For timeshare reps, closers and managers

Get coached by a director who still runs the floor.

Join the free Skool community for real coaching sessions, word tracks you can use on your next tour and monthly live group coaching with Kaleo.

Free to join. No card needed.

12 years in timeshare sales
4 years as a corporate sales trainer
Now runs a resort sales center
390+ free training videos
LIVE COACHING
Kaleo McCabe, smiling, wearing a lei with the Honolulu coastline behind him
Inside TST Monthly group coaching
Kaleo McCabe Director. Trainer. Still on the floor.
Sound familiar?

The close leaks before the price comes out.

They say, "We need to think about it."

You never heard the real objection, so the deal walks.

You drop the price and they smell it.

If you know you can move, they can feel you flinch.

Your tie-downs sound like a script.

They hear the tactic before they hear the point.

Your manager says, "Be more confident."

That does not give you a word track for the next tour.

Meet Kaleo

He did not leave the floor. He still runs one.

Kaleo McCabe has spent 12 years in vacation ownership sales, from front line to training rooms to resort sales center leadership. He has worked inside two of the largest vacation ownership brands. He teaches what he uses.

2014 Started on the front line in vacation ownership sales.
2016 to 2020 Served as a corporate sales trainer.
2022 Became a sales leader.
2024 Moved into senior sales management.
2025 Runs a resort sales center and launched Timeshare Sales Training.
Frameworks

Get the no. Find the real deal.

The goal is not a cute yes. The goal is a real conversation while the tour is still alive.

LUVA: 4 checkpoints before any close

Do you like what you've seen so far today?

Start here before the close gets noisy.

Get the NO, not the YES

"A no doesn't take you away from the deal. It actually puts you closer."

"If they do have an objection, it's like you asked for it. So now you're just having a real conversation."

"If the money works"

Not "if it's a good deal." Good deal invites extra incentives. Money works keeps the program as the reason to buy.

Rent vs Own, done right

Conviction comes from math. Get to the vacation cost, make the number real, then compare how they spend the vacation dollar.

Start high on purpose. Curiosity closes. Info dumps don't. If you know you can drop the price, they'll know too. Objections you can't hear are deals you can't save. Your tie-downs are insulting your customers. Start high on purpose. Curiosity closes. Info dumps don't.
Watch free

Free videos first. Full sessions inside Skool.

390+ free videos on YouTube. The full sessions, scripts and role-plays live in the Skool.

Calculator masterclass training video thumbnail

Coach Stops a Timeshare Pitch Mid-Sentence (Calculator Masterclass)

11 min

Watch on YouTube
Rent vs Own training video thumbnail

Your Tie-Downs Are Insulting Your Customers (Rent vs Own Done Right)

9 min

Watch on YouTube
Floor Check

The Floor Check: 10 questions. 2 minutes. Find the leaks in your close.

Pick your role, answer yes or no, then get a score and a few leaks to fix before your next tour.

Pick your role 0/10

Step 1: Where are you on the floor?

Step 2: Mark what is true right now.

Answer all 10 to get your Floor Check.

Free vs PRO

Start free. Go deeper when you are ready.

FREE

Learn and Connect

  • Community of timeshare sales pros.
  • Monthly live group coaching.
  • Ask questions, share wins and get peer Q&A.
Join free
PRO

Train and Master

  • Weekly live Sales Labs.
  • Full training video library.
  • Every PRO training recorded.
  • 1-on-1 coaching replay vault.
  • Scripts, frameworks and objection training.
  • Role-plays, hot seats and deal breakdowns.
  • The 4 Horsemen series.

Upgrade anytime from inside the community.

Start free, upgrade anytime

Founding members note: the community is new. Early members help shape it.

What reps are saying on YouTube

The public comments are already asking for more.

"Delivery is perfect! we thank you for your training."
@Tsharetrainer, YouTube comment
"Outstanding method and courageous thinking"
@franciscocandelaria3680, YouTube comment
"Honestly all of it is really good. I am currently in timeshare virtual sales upgrades and I have so much to learn. Every video I've watched has been insightful"
@zpsgt11, YouTube comment
"Who is this guy doing the teaching? Where can I watch some more videos that are longer than shorts?"
@zpsgt11, YouTube comment. The answer is inside the Skool.

"AI could never sell Timeshares" (@Tsharetrainer). Fair point.

How it works

Join. Check your close. Bring it to coaching.

Join free

Get inside the community and introduce yourself like you would on a good sales floor.

Take the Floor Check

Post your score in your intro. Name the leak. Own it.

Show up live

Bring a question to the monthly live coaching call with Kaleo.

Go PRO when ready

Use weekly labs, recordings, scripts and hot seats when you want the full library.

FAQ

Straight answers before you join.

Is it really free?

Yes. The community has a FREE tier. You can join without a card.

I'm brand new, is this for me?

Yes. New reps can use LUVA, the 4 Horsemen and cleaner word tracks before bad habits settle in.

Does it matter which company or product I sell?

No. Points, deeded, in-house, front line, upgrades, OPC and virtual sales all fit the conversation.

Is this high-pressure closing?

No. Kaleo's rule is clear: love and serve your customers. Better questions beat pressure.

What does PRO include and cost?

PRO includes weekly live Sales Labs, the full training video library, recorded PRO trainings, 1-on-1 coaching replays, scripts, frameworks, objection training, role-plays, hot seats, deal breakdowns and The 4 Horsemen series. Price is shown inside Skool.

When are the live calls?

Live calls are scheduled inside the community. Kaleo is based in Hawaii, and calls are posted in the Skool calendar.

Who is Kaleo?

Kaleo McCabe is a Honolulu-based timeshare sales trainer with 12 years in vacation ownership sales. He is currently a resort sales center project director.

Your next tour is coming. Walk in ready.

Join the free community
Join the free community