Greenwich & Rye

Executive, Lifestyle & Family Management

Extreme confidentiality. Supreme focus.

Your work, your life, your family — managed.

Find Your Fit → View Plans
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What We Do

Not a platform. Not a pool.
A dedicated relationship.

Greenwich & Rye is a dedicated executive, lifestyle, and family management firm serving Fairfield County's most driven executives and families. One trusted team lead — backed by a full support team — manages both sides of your life simultaneously. Virtual when you need us. There when you really need us. We live in the corridor.

01

One Dedicated Team Lead

You always have the same person who knows your life, your family, your vendors, and your priorities. Backed by the full weight of Greenwich & Rye behind them.

02

Both Lanes. Always.

Professional and personal. Inbox and school calendar. Travel and contractors. We hold both simultaneously so nothing falls through at 6pm on a Tuesday.

03

Virtual & In-Person

Remote for the 90% that doesn't require presence. There for the 10% that does. Kid pickup, house sitting, in-home visits. We show up when it matters.

Executive
  • Calendar & scheduling
  • Inbox management
  • Meeting prep & agendas
  • Research & follow-ups
  • Document drafting
  • Communication support
Lifestyle
  • Travel booking & logistics
  • Vendor management
  • Home maintenance coordination
  • Event planning
  • Personal shopping
  • Errand coordination
Family
  • Kids' schedules & school
  • Medical coordination
  • Camp & seasonal planning
  • Kid pickup & dropoff
  • House & dog sitting
  • Household staff coordination

Our Packages

The right level of support
for your life.

Maybe you don't need someone full time. You just need someone fully committed. Monthly retainer, no hourly tracking, no long-term commitment. Contact us to find the right fit.

Essential

Reactive support

For executives who need professional support handled seamlessly.

  • Calendar & scheduling
  • Inbox management
  • Vendor coordination
  • Personal errands
Most Popular

Integrated

Dedicated & proactive

For executives and families who need both lanes managed simultaneously.

  • Everything in Essential
  • Household management
  • Kids' schedules & school
  • Family travel planning
  • Healthcare coordination

Premier

Full coverage

For families who need full-life management including in-person support.

  • Everything in Integrated
  • Same-day response
  • In-person visits
  • House & dog sitting
  • Kid pickup & dropoff

Signature

Complete life management

For high-complexity households requiring a fully embedded team lead.

  • Everything in Premier
  • Extended hours
  • Full household operations
  • Document management
  • Custom scope available

Monthly retainer · No hourly tracking · No long-term contracts · Contact us to discuss the right fit

You can't make more time.
We can.

A 20-minute conversation. No commitment. No sales pitch. Complete confidentiality.

Not sure where to start

Find Your Fit

Answer 12 quick questions and we'll recommend the right plan for your life and reach out personally.

or

Ready to connect now

Contact Us Directly

Reach the Greenwich & Rye team today. We respond to every inquiry personally.

(203) 212-2721 team@greenwichandrye.com

greenwichandrye.com  ·  Fairfield County, CT

Westport · Southport · Fairfield · Darien · Rowayton · New Canaan · Stamford · Greenwich · Riverside · Old Greenwich · Rye

A few questions
to guide you.

12 questions. We'll recommend the right plan and reach out personally within one business day.

Progress0%
  • About you
  • Your household
  • Your workload
  • Work tasks
  • Personal tasks
  • Real cost
  • Prior support
  • What matters
  • Your days
  • Hesitations
  • What you want
  • Timeline

Every response is confidential.
No spam. No obligation.
Fairfield County, CT & Westchester, NY

Question 1 of 12

How would you describe yourself?

We tailor support to how you actually live and work.

Executive or senior leader
Founder or entrepreneur
Dual-income household, both working
More than one of the above

Question 2 of 12

What does your household look like?

Single, no kids
Single with kids
Partner, no kids
Partner and 1–2 kids
Partner and 3+ kids

Question 3 of 12

How would you describe your current workload?

Overloaded — drowning regularly
Constantly firefighting
Busy but mostly in control
Manageable, but growing fast

Question 4 of 12

Which work tasks consume the most time?

Select all that apply.

✓
Calendar & scheduling
✓
Email & inbox management
✓
Travel planning & booking
✓
Vendor & contractor coordination
✓
Research & follow-ups
✓
All of the above
💡 Most clients start with calendar and inbox. Within 30 days they've handed off far more.

Question 5 of 12

Outside of work, where does the time go?

Select all that apply.

✓
Managing contractors & home maintenance
✓
Kids' schedules, school & activities
✓
Personal errands & appointments
✓
Travel planning for the family
✓
Insurance, documents & admin
✓
All of the above
🏠 Your life doesn't exist in silos — neither should your support.

Question 6 of 12

When stuck in low-value tasks, what suffers most?

Select the ones that hit home.

✓
Strategic and growth work gets pushed
✓
Time with my spouse and kids disappears
✓
My health and wellbeing take a back seat
✓
I'm not reaching my potential
✓
Revenue and opportunities get delayed
⏱ These tradeoffs compound quietly. A year from now they're hard to recover.

Question 7 of 12

Have you had a personal or executive assistant before?

No — this would be my first
Yes, and it worked well
Yes, but it didn't work out
I use one at work but not personally

Question 8 of 12

What matters most in a support relationship?

Select all that apply.

✓
Someone dedicated to me — not a pool
✓
Deep local knowledge of Fairfield County
✓
Proactive — anticipates before I ask
✓
Complete discretion and confidentiality
✓
Covers both work and personal life

Question 9 of 12

How predictable are your days?

Helps us understand how much structure vs. flexibility you need.

Mostly predictable
Somewhat unpredictable
Very unpredictable — I need someone who adapts
It varies week to week

Question 10 of 12

Any hesitations about bringing someone in?

Honest answers help us address them upfront.

✓
Privacy and discretion concerns
✓
Not sure what to delegate first
✓
Worried about trusting someone with my family
✓
Cost and whether it's worth it
✓
No real hesitations

Question 11 of 12

What do you want more of right now?

Time
Focus
Calm
Freedom
All four — honestly

Question 12 of 12

When are you looking to get started?

As soon as possible
Within the next month
In the next 2–3 months
Just exploring for now

Your Greenwich & Rye Fit

You're a strong fit for our Focused plan.

Based on your answers, you need a dedicated team lead who manages both your professional and personal life — proactively, without being asked twice.

Essential
Reactive support
Recommended
Integrated
Dedicated & proactive
Premier
Full coverage
Signature
Complete life management
The Real Cost

Why fractional makes sense.

A full-time EA costs far more than their salary. Benefits, taxes, and overhead add 30% before day one. Greenwich & Rye gives you the same caliber of support — with none of it.

Entry Level EA
Full-Time True Cost
$104,000 / yr
→
Fractional
Monthly retainer
Save $68K+ 65% less
Mid-Level EA
Full-Time True Cost
$156,000 / yr
→
Fractional
Monthly retainer
Save $105K+ 67% less
Senior EA
Full-Time True Cost
$221,000+ / yr
→
Fractional
Monthly retainer
Save $155K+ 70% less

No salary. No benefits. No payroll taxes. No overhead.

Request an Introduction

We'll review your results and reach out personally within one business day. Complete confidentiality guaranteed.

Please fill in your name and email address.

Your information is never shared. We respond to every inquiry personally.

✓

We've received your inquiry.

Thank you for sharing your details. Someone from the Greenwich & Rye team will reach out personally within one business day.

In the meantime, feel free to explore our full plans.