Preparing for Sale: Dave Parker on What Founders Get Wrong Before They Sell

Preparing for Sale: Dave Parker on What Founders Get Wrong Before They Sell

Episode Overview Dave Parker has founded six companies, sold three, and watched the exit process blindside founders at every turn. Not because the process is complicated, but because so much of it is invisible until you are already in the middle of it. His thesis is direct: founders should run the private equity playbook on their own businesses before a buyer ever arrives. Extract the value yourself. Then present it. What the Episode Explores • Why the revenue model you choose can dramatically change your enterprise value before you ever talk to a buyer • The four primary exit paths, IPO, strategic buyer, private equity, and ESOP, and which ones apply to which kinds of businesses • How to run two playbooks simultaneously: strategic value and financial value • Why pricing models, subscription structures, and recurring revenue reframe how buyers calculate what your company is worth • The five product-market fit factors that determine whether your financial model will hold up in a deal • Why founders should track enterprise value metrics on a quarterly dashboard, the same way they track revenue and EBITDA • What Dave would do differently if he were starting his first company today Lessons That Stay With You So much of the exit process is opaque until you are in the middle of it. By then, it is too late to fix the things that matter. The private equity firm will run the playbook on your business after they buy it. The question is whether you run it first. How you price your product is not just a go-to-market decision. It is a valuation decision. Enterprise value metrics belong on your board deck. Not just operational KPIs. Customer concentration is not just a risk flag. It is a deal structure risk that affects how much you walk away with. Moments That Linger "From the founder's perspective, so much of this process is opaque until you're in the middle of it. And then when you're in the middle of it, you're like: how come I didn't know this?" "You want to run the private equity playbook for yourself, extract as much of that value as possible, and then present to a private equity or a strategic buyer." "I went from having somebody in my corner to having nobody in my corner. And I think that's really our only mission, helping founders get great exits." About the Guest Dave Parker is a six-time founder with three exits, and a three-time venture capitalist with more than 80 investments. After more than 25 exits as a founder, operator, board member, and advisor, he founded Get Trajectory — a firm with one mission: great exits for founders. Dave is a board member, keynote speaker, non-profit professional, and published author of Trajectory: Startup. gettrajectory.com About the Host Kevin Bonfield is a strategy advisor and operator with more than twenty years of experience helping mid-market companies scale through complexity, transition, and growth. As the founder of Concentre, Kevin works with founders and private equity-backed companies to strengthen operating models, leadership capability, and organizational readiness ahead of critical growth and transition events. Through The Mid-Market Edge Podcast, Kevin brings forward practical conversations focused on the realities of leadership, scale, integration, and value creation inside mid-market organizations. Connect with Dave Parker: gettrajectory.com [https://gettrajectory.com] | dave@gettrajectory.com [dave@gettrajectory.com] | https://www.linkedin.com/in/daveparker/ [https://www.linkedin.com/in/daveparker/] Follow The Mid-Market Edge: https://www.linkedin.com/company/mid-market-edge-podcast/ [https://www.linkedin.com/company/mid-market-edge-podcast/] | www.midmarkedge.com [https://www.midmarkedge.com] Connect with Kevin Bonfield: concentre.net [https://concentre.net] | https://www.linkedin.com/in/kevinbonfield/ [https://www.linkedin.com/in/kevinbonfield/]

Preparing for Sale: Patrick O'Connell on What Buyers Know Before You Do

Episode Overview Most sellers go to market thinking they know what their business is worth. The number in their head is built on years of ownership, not on what a professional buyer sees when they open the books. Patrick O'Connell has worked on hundreds of deals from both sides of the table, and the pattern is consistent: the sellers who arrive prepared control the process. The ones who don't hand that control to the buyer team the moment diligence begins. What the Episode Explores • The difference between reported EBITDA and defensible EBITDA • Why a sell-side quality of earnings shifts negotiating leverage back to the seller • How buyer type — strategic versus private equity — shapes valuation multiples • What happens when a business goes to market with declining earnings, and how to recover • Why investment bankers who skip the sell-side QoV become the finance function of the deal • Where AI fits in deal-making, and where human judgment still decides outcomes Lessons That Stay With You Buyers are not buying your history. They are buying their confidence in the future. A quality of earnings report is not a compliance exercise. It is a diagnostic that tells you what to fix before buyers find it. The trailing twelve months is the most important number in your deal. Recency matters more than the story you tell about it. Leverage in a transaction belongs to whoever controls the numbers first. Building a great business and building a sellable business are related disciplines. They are not the same one. Moments That Linger "Fire yourself from being the finance and accounting function of your deal." "You don't want a buy-side due diligence team to dictate valuation. You want to start with your own work conducted." "When we step into a target company and they don't prepare this, we have significant leverage over their deal team." About Patrick O'Connell Patrick O'Connell is the founder of O'Connell Advisory Group (OAG), a financial due diligence firm serving entrepreneurs, private equity groups, and independent sponsors navigating lower middle market M&A transactions. A serial entrepreneur since childhood with deep roots in traditional transaction advisory, Patrick built OAG around a belief that smaller business owners deserve the same rigor and diligence quality typically reserved for large-cap deals. His firm provides Quality of Earnings (QoV), transactional tax, and valuation advisory, working on both the buy side and the sell side to help clients understand what their numbers actually say before a buyer does. About the Host: Kevin Bonfield Kevin Bonfield is a strategy advisor and operator with more than twenty years of experience helping mid-market companies scale through complexity, transition, and growth. As the founder of Concentre, Kevin works with founders and private equity-backed companies to strengthen operating models, leadership capability, and organizational readiness ahead of critical growth and transition events. Through The Mid-Market Edge Podcast, Kevin brings forward practical conversations focused on the realities of leadership, scale, integration, and value creation inside mid-market organizations. Connect with Patrick O'Connell: LinkedIn [https://www.linkedin.com/in/patrick-o-connell-3b235177] | OAG Website [https://oconnelladvisorygroup.com/] If you'd like to copy of OAG's 2026 Independent Sponsor Market Report: Email [%20contact@oconnelladvisorygroup.com] Subscribe to The Mid-Market Edge: Youtube [https://www.youtube.com/@Mid-MarketEdgePodcas]t | Apple Podcast [https://podcasts.apple.com/us/podcast/the-mid-market-edge/id1846931727] | LinkedIn Page [https://www.linkedin.com/company/mid-market-edge-podcast/] Connect with Kevin Bonfield: concentre.net [https://concentre.net] | midmarketedge.com [https://www.midmarketedge.com/] | LinkedIn [https://www.linkedin.com/in/kevinbonfield/]

Preparing for Sale: Building a Business That Transfers Well

Episode Title Preparing for Sale: Building a Business That Transfers Well Episode Overview Most owners spend years building a business that runs well and very little time building a business that transfers well. In the opening episode of the Preparing for Sale series, Kevin Bonfield introduces the operational, financial, and leadership realities that shape business transitions and successful exits. The conversation explores the gap between a business that generates cash flow and a business that is truly transferable. Kevin examines the factors that influence enterprise value, including owner dependency, customer concentration, operational clarity, leadership depth, diligence readiness, and the emotional transition founders experience during the sale process. The episode also frames one of the central themes of the series: preparing for sale is not an event. It is a capability built over time through intentional decisions about structure, governance, operations, and leadership. What the Episode Explores • The difference between running a business and building a transferable asset • Why enterprise value depends on continuity and transferability • Common gaps that reduce valuation during diligence • The role of leadership depth and operational clarity • Why many business exits are involuntary • The emotional side of founder transition and identity • How preparation changes the sale process Lessons That Stay With You A profitable business is not always a transferable business. Buyers are purchasing continuity, not just earnings. Preparation for sale begins long before the process officially starts. Operational clarity builds trust during diligence. Founder readiness matters as much as business readiness. Moments That Linger "Building a great business and building a sellable business are related, but they're not the same discipline." "Buyers aren't just buying earnings. They're buying continuity." "The big question is: does this business work without you?" About the Host Kevin Bonfield is a strategy advisor and operator with more than twenty years of experience helping mid-market companies scale through complexity, transition, and growth. As the founder of Concentre [https://www.concentre.net/], Kevin works with founders and private equity-backed companies to strengthen operating models, leadership capability, and organizational readiness ahead of critical growth and transition events. Through The Mid-Market Edge Podcast [https://www.midmarketedge.com/], Kevin brings forward practical conversations focused on the realities of leadership, scale, integration, and value creation inside mid-market organizations. concentre.net [https://www.concentre.net/] midmarketedge.com [https://www.midmarketedge.com/] midmarketedge@concentre.net [midmarketedge@concentre.net]

Intelligent Integration: What Actually Makes Integration Work

Episode Title Intelligent Integration: What Actually Makes Integration Work Episode Overview After several conversations with operators, founders, advisors, and integration leaders, Kevin Bonfield steps back to reflect on the patterns that consistently surfaced throughout the Intelligent Integration series. The conclusion is straightforward. Integration does not begin after close. It begins much earlier, often during diligence, through the decisions teams make about leadership, operating structure, communication, governance, and accountability. In this episode, Kevin synthesizes the lessons shared across the series and explores the operational realities that determine whether integration builds momentum or creates drag. The discussion focuses on clarity, cadence, trust, decision rights, and the importance of treating integration as a repeatable capability rather than a one-time event. The episode also revisits practical insights shared by guests throughout the series, including Sagar Pandya, Chauncey Lane, Jeff Helfgott, Sarah Martin, Eric Singer, and Bobby Achettu. What the Conversation Explores • Why integration starts before close • How clarity reduces operational friction • The role trust plays during integration • Why integration should be treated as a capability • The importance of operating cadence and decision rights • Common green flags and red flags during integration • How repeatable systems strengthen acquisition platforms Lessons That Stay With You Integration planning is not separate from diligence. It runs alongside it. Clarity is not something teams eventually discover. It is something leaders choose. The pain in integration is rarely lack of effort. It is unclear ownership and unclear sequencing. Integration becomes more effective when treated as a capability that compounds over time. Trust grows when expectations are explicit. Moments That Linger "Integration doesn't start until after close. A complete myth." "Clarity is kindness." "Integration is not a one off project. It's a capability." "The pain is that we don't have clear decision rights or clear sequencing." About the Host Kevin Bonfield is a strategy advisor and operator with more than twenty years of experience helping mid-market companies scale through complexity, including global teams, acquisitions, and integration. As the founder of Concentre, Kevin partners with leadership teams and private equity sponsors to design operating models, integration strategies, and organizational structures that protect value and accelerate execution. Through The Mid-Market Edge Podcast [https://www.midmarketedge.com/], Kevin brings forward practical conversations with operators, founders, and advisors focused on the realities of scaling businesses through change, acquisition, and growth. midmarketedge.com [https://midmarketedge.com] concentre.net [https://www.concentre.net/] info@concentre.net [info@concentre.net]

Execution Is the Difference: Bobby Achettu on Discipline, Cadence, and Making Integration Work

Episode Overview Growth through acquisition often looks decisive from the outside. The announcement is clear. The strategy sounds coherent. The thesis makes sense. Then the work begins. In this episode, Kevin Bonfield sits down with Bobby Achettu to talk about what actually determines whether integration creates momentum or slows it. Their focus is not on strategy language. It is on discipline. Cadence. Ownership. The habits that compound over time. Bobby speaks from experience inside operating environments where integration must translate into results. The conversation centers on a simple truth: direction matters, but execution determines outcomes. What the Conversation Explores * Why integration is an execution discipline, not a planning exercise * The gap between strategy and daily operating rhythm * How leadership focus shapes integration momentum * Why repeatable systems reduce friction * How consistency compounds across acquisitions Lessons That Stay With You * Integration does not stall because teams lack intent. It stalls when structure is inconsistent. * Strategy clarifies direction. Discipline sustains progress. * Operating cadence brings stability to complex change. * Repeatable systems reduce noise and preserve energy. * Leadership attention determines what actually moves. Moments That Linger * Strategy sets direction. Discipline drives results. * Integration is not an event. It is sustained effort. * Scale follows structure. * Consistency compounds. About Bobby Achettu Bobby Achettu works inside growth-focused organizations where integration must translate into measurable execution. His perspective is grounded in operating discipline, structured cadence, and building systems that hold under pressure. About Kevin Bonfield Kevin Bonfield is a strategy advisor and operator with more than twenty years of experience helping mid-market companies scale through complexity, including global teams, acquisitions, and integration. As the founder of Concentre [https://www.concentre.net/], Kevin partners with leadership teams and private equity sponsors to design operating models and integration approaches that protect value and strengthen execution. Through The Mid-Market Edge [https://www.midmarketedge.com/], he brings forward conversations rooted in lived experience rather than theory. midmarketedge.com [https://midmarketedge.com] concentre.net [https://www.concentre.net/] midmarketedge@concentre.net [midmarketedge@concentre.net]