Cali Collective Academy

Learn AI from the guy who actually runs it.

A small monthly membership for business owners who want AI doing real work in their business, not another course they never finish. You bring the questions. We build the thing together.

Three to four classes a month. In the room or online. Every one recorded.

Wilson Kowaleski at the microphone

What you get every month.

Three to four classes a month. Each one runs about 45 minutes to an hour of teaching with the screen shared, then up to an hour of questions. Some are live in the room, some are online, and the next four dates are listed on this page, so you know what is coming before you pay.

  • The class

    An hour of teaching.

    One thing per class, shown live on the screen. Real examples from real client work, not slides.

  • Right after

    Up to an hour of Q&A.

    Bring your mess. He answers it live, and it drifts into design, creative and whatever else you are stuck on.

  • Every 30 days

    The next month, posted.

    Three or four dates, in the room or online, listed above before the month starts. If you cannot be there, the recording is.

The next four dates

  • Wed Nov 186:45 PM ETOnline
  • Wed Dec 26:45 PM ETOnline
  • Fri Dec 1112:00 PM ETIn the room, St. Augustine
  • Wed Dec 166:45 PM ETOnline

The join link and the address go out by email 24 hours before each one. Every class is recorded and lands in the library the next day.

Also every month

  • Your own notes, written by our bot within 48 hours. After each class the bot reads what was asked and drafts the answers to your questions, plus the steps for your business. The writing is done by the bot and our team. The thinking behind it is Wilson’s, and nothing reaches you until he has reviewed it himself. That is how every member gets notes in two days instead of never.
  • The recording library. Every class, searchable, yours while you are a member.
  • Access to Wilson between classes. Ask in the member channel, he answers.

What we cover.

  • AI that does real work: writing, follow ups, quotes, posts, email.
  • Google Ads and Google Business Profile, done correctly, with AI checking your work.
  • Shooting video on your phone, then letting AI cut, caption and resize it.
  • Building your own bot system so work leaves your plate.
  • Websites and landing pages you can change yourself.
  • Whatever you bring. The curriculum follows the room.

Who this is for.

Owners and operators of real businesses. Trades, clinics, shops, studios, restaurants, agents and firms from two people to fifty. If you have ever paid for a course and never opened it, this is built for you: we do the work in the class, not on your to do list.

The proof.

  • NCUYD podcast publishing system.

    The 186 episode back catalog was published by hand, five jobs per episode. Now a recording goes in one folder and comes out transcribed, written and audited in about 90 seconds, at about 3 cents per audit. Nothing publishes without Wilson’s yes. Zero published without sign off in the Jul 19 to Sep 9, 2026 run log.

    See the system
  • Captain IQ, built for a marina.

    A quiz that hands boaters a fuel savings voucher, a dock tablet check in, and one dashboard.

    See the case
  • Mangano Plumbing.

    Google Ads and Google Business Profile managed, with daily review and search term checks.

  • A Cali Collective’s own site.

    Built and shipped as drafts overnight.

    See it
  • Client work across the board.

    Video, ads, websites and AI systems for restaurants, real estate, clinics and retail.

    See the work

Sit through the first class. Then decide.

If it is not worth it after that first class, tell us and we refund the month. Cancel from your own account, no call required.

The price.

$497a month

Cancel any time.

No contract, no minimum. It bills monthly by card and you cancel it yourself from your own account, no call required. Cancel before your next billing date and you are done. If the first month is not worth it, say so and we will refund it.

One client job you win because of something you learned in here pays for the year.

Pay for three months at a time and it is $1,200 instead of $1,491. Sit through the first class and if it is not for you we refund the whole thing.

Questions we get.

01Is this for beginners?

Yes. Bring a laptop and a problem you want solved. We start where you are.

02What if I miss a class?

Every class is recorded and goes into the library the next day, so you can watch it whenever you want. You also still get the notes from your own questions.

03Do I need to be technical?

No. If you can send an email you can do this. The whole point is that it is easier than the tools you are already paying for.

04How is this different from a course?

A course is finished. This is a room you come back to, with your own account open on the screen. It changes every month because AI changes every month.

05Can I cancel?

Any time, before your next billing date, from your own account. No call required. If you sit through the first class and it is not for you, say so and we refund that month.

06Is it in person or online?

Both. Some classes are in the room in St. Augustine, some are online. Every date on this page says which one it is.

07How do I pay, and how do I cancel?

You join with a card and it bills $497 on the same day every month. There is no contract and no minimum. Your billing is in your own Stripe account, so you can cancel yourself in two clicks, no call and no email. Cancel before your next billing date and that is the end of it.

08Can I pay for three months at once?

Yes. $1,200 every three months instead of $1,491, which is about 20 percent off. Same classes, same notes, same recordings. It bills $1,200 today and then again in three months, unless you cancel. You cancel yourself from your own account, no call. And the first-class refund applies here too: sit through the first class, and if it is not for you we refund the whole $1,200.

09Is this just a pitch for your agency?

Some people hire me after working with me. Most do not. Either is fine.

Join the Academy.

$497 a month. Three to four classes, your own notes and every recording. Cancel any time.

Join for $497 a month

Cancel from your own account any time. The next class is Wed Nov 18 at 6:45 PM ET, online.

Or pay $1,200 for three months

That is $400 a month instead of $497. It bills $1,200 today and then every three months until you cancel, and you cancel yourself from your own account.

Join for $497 a month