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STRATEGIC ADVISORY FOR HIGH-STAKES DECISIONS

Managing the Challenges of "Make or Break" Deals

When founders are buying, selling, or investing in a company, the stakes are enormous and the decisions complex. I serve as a strategic advisor and sounding board during these moments.

HOW I WORK

Four ways I work with leaders

​Strategic Advisory

A trusted sounding board for founders navigating growth, acquisitions, leadership transitions, major decisions, and the sale of their company.

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Executive Coaching

Confidential coaching relationships that help founders and CEOs lead more effectively and think more clearly about the challenges they face.

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ADHD & Leadership

Coaching for executives navigating ADHD — helping you understand how your brain works, harness your strengths, and lead at your best.

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Leadership Team Development

Facilitated sessions, workshops, training programs, or retreats focused on improving alignment, communication, and decision-making, often connected to broader coaching or advisory relationships.

How I Support You Through the Deal

  • Advise on transaction strategies and deal structures

  • Help establish priorities and maintain accountability

  • Review financials and deal documents

  • Guide you on handling stakeholder dynamics and communications

  • Offer feedback, assessments, and suggestions

  • Help synthesize complex information

Benefits of Working With Me

Drawing on nearly three decades of experience building, buying, investing in, and exiting high-growth businesses, I will help you plan your approach, make sense of all the moving parts, and navigate the best path forward for you.

I will help you to:

  • Greatly reduce the risk of making costly missteps

  • Make a go or no-go decision

  • Cut through the noise

  • Manage challenging stakeholder dynamics

  • Incorporate best practices in deal negotiation

  • Reduce stress and anxiety

How M&A Advisory Typically Works

Founders often begin thinking about a sale long before a transaction process formally starts. In many cases I work with leaders one or two years before an exit, helping them strengthen the business, position the company for buyers, and prepare for the realities of a transaction.

 

As the process becomes more active, my role shifts toward helping founders navigate the strategic decisions that arise along the way — valuation framing, buyer psychology, deal structure, and risk identification as the situation evolves.

 

In many transactions founders also work with an investment bank or M&A advisor responsible for running the formal sale process — identifying buyers, managing outreach, coordinating diligence, and driving the transaction toward closing.

 

My role is different. I serve as the founder’s independent strategic advisor, helping you think clearly about positioning, negotiation strategy, deal structure, and risk as events unfold. My focus is not on pushing a transaction forward, but on helping you make the best decisions for your company and your future.

 

When a formal process begins, the stage just before a Letter of Intent (LOI) — often called the Indication of Interest (IOI) stage — can be an especially valuable moment to bring in an advisor. At that point expectations and negotiating leverage are still fluid, and strategic positioning can meaningfully influence the outcome.

 

Once an LOI is signed, lower-middle-market transactions typically move toward closing within 60–120 days, assuming diligence runs smoothly and financing is straightforward. That window is often where the greatest value — or risk — is created.

 

For that reason, I typically structure M&A advisory relationships as monthly retainers rather than milestone-based fees, allowing me to stay engaged as the situation evolves.

Business Conference

My Role As Your Advisor

Growing, buying, or selling a business can be daunting. A lot is on the line. Information and opinions come at you from all directions, and it is often emotionally taxing and sometimes overwhelming to make sense of it all.

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Many advisors in a transaction have a stake in the outcome. Others bring a narrow perspective shaped by their specific expertise. Your success and peace of mind are my main focus. I have been in your shoes and can help you filter through the clutter to make the decisions that are best for you.

I’m in your corner. I have sat on all sides of the deal table. While I don't typically source deals, build financial models, or run due diligence, I do pull back the curtain on how the deal works and what the people involved actually care about.

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Every step of the way I will maintain confidentiality and protect sensitive information. I do not receive compensation based on a percentage of the deal transaction.

My primary focus is your agenda and peace of mind.

Some of the essential deal elements we may work through include...
Selling Your Company​

Valuation & pricing, timing & market conditions, confidentiality, finding the right buyer, due diligence, negotiating deal terms, employee & stakeholder concerns, transition & integration, regulatory & legal compliance, emotional considerations​​​

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Buying a Company ​

Valuation & pricing, due diligence, financing, integration, regulatory & legal compliance, employee retention & morale, cultural alignment, stakeholder management, change management, post-acquisition performance​

 

Raising Capital

Dilution, valuation & pricing, investor due diligence, negotiating deal terms, managing expectations

If you want a trusted advisor

who has been in your shoes,

we should talk.

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