For timeshare reps, closers and managers

Get coached by a trainer who still runs the floor.

Join PRO, Kaleo's paid Skool community: every one-on-one coaching video, the weekly live training replays and word tracks you can use on your next tour.

Not ready? Join the free community instead.

12 years in timeshare sales
4 years as a corporate sales trainer
Now runs a resort sales center
390+ free training videos
LIVE COACHING
Inside PRO Weekly training replays
Kaleo McCabe Former Trainer. Still Leading a Sales 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 PRO.

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

Third-party objection training video thumbnail

"I Have to Ask My Mom": Handling the Third-Party Objection Live

11 min

Watch on YouTube
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.

PRO membership

One membership. Every session, every replay.

PRO is Kaleo's paid Skool community. It is where the full training lives.

PRO

Train and Master

$97/month

Grand opening rate for the first 100 members. After that the price goes up.

Join on Skool, or upgrade anytime from inside the community.

Join PRO

Not ready for PRO? Join the free community: the community, the Basics class and the weekly live calls. No card needed.

What PRO includes

The full training, in one place.

  • Every one-on-one coaching video.
  • The weekly live training replays, in the Live Training Vault.
  • Additional trainings as Kaleo adds them.
  • The full training video library.
  • Scripts, frameworks and objection training.
  • Role-plays, hot seats and deal breakdowns.
  • The 4 Horsemen series.

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 PRO. Check your close. Train every week.

Join PRO

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 weekly live call with Kaleo.

Work the replays

Rewatch the weekly trainings in the Live Training Vault, plus the one-on-one coaching videos and scripts.

FAQ

Straight answers before you join.

What does PRO include and cost?

PRO includes 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. PRO is $97 a month right now, a grand opening rate for the first 100 members, and it goes up after that. The FREE tier stays free.

Is there a free option?

Yes. If you just want to be part of the community, the FREE tier gets you the community, the Basics class and the weekly live calls. You can join without a card. PRO adds the replays and the full training library.

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.

When are the live calls?

The live call runs weekly and is scheduled inside the community. Kaleo is based in Hawaii, and calls are posted in the Skool calendar. Replays go into the Live Training Vault in PRO.

Who is Kaleo?

Kaleo McCabe is a Honolulu-based timeshare sales trainer with 12 years in vacation ownership sales. He still leads a sales floor and is on tables daily.

Resources

Written training, straight from the floor.

Breakdowns, deal post-mortems and rep results. These slots fill as Kaleo publishes — PRO is where the full sessions already live.

Join PRO
Coming soon

The blog

Short posts on what actually happened on the floor this week — the objection that showed up, the word track that worked, and the one that didn't.

Post slot 1
Post slot 2
Post slot 3

Your next tour is coming. Walk in ready.

Join PRO · $97/month