CROSSFIN | M&A, Exit Strategy & Federal Contracting Advisory

Straight-talk on scaling, selling, and winning, from an adviser who has experience on both sides of the table.

MBAFinance, Notre Dame
30+Years of experience
Billions $in Business Development
4Founder exits

Capabilities

Where Crossfin Creates Value

Crossfin is the advisory practice of Michael Toups. The work sits where strategy, transactions, and commercial & government markets meet, and it is built on hands-on experience rather than theory.

01

M&A & Exit Strategy

Don't learn what your business is worth when it is too late to change it. Preparation is where value is made.

  • Exit readiness assessments
  • Valuation review and value-driver analysis
  • Buyer positioning and data room prep
  • Deal structure, earn-outs and net proceeds
02

Federal Contracting

Helping small businesses become preferred government contractors and turn visibility into awards.

  • SAM.gov registration and certifications
  • WOSB, SDVOSB, HUBZone, 8(a), GSA
  • Capability statements and buyer research
  • Capture mgmt., proposal prep & writing
03

Board & Strategic Advisory

Board-level counsel for portfolio companies and leadership teams preparing for what comes next.

  • Strategy and operational refinement
  • Liquidity-event preparation
  • Expansion into public-sector markets
  • Speaking, workshops and podcasts

Why "Crossfin"

Swimming with the Sharks

The name joins two images, the cross and the fin. Business, finance and deal-making are like shark infested waters. The cross is our anchor, and the fin marks the waters we have to work in. Crossfin's mission is to help people navigate these difficult waters while keeping their faith intact.

Michael Toups has spent three decades in these waters. Crossfin is where that experience meets conviction. Michael and his team bring integrity, steady judgment and a clear conscience to the table. Clients get sharp advice from an adviser who plays to win, keeps his word, and holds his own among the sharks.

Crossfin was built on a simple idea: you can swim with the sharks without becoming one.

Behold, I send you out as sheep in the midst of wolves; so be wise as serpents and innocent as doves.Matthew 10:16

Ventures

Work in Practice

Two platforms put the Crossfin approach to work for business owners every day.

M&A & Exit Strategy

What's It Worth?

Advisory, book, and blog for owners who want to sell smarter, not just faster. A clear four-step engagement runs from a 20-minute discovery call through assessment, strategy and execution.

whatsitworthconsult.com
Government Contracting

Federal Contracting Alliance

Empowering small businesses in government contracting. Services include govt. registrations, certifications, GSA MAS, coaching, solicitation research, capture mgmt., proposal prep & writing.

fedalliance.org
Portrait of Michael Toups, founder of Crossfin

About

Michael Toups

Executive, investment banker and entrepreneur with more than 30 years of experience leading, buying, selling, and scaling companies in the U.S. and abroad.

As a board-level advisor, Michael has helped leadership teams refine strategy, strengthen operations, and prepare for liquidity events. As a founder, he has personally exited four startup ventures, and brings practical insight into the process of building and selling a business.

MBA, FinanceUniversity of Notre Dame
BBA, FinanceTexas Christian University
Teaching CertificateHarvard University, Higher Education

The Book

What's It Worth?

A straight-talk guide to selling your business and exiting like a winner. Chapters covering valuation, due diligence, deal terms, deal killers, net proceeds and the question most owners forget to ask: what comes next.

The question isn't just what your business is worth today. It's what it could be worth with the right preparation, the right team, and the right exit strategy. You must begin with the end in mind.Michael Toups
Get the Book on Amazon
Cover of What's It Worth? by Michael Toups

FAQ

Common Questions

What does Crossfin do?

Crossfin is the advisory practice of Michael Toups. It helps business owners with M&A and exit strategy, helps small businesses become preferred government contractors, and provides board and strategic advisory.

Who is Michael Toups?

Michael Toups is an executive, investment banker and entrepreneur with more than 30 years of experience leading, buying, selling and scaling companies in the U.S. and abroad. He holds an MBA in Finance from Notre Dame and has personally exited four startup ventures.

How does exit strategy and M&A advisory work?

Engagements follow a clear four-step process: a 20-minute discovery call, then assessment, strategy and execution. The goal is to help owners sell smarter, not just faster, with work such as buyer positioning and data room prep.

Does Crossfin help with federal contracting?

Yes. Through Federal Contracting Alliance, Crossfin helps small businesses win government work, including registrations, certifications such as WOSB, SDVOSB, HUBZone, 8(a) and GSA, coaching, solicitation research, capture management, and proposal prep and writing.

What is the book "What’s It Worth?" about?

What’s It Worth? is Michael Toups’ practitioner’s guide to business valuation and exit strategy for owners who want to understand and increase what their company is worth before they sell.

How do I get started?

Email mike@crossfin.net or call (727) 641-1357 for a short conversation. Crossfin is based in Tampa, Florida.

Contact

Let's Talk

Whether you are preparing to sell, pursuing government work, or need advice from a seasoned voice, a short conversation is the best place to start.

Tampa, Florida