Head of AI, GTM· Toast · 2026

I read the JD.
Then I built
the job.

Most candidates send a PDF. I shipped a working AI sales trainer — five real email scenarios, one skeptical restaurant owner, live scoring and coaching.

Read the brief
15+
years enterprise sales
5
live AI-scored drills
1
session to ship this

Application for the team building the future of restaurants

5
live drills
15+
years sales experience
1
session to build this

Products

Everything you need to close Frank DeLuca.

Five targeted email drills. Every stage of the sales cycle — from cold open to closed meeting.

D

Frank DeLuca

DeLuca's Italian Kitchen · Tampa

58 years old. Two locations in Tampa. On Aloha POS for 8 years. His last migration failed — 42 tables walked, $4K and two long-term regulars gone. Won't switch unless you earn his trust. Real problems: system crashes, 45-min hold times, a delivery app eating 15%.

About the Builder

I'm Matt Cronin.
I built this instead of a cover letter.

15 years in enterprise sales. 2 years shipping production AI systems. I've built a fraud detection pipeline, an AI content engine, and this app — tools actual teams use every day. This took one session. The role would get a lot more.