rogue selling

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Buying enterprise software is painful.

It doesn't have to be.

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what we do

Own the Buy Cycle

Enterprise tech buying is broken.


The tools buyers have access to are funded by the vendors selling to them. 

That's a conflict of interest baked into the whole system.


Vendors have a process, a playbook, and a tech stack to match. 

Buyers show up with a shared doc someone started and nobody finished.


Rogue Selling is building AI-powered tools that change that.

Structured Decision-Making

Do the thinking that matters most in enterprise tech purchases, before you engage with sales. 


Problem definition, stakeholder alignment, evaluation criteria, financial impact. All on your timeline and terms.

Buy-Side Independence

Most tools buyers have access to today are funded by the vendors selling to them.


We're building the first one that isn't.

Interested?

Built on Frontier AI

We're using frontier AI to deliver the kind of guided, consultative experience 

that used to require expensive advisors or trusting the vendor's process.


Neither of those choices are great options. We are.

our origins

The founder of ROGUE SELLING, Matt Larson, is a 20-year enterprise software sales veteran who switched sides.


Born and raised on a Midwest horse farm, his career includes a hitch in the US Army, teaching SCUBA around the world, and hawking t-shirts coast-to-coast out of the back of his pickup truck (1995 Toyota Tacoma).


Twenty five-ish years ago (cough, cough), he convinced a hiring manager to give him his first "real job" selling ETL software out of a cubicle at 100 California Street in San Francisco's Financial District.


A year later, he turned down a telesales role at a SaaS startup called Salesforce.com (oops) to move to Tahoe where he started a consulting business called The Lightbulb Group so he could snowboard more.


Eventually, a future employer was acquired by IBM, then following an epic run as a strategic account director at Adobe (where he was the founding AE for the travel vertical and was named North America Sales Rep of the Year, twice), and a 4 year tempering-by-fire at a collaborative decision intelligence startup called Cloverpop, Matt finally landed that job at Salesforce, which no longer cared where he lived.


After closing a $40M deal at Salesforce as the #1 strat retail rep globally, and stints at Persado (a generative AI startup) and Salesloft (a sales engagement scale-up), fate intervened and boomeranged Matt back to Cloverpop, where he realized that buyers could really use a hand making better enterprise technology purchase decisions faster.


These days, Matt is building an AI-powered decisioning engine that gives enterprise tech buyers the structured thinking that used to require a trusted advisor. Without the quota attached.


Rogue Selling's fabula originis.


Matt still lives in the Tahoe area with his amazing wife, three sporty kids, two happy labs, and a couple cranky cats. Go figure.

contact us

contact us

We're super fun to talk with.

m: 775.309.7581 e: matt@rogueselling.com

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