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 16 spec 16 build 16 QA 16 rollout 16 adoption 16 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.
Core ResponsibilitiesThis 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 22why20 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
