What are the responsibilities and job description for the Lead Cleaning Specialist (Lead Steward) position at On the Flye LLC?
JOB TITLE
Lead Cleaning Specialist (Lead Stew) — Residential, Commercial & Marine
PAY & SCHEDULE
Starting at $22/hr · Pay grows with performance · Full-time W-2 · Monday–Friday with rotating weekends
JOB DESCRIPTION
On the Flye LLC is a detail-first property services company based in Belfast, Maine. We clean residential homes, short-term rentals, commercial properties, and yachts across Waldo and Knox Counties.
We’re hiring a Lead Stew — a field leader who runs jobs independently, leads a small crew, trains newer team members, conducts cleaning audits, and represents OTF with professionalism when clients are present. This role requires a deep working knowledge of OTF’s cleaning methods, sequences, and service standards. You are the quality checkpoint and the face of the company on every property you touch.
What you’ll do
- Run full jobs independently across homes, STRs, commercial spaces, and yachts
- Lead a 1–2 person crew on-site — assign zones, manage pace, give direct feedback
- Communicate professionally with present clients — answer questions, address concerns, represent OTF accurately
- Identify and present add-on services to clients when appropriate — upsells are part of this role
- Train New Stews in the field using OTF’s established cleaning sequences and standards
- Conduct cleaning audits on completed jobs and report findings to the Bosun
- Catch and correct quality issues before the job closes
- Submit complete photo documentation and detailed notes on every job
- Escalate damages, supply issues, and client concerns to the Bosun immediately
Schedule
- Monday–Friday, full-time
- Rotating weekend availability on a predictable, advance-notice schedule
- Peak season June–October: increased hours across the board
- Friday–Sunday track also available with pay incentive — see separate listing or inquire at application
Requirements
- 1 year of professional cleaning experience — residential, commercial, or marine
- Ability to teach OTF standards clearly, not just execute them
- Composed and professional when clients are present, without exception
- Judgment to recognize a legitimate upsell without pressure or overreach
- Valid driver’s license and reliable transportation
- Strong upward communication — escalate early, not after the fact
Why OTF
- Starting at $22/hr
- Pay grows with performance, not tenure
- Varied work: homes, STRs, commercial properties, and yachts
- W-2, full-time with consistent year-round hours
- Small team — your work is visible, your growth is real
- Direct path to Bosun-level scope for sustained high performers
Send Resume and fill out this application questionnaire to apply. For any additional questions please email Jobs@ontheflyeclean.com
https://forms.gle/wf1AapAVHGWTZWmc6
Pay: $23.00 - $28.00 per hour
Benefits:
- Opportunities for advancement
- Paid training
- Referral program
Work Location: In person
Salary : $23 - $28