Co-Founder & Chief Revenue Officer at Sales Assembly | Developing the GTM Teams of B2B Tech Companies | Investor | Sales Mentor | Decent Husband, Better Father

I’ve spent my career trying to solve one puzzle: how do you scale sales teams without losing what makes them great?

Before Sales Assembly, I lived the highs and lows of hyper-growth - leading revenue teams, juggling targets, and realizing that growth without structure eventually collapses under its own weight. The lesson stuck: great teams don’t just grow fast, they grow well.

That’s the idea behind Sales Assembly. We built the preeminent skill development platform for B2B tech companies: part training, part community, part therapy for GTM leaders trying to do more with less. We help teams move faster, stay aligned, and actually enjoy the process of getting better.

Somewhere along the way, I also became a General Partner at VentureOn Partners, Chapter Head at Pavilion, and mentor with Techstars. I’ve spent a lot of time with founders and operators who are chasing the same thing: building something that lasts without taking themselves too seriously.

A client and friend once described me as someone who “builds community through authenticity,” which I’ll take as the polite version of “tells it like it is.” That’s probably fair.

Outside of all that, I’m a decent husband, a better dad, and a walking Simpsons encyclopedia (seasons 1–11 only, of course). I travel when I can, laugh often, and still believe a good team - and a good joke - can get you through just about anything.

Matt Green

Spoke with a guy launching a company in stealth. His entire outbound strategy has been hundreds of handwritten notes. 6 months in, they're deploying ten Fortune 500 clients.

Not emails. Not LinkedIn messages. Not AI-powered video prospecting.

Actual handwritten notes. With a QR code to book time. Mailed to every executive he'd ever worked with.


Sounds bonkers, but actually makes perfect sense. I mean, I get that it's 2025. Sure, we have AI that writes perfect emails. Sequences that personalize at scale. Prospecting tools that know what cereal your buyer ate for breakfast.

But the gangster move is a stamp.


He told me what happened at dinner that kicked off his whole strategy.

He's breaking bread with an old contact. CRO of a $12B company. 3,000 employees. The exact buyer every SaaS vendor is chasing.

My guy mentions he's been emailing him. Ten times over a few months. Zero response.

The CRO laughs. "Oh, I don't read my inbox anymore. Just email my chief of staff if you want to get a hold of me."

Not "Sorry man I'm swamped." Not "Shit I think it went to spam."

He literally doesn't open his inbox. Ever.


Here's what's wild about this moment we're in:

We've spent three years building AI that writes better emails, crafts better subject lines, personalizes at scale. Meanwhile, the entire ENT buying committee has collectively decided to ignore ALL of it.


Every inbox will be perfect in 12 months. Every email will look hand-crafted. Every message will reference that podcast you were on or that article you wrote.

Which means every email will still be just noise. It'll be "better" by today's standards, but noise nonetheless.


But a handwritten note? That's a human being who gave a shit for 90 seconds.

That CRO gets 847 emails a day. 840 of them are vendors who "noticed he recently raised a Series C" or "thought his CEO's comments on the last earnings call were really compelling."


AI didn't kill email outbound. AI made it so good that everyone's doing it. 

Which is what killed it.


There's a huge shift right now going back towards relationship selling. It would be a bit romantic to think it's because it's noble or pure.

But in reality, we're going back to it because AI made everything else worthless.


Handwritten notes. Showing up at the conference. Actually knowing someone before you try to sell them something.

Sure, old farts like me might think it's romantic. But at the same time, you can also just consider it math.


When everyone can send a perfect email, nobody's reading email.

And yeah, the kinda stuff this guy did is harder. That's why it works.

CRO of Sales Assembly | Decent Husband, Better Father

Vertafore

Director of Business Development

Quantum Snow

Co-Owner

Revenue Collective

Associate Member

VentureSCALE

Mentor

LeanData

Sr. Manager, Sales Development

Twilio Inc.

Managed the former SendGrid inbound SDR team. Over saw the integration of SendGrid Inbound team in to Twilio's suite of products.

Averaged 2.8M pipeline monthly 
Doubled team headcount in first three months 
Implemented Sandler Sales training for SDR team

Manager, Business Development 

Gusto

Building the first outbound sales function at Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 100,000 businesses nationwide.

Empowering Sales Development

ShipBob, Inc.

Built the first Enterprise BDR team focused on moving ShipBob upmarket
Worked with Director of Sales, Director of Customer Success, and Senior Manager of Sales Operations to devise an internal lead-scoring formula, which was rolled out to the entire sales organization.
Created an ongoing sales education program with the other managers.
Worked with the Director of Recruiting to refine interview process and increase diversity hire efforts.

Manager, Enterprise Business Development

DialogTech

Grew SDR team from 4 to 20 Sales Development Representatives
Reported to the SVP of Sales; Managed both Corporate and Enterprise teams 
Increased Top of funnel pipeline 350%
Created a new compensation plan to help drive focus further down the funnel 
Attained 98% of quota while growing the team to full head count
Achieved 94% of our Stage 1 Opportunity goal, and 155% of our Stage 2 Opportunity goal
6 team members promoted to new roles within the company under my leadership
Helped secure logos such as Toyota, Nissan, BMW, Sears, AIG, Sears, Humana, and Norwegian Cruise Lines 
Worked closely with VP of Human Operations to improve DialogTech’s diversity hiring practices, resulting in a significant increase in diversity hires across the organization
Assisted the M&A team with acquisition of Swydo by analyzing top-of-funnel prospects

Manager, Sales Development

PressPage

PressPage offers the technological infrastructure to set-up and manage a branded newsroom efficiently and effectively at a fraction of the costs of in-house development and with a future-proof warranty; new features and improved functionality is rolled out continuously at no extra costs. And this all seamlessly integrated into the existing website of the organization.

Enabling clients to better promote and display media content on their Newsroom.

Account Executive

Experienced Manager of Sales Development with a demonstrated history of working in the SaaS and communications industries. Skilled in Coaching, Sales, International Business, Sales Management, and Event Management. Strong business development professional with a Master of Business Administration (MBA) focused in Business Administration from University of Oklahoma - Price College of Business. As well as a Bachelors in International Business with Minors in Marketing and German. 

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The Battle

Matt Green

Griffin Elrod, MBA

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The Battle

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Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Matt Green's LinkedIn Performance

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