Director of Operations

About PricingPro

PricingPro is a fast-growing revenue management company for short-term rental operators. We use PriceLabs to run dynamic pricing for our clients’ Airbnb and vacation-rental portfolios, helping property managers maximize revenue without the guesswork. We’re small, moving fast, and building the systems that will carry us into our next stage of growth. In the last 9 months, we’ve grown from 80 listings to 450+ listings, with no signs of slowing down.

Why this role matters

This is our first major hire — the person who will help turn a fast-growing, founder-run operation into a well-run machine. You’ll be the founder’s right hand and the operational backbone of the company: running pricing day-to-day, building the systems and documentation we don’t have yet, and leading the team that executes.

This is not a role for someone who needs a playbook handed to them — you’ll be creating the playbook. We’re looking for someone genuinely comfortable in an unstructured, figure-it-out environment, who is energized (not stressed) by ambiguity and loves building order out of chaos. In return, you get real ownership, a direct line to the founder, and the chance to shape a company from the ground floor.

What you’ll own

• Hands-on PriceLabs pricing & revenue strategy across our client accounts. Base prices, min-stay rules, seasonal profiles, customizations, and overrides. You know PriceLabs inside and out. Client onboarding in PriceLabs will be focus number one when you start.
• Systems & documentation — turn how we do things into clear, repeatable SOPs and processes as we grow, so quality stays high while we scale.
• Team leadership & training — manage, train, and hold accountable our revenue managers who handle pricing refreshes, and build the onboarding that gets new team members productive fast.
• Client communication — keep clients informed and confident with clear updates, reporting, and responsive communication.

What we’re looking for

Hard requirements:

• Extensive, hands-on PriceLabs experience — non-negotiable. You’ve personally managed pricing in PriceLabs at scale, not just read about it.
• Short-term rental / vacation-rental background. You understand the industry and its metrics — occupancy, ADR, RevPAR, pacing — and how revenue management actually works for STRs.
• US-based and authorized to work in the US. Fully remote, working US time zones.
• Comfort with ambiguity. You thrive without rigid structure, run your own day, and document what you do.
• Clear communicator and self-starter who can take something messy and make it organized and repeatable.

Nice to have:

• Experience managing or training a team (even a small one).
• Experience writing SOPs and working in tools like Airtable, Trello, and Google Workspace.
• Background at a pricing agency, co-hosting company, or STR property manager.

What we offer

• Fully remote within the US.
• A ground-floor role with real ownership and a direct line to the founder, at a company growing fast.
• The chance to build the operations function and your own team from scratch.

How to apply

Email info@pricingpro.com with a short note on your PriceLabs experience, why this role fits, and an updated resume attached.

Bonus points: tell us about a time you took an underperforming listing or portfolio and turned its pricing around — what you changed in PriceLabs, and what happened.

Compensation

$80,000–$90,000/yr, plus profit share and performance incentives. You make more as we do — we’re growing very quickly, so your profit share will grow quickly too.