24 years of experience. Hundreds of deals. One focus: making sure your business wins in the rooms that matter most.
High-stakes negotiation, sharp sales strategy, and the kind of hands-on discipline that turns conversations into revenue.
Most businesses don't have a product problem. They have a revenue problem.
I help companies strengthen client relationships, close more effectively, and build the structures that drive consistent, predictable revenue.
$100M+ in contracts negotiated — including 8-figure deals with Microsoft, Amazon, and more.
From multi-million dollar vendor contracts to partnership terms and licensing deals — I help you walk into high-stakes conversations prepared, positioned, and ready to close on your terms. Win-win doesn't mean leaving value on the table.
From building a sales function from scratch to optimizing an existing team — I bring sales VP-level experience to hiring, structure, tech stack, and process. Whether you need to validate revenue, find inefficiencies, or scale what's already working, I help you build the infrastructure that holds.
I work best with founders, operators, and sales leaders who are serious about improving how their business sells, negotiates, and grows. If you're looking for a deck and a handshake, I'm probably not your guy. If you want real answers and someone who'll do the work alongside you — let's talk.
I bring a hands-on, operator-minded perspective to every engagement. No bloated consulting language, no abstract advice — just clear thinking, sharp positioning, and practical work that moves things forward. If I wouldn't do it myself, I won't recommend it to you.
Not all of my work happens in a boardroom.
I create handcrafted leather goods designed to be functional, refined, and built to last. Each piece reflects a hands-on approach and an appreciation for materials, process, and detail.
Strategy and craftsmanship both reward patience, clarity, and a bias toward quality. One lives in a boardroom. The other lives in your hands. Both are built carefully.
Whether I'm helping a company improve its negotiation strategy or building a leather product by hand, the standard is the same: make it thoughtful, make it strong, and make it worth keeping.
— Matt Castonguay, Think Mattr