The role (quick snapshot)
This is an entry-level steward role with paid, structured training and room to grow. You will learn the OTF way and provide client/guest-ready care across many property types: owner-occupied homes, short-term rentals, event and community spaces, coastal cottages, schooners/yachts, and other specialty properties. Land or sea, you will make spaces feel cared for, polished, and ready.

What you will do

• Steward properties: turnovers, linen handling, bed/makeup, staging, trash and fridge checks, and finishing touches.
• Support owner-occupied homes, STRs, event spaces, community workspace upkeep, and vessel/schooner turnovers.
• Perform light maintenance checks, manage inventory and consumables, and submit clear job reports.
• Follow OTF SOPs, green cleaning specifications, and client instructions.
• Communicate professionally with teammates, operations, and clients; be punctual and dependable.

Training and growth

• 30 day training and assessment to learn OTF standards, tools, and systems; we teach you how to win the small battles that add up.
• Successful stewards are offered advanced training (including vessel and specialty instruction), and leadership paths as the company grows.

Our Core Values: Lived Daily

- Standing a Good Watch

We stay attentive and prepared, always anticipating needs, protecting the experience, and responding with calm, capable care.
In practice: Be proactive, communicate early, and treat every home like it’s under your watch.

- Built on Trust

Trust is earned through consistency, honesty, and follow-through every time.
In practice: Do what you say you’ll do, own mistakes quickly, and keep communication clear and respectful.

- All Hands

We work with shared responsibility. Everyone’s role affects the next and we succeed together.
In practice: Show up on time and prepared, support the crew, and leave spaces/tools/notes ready for whoever comes next.

- Surprise and Delight

Elevating the way it feels to come home or to enter your AirBnb. Thoughtful touches turn service into something memorable.
In practice: Notice the details, go one step beyond always, and create small moments of thoughtfulness and care. “We heard you and we se

Personality and team fit: DISC required
Shortlisted candidates are required to complete a DISC Personality Assessment as part of our hiring process. This helps us understand how you prefer to work and allows us to make thoughtful matches with teammates and roles.

Who we are looking for

• Entry-level welcome; bring a strong work ethic, curiosity, and a willingness to learn.
• Reliable transportation and a smartphone for scheduling and communication.
• Able to lift about 25–40 lbs and be on your feet; comfortable working in varied environments (homes, event spaces, boats).
• Detail-oriented, punctual, and comfortable following checklists and SOPs.
• Positive attitude, flexible schedule, and coachable.

Compensation

• $18–$20 per hour.
• Pathways for professional growth and specialty work as you advance.

Why join On the Flye?

• We are a collabarative team. No idea is a bad one and we work together to better our services!
• Real variety: work across homes, coastal rental properties, event spaces, and vessels.
• Meaningful work: you will directly shape client experiences.

How to apply
Email a short note and your resume to Jobs@ontheflyeclean.com and fill out the Application Questionnaire.