Short-Term Rental Sales Representative

Independent contractor (1099) · Commission only · Remote, United States

Introduce short-term rental owners to a free, property-specific Preliminary Benefit Estimate, and guide the owners who fit through to a signed engagement.

• Reach short-term rental owners (Airbnb, VRBO, and similar hosts) by phone, email, and direct message.
• Walk each owner through their Preliminary Benefit Estimate clearly and patiently.
• Qualify fit honestly; tell owners plainly when the benefit does not clear the bar.
• Explain the short-term rental tests, such as average stay and material participation, as rules, and point questions about an owner's own return to the owner's CPA.
• Keep your own follow-up organized across an active pipeline.
• Hand signed clients cleanly to fulfillment.

• Consultative sales experience with owners or small-business operators.
• Comfortable explaining a financial concept simply, in plain English.
• Self-directed: as an independent contractor you run your own schedule and pipeline.
• Organized follow-up discipline; you never let a warm lead go cold.
• Familiarity with short-term rentals, as an owner, a manager, or a seller to hosts, is a plus.
• Real estate or tax-adjacent background is a plus.

Fully remote. Independent contractors may work from anywhere in the United States and set their own schedule.

Commission only, paid as an independent contractor (1099). You earn a commission on each study you close; terms are shared in the first conversation. There is no base salary.

Email [email protected] with "Application: Short-Term Rental Sales Representative" in the subject line and a short note on why you fit. We read every application and respond to strong ones quickly.

Apply »

Posted September 30, 2026. Open for applications through December 31, 2026.