JT
Justin Tweed
Calgary · Operator · Founder · Investor

Justin Tweed

Shipped in
Marketing Agencies SaaS Ecommerce

I build the operating system underneath revenue teams. Sales process. Forecasting. AI-augmented workflows. Before that I co-founded a startup, learned to sell, and learned that the system is what compounds.

15Years building
$2MRaised at Trumpet
2Successful exits
1 of 1,200Top sales rep, Moneris
5,000Accounts grown
100sSales reps trained
1Brewery owned
∞Beers had
The system underneath the team is what compounds.

Three chapters, one thread.

Started in the trenches, learned to build, became someone who designs the systems underneath the team. Same person, three different angles.

01
2010 – 2016

The Trenches.

I started selling card processing at Moneris in 2010. By 2014 I was the top-performing sales rep in the country, one of 1,200. The lesson from that decade wasn’t sales technique. It was that the rep who closes the most deals isn’t always the one with the best month, and that the difference is almost always the system underneath the team.

02
2014 – 2022

The Builder.

Co-founded Trumpet in 2014, a Calgary B2B SaaS startup. Raised over $2M, built a 12-person team, learned what it actually takes to keep a company alive when nobody is paying you to be there. From there, ran sales and operations at Nxgen Canada and led the sale to Paystone. Stood up sales operations at IrisCX from zero.

03
2022 – Now

The Architect.

Joined Viral Nation as Senior Manager of Sales Ops, built the revenue operating system from scratch, was promoted to Director then to VP of Revenue. Across fifteen years I’ve built and trained sales teams hundreds of reps deep, and shipped in marketing agencies, SaaS, and ecommerce. Today I lead revenue at a global creator and influencer marketing agency. Tomorrow I’m focused on what comes next.

Operator. Founder. Investor. The seats change. The work doesn’t.

Three seats. One operating system.

A consistent obsession with how the operating system underneath a business actually works, expressed through three different vantage points.

Operator

Revenue & Operations Leadership

Building the operating system underneath revenue teams. Sales process, forecasting, attribution, AI-augmented workflows. Fifteen years of progressive leadership across sales, RevOps, and GTM systems for B2B and agency businesses.

View experience →
Founder

Trumpet

Co-founded Trumpet in 2014, a Calgary B2B SaaS startup that raised over $2M and grew to a 12-person team. Profiled by the Calgary Herald as Startup of the Week. The view from the founder seat still shapes how I build.

Read the article →
Investor & Owner

Annex Ale & Angel Portfolio

Minority owner of Annex Ale Project, a Calgary independent brewery. Angel investor in early-stage Canadian companies, with a focus on B2B software, payments, and revenue tooling.

Visit Annex Ale →

What I’m doing this month.

A small slice of life. Updated whenever there’s something worth sharing.

Building

A few new things I’m not quite ready to talk about. Stay tuned.

Reading

The Cold Start Problem by Andrew Chen. The Hard Thing About Hard Things, again.

Drinking

Whatever’s fresh on tap at Annex Ale. Probably the Stinger Hazy IPA.

Let’s talk.

Whether it’s revenue systems, a new venture, or just a great beer recommendation in Calgary. I’m easy to reach.