Kamaole Beach Club · June 2026 A proposal to work together differently
Chief AI Officer
Partnership

One partner, on retainer, who owns your technology, rebuilds the reservation system, redoes your website, and keeps Malia running. Not another vendor with a contract to defend.

Prepared by LONELY PINE AI
For Patti Ihu-Rodrigues, General Manager, Kamaole Beach Club
The proposal

The shift I want to propose

Right now KBC buys technology project by project. A price for the reservation system. A price for the website. A price for the next thing. That model is exactly what went wrong.

What you bought was a fixed scope. What you got was open-ended billing and nothing in production. The website, the email automation, the next idea - none of that needs a separate quote. It needs someone who knows your property, ships small pieces every week, and is accountable month to month.

The Chief AI Officer model, in one sentence

It is the same model we already have signed for Malia, scaled up to cover everything KBC needs on the technology side. One monthly fee. A partner who sits on your side of the table.

The status quo

What happened with the current vendor

Three years on a time-and-materials contract with no defined deliverable. The result speaks for itself.

~$150K
Spent since 2023
3 yrs
Of billing
0
In production

An open-ended contract

No fixed deliverable, no milestones, no acceptance criteria - but billed by the hour anyway. The scope lived outside the agreement, so it could grow forever.

Blocked, then stalled

The reservation admin never reached production. It stalled waiting on cloud hosting credentials that could not safely be handed over, then drifted into unsolicited enhancements you never asked for.

This was a project-model failure, not bad luck

A fixed-scope contract with hourly billing has every incentive to drag. The fix is not a better vendor on the same model. It is a different model: a partner on retainer who only keeps the engagement by shipping value every month.

Proof of delivery

You already know how I ship

Malia, your after-hours concierge, went live in days, not years - and runs every night right now.

Identity-verified door codes

Last name and unit must both match the reservation before a single digit is read. The exact verification gap you raised on May 29, solved.

After-hours coverage

She answers your office line after hours, verifies the guest, walks them into their unit, or leaves you a note for the morning. No 11 PM calls to your cell.

A note for every call

The office gets a summary email within 60 seconds of every hang-up: who called, what they asked, what Malia did, full transcript.

Built on your real data

All 32 units across A, B, and C, plus 1,831 reservations from your master schedule - already parsed and running. The foundation for everything below is in place.

The role

What "Chief AI Officer" means

Three things, all included in one monthly fee.

1

Strategic ownership

I own the technology stack and the vendor relationships on your behalf. You stop being the middleman. I help you say no to bad quotes. You always own the code, data, domain, and credentials - day one.

2

A continuous build queue

I ship against a rolling priority list we re-rank together every month. No fixed-scope contract per feature. Something usable every two weeks, not a go-live that never comes.

3.

Operational ownership

Everything already live - Malia today, the reservation system and website tomorrow - I run, monitor, and fix. New units, new policies, peak-season tweaks: handled, no change orders.

Everything ships into your accounts, under your credentials. You can hire anyone else to maintain it later. Zero lock-in.

The centerpiece

The reservation system, rebuilt

We replace the 13-year master spreadsheet with a real reservations system. This is the thing three years of billing never delivered - and the core of it is already built.

reservations.kamaolebeachclub.com
Sample week · illustration only Published · live
UnitGuestArrivalDepartureSource
A-105Sample, J.Jun 26Jul 03VRBO
A-202Sample, M.Jun 20Jun 27Owner
B-103Sample, R.Jun 14Jun 28RCI
C-107Sample, K.Jun 26Jul 01VRBO
C-203(turning over)-Jun 24Block
Step 1

Snap a photo

Patti photographs the weekly schedule, the same printed sheet she works from today.

Step 2

It reads itself

The system reads the photo and turns it into reservations automatically. No retyping.

Step 3

Review and publish

Patti checks it, fixes anything, clicks publish. It goes live for Malia and the office instantly.

Behind it: a real database, a color-coded calendar and list view, an owner roster, and a daily backup. Built on your accounts, owned by you. The dashboard above is already built and tested - it ships in month one.

The storefront

Your website, rebuilt and hosted

A modern marketing site that actually represents Kamaole Beach Club, built on the same stack and hosted by Lonely Pine.

Maui boutique aesthetic

Real Kamaole Beach photography, a clean modern design, and mobile-first layout that loads fast for guests browsing from their phones.

Per-unit availability

Listing pages for each unit, with live availability pulled straight from the new reservation system. One source of truth, no double entry.

Hosted and maintained by us

On your domain, in your account, on fast global hosting. We keep it running, secure, and current. No separate hosting bill, no third party in the middle.

A clear path to direct bookings

The rebuilt site is the foundation for a direct-booking funnel later - reducing the cut you pay the listing channels. Scoped as a future phase once the core is steady.

Year one

What gets built in year one

The same roadmap a project model would quote as eight separate contracts, delivered as one continuous partnership. Re-rank it together anytime.

Months 1 - 2

Foundation

Reservations core

  • Wind down the old vendor
  • Reservations move to a real database with daily backup
  • The photo-to-publish dashboard goes live
  • Calendar and list view replace the spreadsheet workflow
Months 3 - 4

Guest and web

Comms and site

  • Email engine: confirmation, cancellation, check-in templates you edit yourself
  • New marketing website at your domain
  • Per-unit availability pages, live from the reservation system
Months 5 - 12

Owners and beyond

Re-prioritize together

  • Owner portal: self-serve blocks and guest entries
  • Front desk console: arrivals, departures, work orders
  • Direct booking and payments
  • Whatever moves the needle most for you

Worst case in any given month: you have working software you did not have at the start of it.

Ownership

Your accounts. Your code. Day one.

Everything is built on infrastructure you own, with access you can revoke. No source-code hostage clauses, ever.

Owned by KBC

The cloud account, the domain, the payment processor, the source code repository - all in your name. I work through least-privilege access you control and can revoke at any time.

One modern stack

Reservation system, owner portal, website, email engine, and Malia all run on a single fast, low-cost cloud platform. No legacy servers, no per-vendor markup, no surprise infrastructure quotes.

Your office IT is untouched

Your current IT provider keeps everything they handle today - email, devices, phones, network. We only take over app hosting and the build work. Nothing gets ripped out.

Portable by design

If we ever part ways, you keep all of it - running, in your accounts, with the code. Nothing is held back as leverage. That is the whole point.

The investment

One number. Everything included.

No setup fee. No per-feature quotes. No scope creep. The reservation rebuild, the website, Malia, and an accountable partner - all in the monthly.

$5,000/mo
Chief AI Officer partnership, flat
Built as separate fixed-price projects, this same roadmap would quote at roughly $111,000. Rolled into the partnership, it is one predictable monthly fee, and you can cancel on 30 days notice.
What you payTodayWith Lonely Pine
Reservation-system vendor~$5,000$0
Lonely Pine CAO partnership-$5,000
Office IT (kept, unchanged)~$870~$870
Monthly total~$5,870~$5,870
What you get for itNothing newA working system + website

Roughly the same spend you carry today. The difference is what it produces - and that you own every piece of it.

The difference

Why this is different from the last three years

Then versus now, in plain terms.

The project model
Then
  • Fixed scope on paper, open-ended billing in practice
  • Three years building toward a go-live that never came
  • You coordinate the vendors and chase the status
  • Code held back until invoices clear
  • Every new idea is a new quote
The partnership model
Now
  • No fixed scope to defend, so no incentive to drag
  • Something usable ships every two weeks
  • One person owns all of it - me
  • Source code in your accounts from week one
  • If I stop delivering value, you cancel in 30 days
The terms

Terms that protect you

This is structured to be the opposite of what you just lived through.

30-day cancellation, either side

No multi-year lock-in. If it is not working, you walk.

All code in your accounts

Cloud, domain, payments, repository - your name on every one.

No non-solicit clauses

Hire in-house or use another vendor anytime. Your call, always.

Monthly invoice, NET 7

Same simple billing you already have set up for Malia.

When the heavy build is done, most partnerships step down to a lighter ops-only tier. The savings only widen from there.

The ask

What I'm asking for

Not a signature today. Just a yes or no on the model. If it is a yes, here is exactly what happens next.

The first 48 hours

  1. We agree on the partnership at $5,000 a month, Malia folded in, no double billing.
  2. I draft a one-page engagement letter, not a twelve-page contract.
  3. You sign whenever you are ready. The retainer starts the first of the month.
  4. Week one, I draft the vendor termination notice for your signature and take over the conversation.

You own everything

Code, data, domain, day one

Working software fast

Something usable every two weeks

One throat to choke

Anything technology, I handle it