Enterprise Deal Advisory & Execution
Enterprise deal advisory and execution for the moments that matter most. We close complex deals, build your deal process from the ground up, and drive cross-functional initiatives to completion.
What We Do
We parachute into large, stuck, or complex deals — typically $1M+ — and close them. Not running your sales org. Just the specialist you need when the deal matters most.
Your on-call deal closer for the enterprise deals your team isn't equipped to close alone. We review proposals, join key calls, and coach your AE across the finish line.
When strategy exists but execution is falling apart across teams, we step in as the cross-functional force that makes complex, multi-team initiatives actually happen.
How We Work
We audit your current deals, stakeholder map, and deal infrastructure. In two weeks, we know exactly where the friction is and what it's costing you.
We build your negotiation playbook, work live deals alongside your team, and plug the gaps in your deal process as they appear — in real time.
We document everything into a repeatable playbook your team owns. The process stays. The dependency on us ends. That's the point.
Who We Are
Founder & Principal Advisor
I've spent 12+ years in enterprise commercial roles — most recently as a Senior Commercial Executive at Microsoft, where I've closed $10M–$80M deals across Canada's most complex enterprise and Federal accounts.
My edge isn't broad sales leadership. It's two very specific things: the ability to walk into a high-stakes negotiation and close it, and the ability to hold cross-functional teams — Legal, Finance, Engineering, Procurement — in motion toward a single outcome without direct authority over any of them.
Keystone Advisory is how I bring that capability to founders and revenue leaders who need it most, without the cost of a full-time executive hire.
Work With Us
We work with a small number of clients at a time — by design. If you have a live deal stalled, an enterprise process to build, or a complex initiative falling apart, let's talk.
