Jeff's Daily Dose: Your boss/board say "Do AI" before the snow melts

Half of us are likely to get slammed by snow & ice this weekend. Over 160M people under winter alerts. States of emergency declared. Flights canceled.

And still Monday morning, your boss will say: "We need to do AI. Move faster."

Here's how I'd respond without looking lost:

👍🏼 Don't ask: "What do you want me to do with AI?"

Ask these instead:

"Are we optimizing for efficiency or revenue?"
"What's the guiding metric? Cost? Speed? Quality?"
"Timeline? 90 days or 18 months?"

👍🏼 Map AI to your real problems

Your 48-hour homework:

List your top 5 business problems (cost, bottlenecks, quality)
Pick the ONE with measurable impact
Example: Customer support takes 48 hours. AI triage cuts it to 4.

👍🏼 Show evidence, not PowerPoints

Week 1:

Run a pilot (ChatGPT, Claude, n8n, whatever)
Pick something you control
Track before & after

Week 2:

Email: "Tested AI for [X]. Cut time by [Y]. Next steps: [Z]."

👍🏼 Here's what your boss/board actually want

You understand the business problem (not AI hype)
You're testing something real now
Data, not theory

Do this next:

Book 15 minutes: "To validate priorities before we invest"
Pick ONE process to test
Report back with numbers

Stop strategizing. Start testing. Stay safe this weekend,

Jeff

0 comments

AI Ready Roundtable

skool.com/aireadyroundtable

Master the "people part" of AI in 90 days. Live Q&A, expert interviews, proven frameworks, and a vetted community of leaders navigating the AI shift

Leaderboard (30-day)