K
Second Act AI with Ken Waddell

Second Act AI

If you’ve spent your career in corporate, this is how AI becomes your employee — not your replacement.

I’m Ken, a 59-year-old former executive from TIAA, Nuveen, and OppenheimerFunds. I know what it feels like to live inside reorganizations, restructurings, and “talent realignment.” I also know what it feels like to want a second act that’s dignified, autonomous, and financially real.

Second Act AI is where I show you exactly how I’m building AI-powered income streams — including the AI Employees inside ViTL, Sunday Ready, and Arvo — so you can use AI to work for you, not against you.

Get the Second Act AI Starter Kit (PDF-style guide + video brief)

Drop your email below and I’ll send you:

  • The Second Act AI Starter Kit: a concise, PDF-style guide you can save and refer back to.
  • A short video brief where I walk through how I’m using AI Employees today.
  • Real examples from ViTL, Sunday Ready, and Arvo, plus simple starting points for late-career professionals (50+) who are curious but not fluent in AI.

No spam. One email a week or less, focused on real examples and practical prompts.

Who this is for

You’re 50+ and you’ve spent your career inside large organizations. You know how to lead people, manage risk, and navigate politics — but you never signed up to become a software engineer or a TikTok creator.

Maybe you’re here because:

  • You’ve been laid off or “reorganized” out of a role you gave years to.
  • You see AI everywhere, but most of the voices teaching it are 25 and talking past your reality.
  • You’re not ready to fade quietly into a consulting gig that depends on someone else’s budget cycle.

What you’ll see inside Second Act AI

  • Field notes from my own builds inside ViTL, Sunday Ready, and Arvo.
  • Plain-English breakdowns of how AI Employees take on narrow, valuable jobs.
  • Starter prompts and workflows tailored to corporate veterans, not college students.

A second act that respects where you’ve been

I’m not here to tell you to reinvent yourself as an influencer or pretend you’re 28 again. Your experience is the asset. AI is the leverage.

My goal is to show you a path where your decades in the industry become an advantage in an AI-native world — and where the next version of your work buys back your time instead of consuming it.

If that resonates, start with the video brief. Watch how I’m setting up AI Employees to work for me. Then decide what your own second act looks like.