Location: Roslyn, NY (must reside within 20–30 minutes)

Compensation: $1,300 per week (1099 basis)

Schedule: ~50 hours per week, variable, includes evenings and weekends

Vacation: 2 weeks paid vacation

Vehicle: Company-provided vehicle for all driving duties (driver is responsible for commuting to/from Roslyn)

Position Overview

A busy executive is seeking a professional, dependable, and discreet Personal & Family Driver to provide safe and reliable transportation for both business and family needs. This is a long-term opportunity for a candidate who values stability, enjoys working in a family setting, and can adapt to a dynamic schedule.

The role combines executive driving (to Manhattan for meetings, client dinners, and social functions) with family driving (transporting children to after-school activities and events).

Key Responsibilities

Executive Transportation

• Drive principal to/from Manhattan for business meetings, dinners, and client functions
• Provide evening and late-night transportation as required (approx. 1–2 late nights weekly)
• Transport executive and spouse for weekend social commitments, especially Saturday evenings
• Ensure punctuality, discretion, and professional representation of the family

Family Transportation

• Safely transport four children (ages 10, 9, 8, and 4) to after-school activities, practices, and events
• Primary schedule includes weekday afternoons (approx. 3–7 p.m.)
• Maintain patience, attentiveness, and organization when driving children

General Duties

• Operate and maintain company-provided vehicle in excellent condition
• Navigate efficiently across Manhattan, Long Island, and surrounding areas
• Adapt to last-minute changes and remain flexible during busy periods
• Uphold confidentiality and discretion at all times

Requirements

Requirements

• Valid NY driver’s license with a clean driving record
• 5+ years of professional driving experience (chauffeur, private driver, or similar)
• Strong familiarity with NYC and Long Island roads
• Must live within 20–30 minutes of Roslyn, NY
• Flexible availability, including evenings, late nights, and weekends
• Professional appearance and demeanor with a family-friendly attitude
• Proven track record of reliability, discretion, and safety

Benefits

Compensation & Benefits

• $1,300 per week (1099 basis)
• Average 50 hours per week (schedule varies: lighter weeks when principal travels, heavier weeks during busy periods)
• 2 weeks paid vacation
• Company-provided vehicle for all driving duties