Kelly Carr Proposal for Goldwynn Resort & Residences

Executive Summary

A refined lens on an already high-performing asset

Goldwynn Resort & Residences is a stunning, high-performing asset. Moving from your current 90% guest satisfaction baseline to a consistent, "next-level" luxury standard requires a refined service lens and reinforced leadership habits.

This proposal outlines a phased approach to auditing the Resort-Condo model and implementing a sustainable culture of excellence — beginning with a structured on-site diagnostic and progressing to an ongoing advisory engagement calibrated to the property's specific needs.

Why now?

Every quarter without a structured service framework risks inconsistent guest experiences that erode repeat bookings, depress online ratings, and make it harder to command premium rates. The GM transition window is a rare opportunity to set new standards before habits set in — not after.

Phase 1

On-Site Diagnostic & Audit

Engagement Details

5-Day On-Site
Immersion

$3,500

+ travel expenses at cost

schedule May 5 – May 15, 2026

Aligned with the interim leadership window, this immersion allows for a deep dive into the live operation while Josh is on-property — identifying exactly where service delivery is inconsistent, and where the greatest opportunities lie.

visibility

Operational Shadowing

Observing Front Desk and Housekeeping during peak turnover cycles to identify friction points firsthand.
description

SOP Review

Evaluating current procedures against luxury Best in Class standards — identifying gaps and quick wins.
person

Leadership Calibration

One-on-one sessions with supervisors to assess coaching capabilities and identify development opportunities.
handshake

Interface Assessment

Reviewing hand-off points between the HOA, F&B, and core resort staff to surface cross-departmental friction.

Deliverable

A Foundational Assessment Report delivered within 7 days of the visit — your property's roadmap, identifying immediate Quick Wins and long-term structural needs.

Ongoing Advisory Engagement — June / July

Choose your path forward

Option 01

The Foundation Track

$4,000 / month

+ travel at cost

Standardizing the "Polish" and arming the management team to self-sustain.

Est. Commitment

30–40 hours / month

2–4 days per month on-property for hands-on workshops and staff coaching
2–4 hours per week remote support for SOP finalization and leadership check-ins
Focused on building internal capability and sustainable independence

Recommended

Option 02

The Luxury Advisory Track

$7,000 / month

+ travel at cost

Consistent leadership oversight to bridge the gap during the GM transition.

Est. Commitment

50–70 hours / month

3–5 days per month on-property for intensive coaching and staff training
6–8 hours per week embedded remote advisory support
Weekly leadership and line-up meeting participation via video
Guidance on high-level guest resolution and VIP arrival preparation
Ongoing open-door availability for manager coaching and troubleshooting

50% of the Phase 1 fee — $1,750 — will be credited toward the first month of either option above.

The Kelly Carr Advantage

Over a decade leading the Caribbean's finest

My approach is rooted in over a decade of leadership with Exclusive Resorts, where I oversaw diverse Caribbean portfolios — ten unique islands, approximately $100 million in club assets, and the teams delivering world-class experiences to the most discerning guests and owners in the world.

I specialize in the nuances of the luxury residence model, ensuring that the physical beauty of a property is matched by an intuitive, proactive service culture — one that exceeds the expectations of high-net-worth guests and owners alike.

Partner brands & properties

Exclusive Resorts

Rosewood Nassau

Four Seasons Anguilla

Ritz-Carlton Grand Cayman

The Abaco Club

WIMCO St. Barth's

The Palms Turks & Caicos

Paradise Beach Nevis

Career highlights

10 Caribbean islands managed simultaneously as Regional Director of Operations

$100M In club assets overseen across the Exclusive Resorts Caribbean portfolio

54 Luxury residences under direct operational oversight, $2–5M annual capital allocation

13+ Years with Exclusive Resorts, culminating as Caribbean Regional Director

Next Steps

Let's move forward together

01

Review & Discuss

Share this proposal with your leadership team and note any questions or scope adjustments.
02

Initial Assessment

Confirm the May window — ideally May 5–9 or May 12–16 — and lock in the 5-day on-site diagnostic.
03

Ongoing Advisory Engagement (optional)

Based on the assessment findings, select the Foundation or Luxury Advisory track for continued support.
04

Engagement Agreement

A simple one-page agreement will be issued to formalize the scope, timeline, and terms.