Founder's Right-Hand: Ops Lead & Calendar Architect

FlowerHire; New York (NY); On-site; USD 60,000 - 90,000; Full time

Job summary

FlowerHire is seeking a Chief of Staff / Personal Assistant to serve as the right hand to an entrepreneur overseeing multiple businesses and a busy family life in the Hudson Valley.

This role requires someone who can operate at both strategic and tactical levels, create structure around a fast-moving founder, manage calendars, prioritize tasks, coordinate travel, and support nonprofit and board responsibilities.

Qualifications

• 3+ years directly supporting a founder, entrepreneur, owner, principal, or senior executive
• Experience spanning executive support, personal assistance, project management, operations, or Chief of Staff-type responsibilities
• Excellent calendar, task-management, and organizational skills
• Strong judgment, discretion, and comfort handling confidential business and personal matters
• Valid driver’s license and reliable transportation
• Available to work onsite in the Hudson Valley, NY, five days per week

Responsibilities

• Serve as trusted right-hand to the founder and coordinate priorities across multiple businesses
• Create a reliable system for capturing, prioritizing, tracking, and resurfacing tasks and ideas
• Manage and strategically prioritize a complex business and personal calendar
• Anticipate upcoming commitments, deadlines, seasonal priorities, and potential conflicts
• Help determine what needs the founder’s attention, what can be delegated, and what can be handled independently
• Coordinate across multiple businesses and act as a point person to keep projects and priorities moving
• Manage travel, appointments, family scheduling, and personal logistics
• Handle hands-on errands, pickups, and local coordination as needed
• Support nonprofit and board responsibilities, including organizing materials and tracking important deadlines
• Provide light business administration and project-management support
• Build processes and systems that reduce the amount of information the founder needs to personally hold onto
• Follow through relentlessly so that nothing important gets lost in a text, voice note, conversation, or busy week

Skills

Executive support

Personal assistance

Project management

Calendar management

Discretion

Problem solving

Job description

FlowerHire is seeking a Chief of Staff / Personal Assistant to serve as the right hand to an entrepreneur overseeing multiple businesses and a busy family life in the Hudson Valley.

This role requires someone who can operate at both strategic and tactical levels, create structure around a fast-moving founder, manage calendars, prioritize tasks, coordinate travel, and support nonprofit and board responsibilities.