Est. Private Service
The details
no one is meant
to notice.
I'm Myles Ocheltree — Personal Assistant, Private Estate Staff, and Deckhand with nearly two decades at the side of private owners. My work is built on trust, discretion, and the quiet precision that keeps everything running as if effortlessly.

Myles Ocheltree
West Palm Beach, FL
01 — About
A career built on service, trust, and solving problems before they become problems.
Raised by a single mother in New Bedford, Massachusetts, I learned early the value of hard work, accountability, and earning people's trust. Athletics led me to play Division I football — building the discipline, resilience, and teamwork that continue to shape how I work today.
From 2007 to 2023 — nearly seventeen years — I served one private family in Dartmouth, Massachusetts as Assistant Estate Manager and as a deckhand aboard M/V Surf, supporting seasonal voyages between Massachusetts and Florida. Those years taught me that luxury service is built on precision, discretion, anticipation, and attention to the details most people never notice.
Alongside that work I spent six years as a Personal Assistant to NFL players — three seasons in Jacksonville (2011–2014) and three more in Nashville (2014–2017) — managing schedules, private driving, travel logistics, household organization, and confidential matters in fast-moving, ever-changing environments.
From 2021 to 2026 I ran a private estate in West Palm Beach, Florida as Estate Manager — overseeing household operations, vendors, inventory, and guest readiness, driving the principal and guests, and handling hands-on houseman work.
Today I serve a private residence in West Palm Beach as Companion & Estate Manager — offering daily companionship and personal support to an elderly couple, preparing meals to their tastes, driving them to appointments and outings, and keeping the household running smoothly. The goal is always the same: a seamless environment where every detail is handled before it ever becomes a concern.
02 — Attributes
The standard, quietly kept.
01
Discretion
Absolute confidentiality in every interaction, communication, and detail.
02
Anticipation
Solving problems before they surface — the mark of true private service.
03
Precision
Standards refined aboard private yachts and in the households of principals.
04
Composure
Calm under pressure, trained in emergency response and critical decision-making.
05
Adaptability
Equally at home overseeing renovations, driving principals, or plating a private dinner.
06
Integrity
Earning trust once and keeping it. Reputation built on doing what's right.
03 — Capabilities
A full range of
private service.
From estate operations to intimate personal support — engaged fully or on a project basis for principals who value discretion and precision.
Estate & Household
- Multi-residence oversight
- Vendor & contractor management
- Renovation & project coordination
- Preventative maintenance programs
- Inventory & asset management
- Guest & event readiness
Personal Assistance
- Confidential day-to-day support
- Companionship & in-home care
- Private driving & travel logistics
- Calendar & appointment management
- Errands, sourcing & procurement
- Household staff coordination
- Concierge-level problem solving
Operations & Leadership
- Warehouse & logistics management
- Cross-functional team leadership
- Process design & optimization
- Six Sigma Green Belt trained
- Quality control & compliance
- Vendor negotiation
Yachting & Marine
- Deckhand & captain's mate
- Tender operation
- Vessel preparation & upkeep
- Guest support underway
- East Coast & Caribbean routes
- Interior & exterior detailing
04 — Training & Credentials
STCW '95 — Renewal 2026
FIT2SERVE Police Training
Boston EMS Academy
CPR & AED Certified
Six Sigma Green Belt
LACC — Associate's Degree
Availability
Considering select opportunities.
Introductions from principals, family offices, and household directors are always welcome. All inquiries are handled in complete confidence.