Principal Product Manager, Pro

Evolve's Pro offering serves short-term rental operators and HOAs managing larger portfolios of properties. These customers often think like businesses: they need to evaluate whether Evolve can support their operation, bring a portfolio onto the platform, manage teams and properties, and deliver a reliable experience to their own customers. Pro spans a broad and evolving product surface, and Evolve needs a dedicated product leader to set the direction for Pro and build a flexible platform that supports different customer needs without fragmenting the experience. As Principal Product Manager, you will own the Pro roadmap end to end, connecting acquisition, onboarding, day-to-day operations, and retention into a coherent product strategy. Location requirements: all Evolve team members must live in one of the approved locations by their first day; Evolve can hire from anywhere in the U.S. except D.C. and Hawaii, with some compensation-based restrictions in California, Maryland, New York, Pennsylvania, Rhode Island, and Washington.

Responsibilities

Define and own the product vision, strategy, and roadmap for Pro, balancing customer needs, business opportunity, and platform investment; Build a deep understanding of portfolio operators and HOAs, including how they assess providers, bring properties and teams onto a platform, manage operations, and decide whether to stay; Improve the end-to-end experience from evaluating and adopting Pro through onboarding, ongoing portfolio management, and renewal or expansion; Identify shared needs across customer types and shape modular, configurable product capabilities that avoid one-off development; Make clear product choices across a large, ambiguous surface area, sequencing work and explaining tradeoffs to senior stakeholders and delivery teams; Partner with Commercial strategy to understand target customers, define what Evolve offers, and lead the product roadmap to support how Pro is positioned and sold; Work with Engineering and Design to turn complex workflows into useful, dependable experiences, prioritizing usability and operational efficiency; Establish success measures for Pro, use customer research and product data to understand performance, and adjust the roadmap as evidence changes; Lead cross-functional work through discovery, definition, delivery, launch, and iteration, aligning partners with different priorities; Represent the voice of Pro customers in product decisions and help the organization build a shared understanding of their needs

Requirements

Minimum 10 years of product management experience, driven 0-1 product buildouts, including ownership of strategy and delivery for complex products or product areas; Business and commercial mindset, understanding how product capabilities fuel client acquisition, top-line performance, user retention, and streamlined operations; Experience building for B2B or B2B2C customers, particularly products involving customer acquisition, onboarding, user or account management, retention, or expansion; Track record of bringing structure to ambiguous problems and turning a broad product opportunity into a focused, outcome-driven roadmap; Strong customer discovery skills, including identifying shared needs across segments and distinguishing them from requirements that call for configuration or a different approach; Experience partnering with Commercial, Sales, or go-to-market teams to connect product strategy with customer acquisition and business growth; Judgment to balance customer-specific needs with scalable platform capabilities and make progress when requirements or ownership are unclear; Comfort working closely with Engineering on technical tradeoffs, system constraints, and sequencing; Practical approach to product experience, knowing when a workflow needs refinement and when clarity, reliability, and efficiency matter most; Strong communication skills and ability to align senior stakeholders and cross-functional teams around decisions and outcomes; AI builder mindset with a pragmatic approach to leveraging AI tools, LLMs, and agents, able to rapidly prototype solutions, validate hypotheses, and collaborate with Engineering to transition proven concepts into production features

Nice to have

Experience in enterprise SaaS, property technology, vacation rentals, or software for managing portfolios of properties, locations, accounts, or users

Benefits

Industry-competitive pay; Equity in the company; 401(k) with a 4% immediate vesting match; 16-18 weeks of paid parental leave for birthing parents and 10 weeks for non-birthing parents; Infertility coverage; Comprehensive medical, dental, and vision plans with 100% employer-paid dental and vision for individual coverage; Low-cost medical option; 10 free mental health visits; Pet insurance; Generous PTO, RTO (for full-time exempt employees), sick leave, holidays, and a personal holiday; Annual Evolve travel credit after one year and discounts on stays at all Evolve properties; World-class onboarding programs, learning, and development resources; Employee Resource Groups; Eligible for a variable annual bonus based on company and individual performance