Chicago, IL

Operator. Builder.
AI native.

GTM leader building with AI to become a more sophisticated operator. Stacking small bets that compound.

Quick stats
50K+ Newsletter readers
$2M+ Poker, DFS, Crypto
$10M+ ARR closed
6 AI projects

Rounding out the
operator skillset

I've spent years leading GTM strategy and revenue teams at hyper-growth tech companies.

Joined an early stage startup as employee #2. Took it from near zero to 7-figure ARR, 20+ employees, and helped raise a funding round in the first 12 months.

Now I'm using AI to round out my skillset. Stacking small bets that compound. Welcome.AI was the first one. More in progress.

Currently

Co-founder at Welcome.AI

Background

GTM Executive / Revenue Leader

Annual Recurring Revenue Closed

$10M+ lifetime

Focus

Building a portfolio of automated, cash-flowing businesses

Things I've built with AI

Other experiments

PulseK12 Newsletter

Automated K-12 education newsletter engine using Claude + Firecrawl
→

Chicago Luxury Newsletter

Automated weekly digest for affluent Chicagoans covering dining, nightlife, real estate
→

DFS Simulator

Monte Carlo NFL optimizer for DraftKings Showdown contests
→

OnlyJams

Artisan preserves landing page for spicy jams with personality
→

What people say

Consistent over-delivery is what comes to mind when I think of my experience with Andy. In every engagement, he provided unique insight, suggested completely new and successful approaches, and delivered and closed more logos than anyone on his team.
KH

Kurt Heinemann

GTM Leader, Advisor, CMO
He's a smart analytical problem solver who perfectly balances personal and company goal attainment while bringing a great attitude to the office every day. I'd gladly work with him, or for him.
AC

Alfonso Correa

Strategic Accounts, Treasure Data
Very impressive enterprise sales background, excellent conversation, stand-up guy and has a creative mind yet willing to build up a new idea.
PD

Patrick Delaney

YC Co-founder Matching
I was thoroughly impressed by Andy's thoughtfulness and generosity with his time. He provided very helpful feedback and insights, and our conversation was both enjoyable and productive.
KW

Kevin Wolkober

YC Co-founder Matching

Let's connect

Always interested in collaborating on AI projects, discussing startup ideas, or connecting with other builders.

Message me on LinkedIn