, processes, and teams that operate independently of the owner.
Understand the difference between what your business is worth to you emotionally versus its true market value.
Engage with professionals—brokers, accountants, and advisors—who can provide objective guidance and ensure a smoother transition.
Market your business confidentially and strategically to attract the right buyers without disrupting operations.
Conclusion: By treating your business like an investment, creating transferable systems, and planning well in advance, you can control your exit rather than letting it control you. With the right preparation and guidance, business owners can achieve a sale that preserves value, continuity, and peace of mind.
Links Mentioned: Guest Links: LinkedIn: https://www.linkedin.com/in/neilisaacs
Driving innovation isn't easy for any business leader. The methods that brought success yesterday may not secure growth tomorrow. But how do you know when it's time to rethink your approach? How can you ensure your team's efforts align with what customers actually need?
Tony Ulwick is the founder and CEO of Strategyn and a pioneer of the Outcome-Driven Innovation (ODI) and Jobs-to-be-Done (JTBD) frameworks. For decades, he's helped organizations identify unmet customer needs and turn them into predictable, repeatable innovation. Whether you're launching new products, entering new markets, or streamlining operations, Tony offers practical guidance to help you innovate with confidence. In this episode, Tony shares hard-won insights on transforming uncertainty into strategy.
Quotes:
"Innovation isn't about guessing—it's about understanding customers' desired outcomes and delivering on them."
"When you align your team around measurable outcomes, you remove the risk from innovation."
"Most companies fail at innovation not because they lack ideas but because they lack a proven process."
Takeaways: -Stop guessing at customer needs—use the Jobs-to-be-Done framework to define outcomes before building solutions. -Build cross-functional teams that align around customer outcomes instead of internal assumptions. -Apply data-driven insights to make innovation predictable rather than risky. -Evaluate whether your team has the right skills to execute and scale your vision. -Bring in outside expertise or frameworks when navigating critical growth inflection points.
Conclusion: Organizations that embrace Outcome-Driven Innovation can shift from unpredictable experiments to consistent growth. By aligning teams around customer outcomes and applying proven frameworks, companies can outperform competitors and deliver value with confidence.
Links Mentioned: Guest Links: LinkedIn: https://www.linkedin.com/in/tonyulwick
Joe Ort, founder and CEO of RevOps Inflection, joins host Mark Osborne to discuss how B2B companies can scale from founder-led sales to a sustainable, repeatable revenue engine. Joe shares insights from his 15+ years of experience helping companies grow from $10 million to over $100 million in revenue by aligning sales, marketing, and customer success. He emphasizes that successful growth isn't just about adopting new technology; it's about a people, process, and tools approach that focuses on a holistic view of the customer lifecycle.
In this episode, Joe and Mark explore how businesses can move beyond traditional sales operations to a full-scale revenue operations (RevOps) model, providing actionable advice for leaders navigating this transition.
Key Takeaways:
Focus on Productivity: RevOps is defined by its focus on productivity, which is the combination of efficiency (doing things faster) and effectiveness (doing the right things). The goal is to make the entire revenue engine work smarter.
Systemize Founder-Led Sales: Companies that rely on founder-led sales hit a bottleneck. To scale, they must document and systematize the founder's knowledge into a repeatable sales process that new hires can follow.
Start with Fundamentals: Don't get overwhelmed by the vast number of MarTech and RevOps tools. A company's first step should be to define its Ideal Customer Profile (ICP) and a repeatable process. Only then should they look for tools that can support and accelerate that process.
Leverage "Fuzzy Math": Go-to-market data is often messy, but it doesn't have to be perfect to be useful. As Joe says, "fuzzy math over time shows trends." Focus on directional insights and look for patterns rather than getting lost in false precision.
The Future is in Customer Data: The next frontier of RevOps is using customer success data to drive top-of-funnel growth. By understanding what existing customers love about a product, companies can identify "lookalikes" and build a flywheel effect that generates new, high-quality leads.
Quotes:
"Most RevOps people will tell you they fell into the role. It's not something that you say, this is what I want to be when I grow up."
"If you have a bad process, that's just going to help you do bad things faster."
"It's people, process, then tools. It's not tools to come up with what the process is that your people are going to use."
Conclusion:
Scaling a B2B company requires moving beyond ad-hoc strategies and into a structured, data-driven revenue model. By focusing on people and process before adopting new technology, organizations can build a resilient and profitable growth engine that provides a sustainable competitive advantage.
Connect with Joe Ort:
Website: www.revopsinflection.com
Linkedin: https://www.linkedin.com/in/josephort/
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