We're a growing, operationally strong company looking to level up how we use our systems - and we need a Product Manager to lead that charge. Our platform is functional and active across the business; we're now at the stage where we want to go from good to great: cleaner data, more consistent workflows, and smarter use of the tools we have.

This is a current-state product role as much as a forward-looking one. The biggest opportunities in front of us aren't about adding features - they're about sharpening how our teams use the systems we have, so information flows cleanly, decisions happen faster, and our guests and homeowners feel the difference.

You'll own the full cycle: discovery 12 spec 12 build 12 QA 12 rollout 12 adoption 12 measured impact. All of it - including the follow-through.

We want someone who leads with questions before jumping to solutions, who can sit with a team for a day and come back with a clear picture of what's broken and why, and who measures their own success by outcomes - not output. This role isn't measured in decks delivered or roadmaps built - it's measured in workflows that work better. If that's how you keep score too, keep reading.2

Core Responsibilities

This role owns the end-to-end improvement of how Del Mar teams use our platform - ensuring workflows are reliable, data stays clean, and outcomes are measurable.

Product Discovery & Specs

• Shadow teams across Ops, Marketing, Owner Revenue, Guest Revenue, and Guest Experience to understand how work actually happens
• Turn observations into requirements that engineers don't have to interpret, and user stories that reflect user reality
• Decompose work into well-sized, buildable tickets; own backlog grooming and refinement
• Ask 2why2 until you've hit the real problem - not the stated one

Platform Roadmap Ownership

• Conduct an ongoing audit of platform health: where the biggest opportunities are, what they're worth, and how to sequence them
• Own the business systems roadmap and prioritize by business impact - knowing when to say no is just as important as knowing what to build
• Balance platform hygiene with new capabilities without letting either slip
• Maintain a clear operating rhythm: weekly loop, monthly roadmap review, quarterly planning alignment
• Continuously scan for AI opportunities across the platform - prompt/API-based workflows, intelligent routing, automated quality checks - and bring the best ones into the roadmap

Data Quality & System Integrity

• Own HubSpot data hygiene: properties, lifecycle stages, governance, and standards
• Define system rules that make accuracy the path of least resistance - validation, required fields, routing, defaults
• Create visibility into where things break and fix root causes, not just symptoms

Delivery & Cross-Functional Accountability

• Rally stakeholders around clear ownership, realistic timelines, and prioritized work
• Coordinate with engineering and vendors; drive delivery all the way to done
• Follow up after launch - changes need to stick, not just ship

Integrations & Orchestration

• Design, document, and QA integrations and data flows
• Manage API/webhook-based connections and vendor roadmaps
• Monitor system changes proactively - preventing breakages, not just reacting to them

Qualifications

• 3- 5 years in Product Management, Product Ops, or Business Systems PM ownership
• A portfolio of real outcomes, not just completed projects
• Deep, practical HubSpot experience - you've owned it, governed it, and cleaned it up
• Hands-on integration experience: you've built and managed API/webhook-based workflows
• Strong process analysis skills - you can walk a workflow and spot what's broken before anyone tells you
• Proven ability to drive cross-functional teams to outcomes without formal authority - you lead through clarity and influence
• Excellent written and verbal communicator - you can explain a complex system integration to a field ops manager and a technical spec to an engineer, and neither conversation feels off
• You use data to make decisions and tell the truth about what's working, including when that truth is inconvenient
• Demonstrated remote work success - you have real habits: how you run standups, how you communicate async, how you make sure nothing falls through the cracks
• Experience in property management, hospitality, field service, or seasonal businesses is a plus

Benefits

• 2 weeks of vacation time
• 1 week of sick time
• Partially subsidized health insurance
• HSA (health savings account)
• 401k with up to 4% match
• Professional development opportunities
• Yearly bonus program (and other rewards and recognition both big and small)

Salary Range: $120,000-$150,000+ base (depending on experience) & generous performance bonus
Schedule: Full-time | Onsite on Cape Cod