Head of Project Management

Rentvine is the fastest-growing property management software company in the industry, ranked #60 on the 2025 Inc. Our powerful, cloud-based platform helps property managers streamline operations, reduce manual work, and deliver a better experience for tenants and owners. We care deeply about building a company where smart, driven individuals can grow, feel supported, and do the best work of their careers. When a property management company decides to move to Rentvine, you're the person who gets them there. You'll run a full slate of implementations at once, and every one of them landing on time — with clean data and a client who actually knows how to use the platform — is on you.

This is a project management job first. You'll scope work up front as needed and write the SOWs that define it — sometimes for your own projects, sometimes for a teammate's — and those calls are yours.

You won't be purely managing from a distance, either. You'll get into the data — building migration files, checking balances — working alongside our accounting and data specialists. Most of your time goes to running the project, but this isn't a role where you hand off a plan and watch.

Own the project

Run a portfolio of client implementations end to end, from kickoff through go-live and the weeks after

Build project plans that actually hold up — sequencing discovery, data migration, configuration, training, and financial cut‑over with realistic timelines

Keep project status current and clear enough that a colleague could pick up your project cold

Scope incoming accounts — sometimes ones you'll run yourself, sometimes ones that go to a teammate. Get on the phone with people you've never met to do it. Size up the account: how much data, what condition it's in, what they're coming from, how complex their portfolio is, and how ready they actually are

Escalate when the commercial terms warrant it, not by default

Help build the templates and estimating standards so this gets more consistent over time

Catch risks and slippage early, raise them, and fix them before a date slips

Close projects out properly and hand off to Customer Success with the context, open risks, and configuration decisions they need

Data, decisions, people's time. Escalate on their end when their delays put the date at risk

Get the data right

Work with our accounting and data specialists on migration, validation, and financial cut‑over, splitting the work based on how complex the project is and who's got capacity

Build migration files yourself when that's faster — mapping fields, cleaning up legacy exports, prepping data for load

Own the quality bar no matter who did the work. Push what you learn back into the process, so we're not solving the same problem from scratch on every project

4+ years running customer‑facing implementation, onboarding, or professional services projects — B2B SaaS ideally

Real experience scoping work and writing SOWs. You'll be scoping accounts where you don't know anyone, sometimes before there's a signed deal, and you need to build enough trust in one call to get straight answers about their data and their operation

Solid project management fundamentals — scope, dependencies, critical path, risk tracking, change control, status reporting

You keep your project tool current. You can get people to deliver without managing them

Good judgment on scope and commercial tradeoffs, the backbone to hold a position with a client, and the sense to know when to elevate

Strong writing. Clear, calm communication out loud too, especially when the news isn't good

Comfortable in Excel and Sheets — lookups, conditional logic, cleaning up messy legacy exports — enough to build a migration file when you need to

Enough financial literacy to poke at a migration and know when something's off. PMP, CAPM, PRINCE2, or similar

Property management industry or software background

High‑volume implementation environment where standardization was the goal

A track record of improving an implementation process, not just working inside one

Implementations launch on time or early

Actual effort tracks close to what you scoped — on the projects you run and the ones you hand to someone else — and when it doesn't, it gets caught and turned into a change order instead of absorbed

Status is accurate, and risks come up early rather than at the deadline

They're productive on Rentvine inside the target window

The data's clean. Balances reconcile at cut‑over with no corrections after launch

Customers are healthy through their first renewal

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