Winning by Design · AI for GTM Session 2 of 4
Session 2

Research While You Sleep, Sell While You're Awake

What if you woke up the morning of a big pitch with a full account report already waiting for you?
What you leave with: an overnight report on a live target plus a pre-call brief you can run before any call, forever.
Watercolor burst of cyan light on near-black

Pre-work

Put AI to Work Overnight
Video from your facilitator · 3 to 5 minutes

Pick your two inputs before the session: a target account you genuinely need to research (an upcoming pitch is ideal) and a real call on your calendar in the next week. Have the account name, your contact's name and role, and any CRM links handy.

Also confirm your daily brief from Session 1 ran at least once this week. Session 2 builds on that muscle.

By the end of this session

The skill underneath

Deep research runs overnight, the five-minute brief runs right before any call. And the habit that makes both work is judging the output: cited or flagged, every claim. You are training your eye, not just the tool.

The build: overnight, and in the gap before a call

Your lane
Your AI assistant
Prompt A: overnight deep research (run before you log off)

    
Take it further

Make it chain. At the end of the run, ask it to write the follow-up research prompt for its own Open Questions, then launch that one too, so the second night closes the gaps the first night found. Then load the finished report into NotebookLM and generate an Audio Overview to listen to on the way to the meeting. Reading a report the night before is preparation. Hearing it argued out loud on the drive in is rehearsal.

Prompt B: the five-minute pre-call brief (run right before the call)

    
Take it further

Stop running it by hand. Once the shape is right, save it as a Skill or a Custom GPT so it triggers by name, then have it read tomorrow's calendar and produce a brief per external meeting before you wake up. The five-minute brief becomes a zero-minute brief, and the only thing left on your plate is reading it.

  1. Tonight: run Prompt A on your real target. Let it work while you sleep.
  2. Tomorrow: read it with a red pen. Which claims are cited? Which are flagged? Which would you never have found?
  3. Before your real call this week: run Prompt B. Walk in knowing their stated priorities.
  4. Save both where they live permanently. The note under each prompt shows the way.

Show Your Work: Assignment 2

Submit to the LMS: the conversation behind your overnight research run and your pre-call brief, used on a real account and a real call.

Grading: rubric-based. We are looking for real accounts, cited claims, a clear Bowtie read, and evidence you used the brief on a live call. 75 percent or higher passes.

Before you submit

Pre-grade your draft with the copilot in the corner. One targeted improvement now beats a resubmit later.