What's good. This is GenAI Guru.

The straight story on your AI transformation.

No hype. No doom. Just a clear plan for making the jump to the new AI skills-based economy. Built by Milton Hubbard — 35 years in tech, every wave — for professionals, founders, and leaders whose domain expertise is the whole advantage.

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Sources we translate

TLDR AIAlphaSignalOne Useful ThingStratecheryHBRMIT Sloan

Where are you on the curve?

Pick the path that fits. Every path starts free.

Curious

You want to stay sharp without drowning in jargon. Five minutes a week, one email, zero hype. The AI news that actually matters — translated.

Entrepreneur

You've got a business idea (or three). AI can compress years of work into weeks — if you know how to wield it. Work 1:1 with Milton to go from idea to launch plan.

Team Lead

Your team is asking about AI and you need answers. Start with the 5-minute readiness assessment — get a tier, a score, and three specific next actions.

Executive

Board-level AI decisions demand more than buzzwords. Book a discovery call to turn your org-wide readiness report into a 90-day transformation roadmap.

Work with Milton

Five ways to get from here to your AI transition.

Start free. Go deep when you're ready. No upsells, no lock-ins, no jargon.

Weekly Digest

Free

Five minutes a week. The signal, not the noise.

  • 3–5 AI stories that matter
  • Hype score on every item
  • One concrete action per story
  • Delivered Mondays

Insider

$29/mo · coming soon

Depth content + community.

  • Insider Blueprint articles
  • Insider video blogs
  • The Path (full curriculum)
  • Private forum + monthly AMA
Most popular

AI Transformation (Individual)

$1,250once · 50% off

Your personal AI readiness plan.

  • Personal assessment + custom plan
  • 1st month of coaching included
  • Delivered in 5 days
  • Extend via 1:1 Coaching

1:1 Coaching

Custom2hr min

Work directly with Milton.

  • Dedicated Milton hours
  • Personal or org projects
  • Hourly, no retainer
  • Email + async access

AI Transformation (Organizations)

Custom

Become a Native AI First Organization.

  • Org-wide readiness assessment
  • 90-day transformation roadmap
  • Executive alignment + rollout support
The consulting path

From “we should do something about AI” to a 90-day plan

Four steps. One path. Built for leaders who've been navigating technology shifts since long before ChatGPT had a logo.

01

Take the assessment

15 questions across 5 AI readiness dimensions — strategy, data, governance, talent, adoption. Five minutes, no sales pitch.

02

Get your score

Instant readiness score and tier rating across all 5 dimensions. You see exactly where you stand and what's blocking you.

03

Review your report

Department-level readiness breakdown and a prioritized list of next actions, calibrated to your org size and industry.

04

Book a discovery call

When you're ready to stop reading and start doing, we turn the report into a 90-day transformation plan. Complimentary first call.

A note from Milton

I've been in technology since '91. Built my first enterprise system when most people were still figuring out email. Spent decades in cybersecurity — the kind of work where if you do it right, nobody notices.

I've watched every wave hit. The internet. Y2K. Cloud. Mobile. Social. Blockchain. Each one came with the same soundtrack: “This changes everything! You're behind!” Each time, the people who actually won weren't the ones who panicked first. They were the ones who understood what the technology actually did — and connected it to what they already knew.

AI's different in one way only: the gap between people who understand it and people who don't is opening faster than anything I've seen in 35 years.

Here's what Harvard found and what stopped me cold: the #1 predictor of who gets productive with AI isn't age, isn't coding, isn't how many LinkedIn posts you've read about prompt engineering. It's domain expertise. The thing you've spent 20, 25, 30 years building. That's the whole advantage.

GenAI Guru translates what's actually happening — plain English, no hype, no jargon. And when you're ready to stop reading about AI and start doing something about it at your company, we run consulting engagements too.

Can I kick it? Yes you can. I got you. Let's get into it.

— Milton Hubbard

Founder, GenAI Guru · Yale '91 · 35 years in tech