Product Manager, Business Systems
- Pay
- $120,000 – $150,000 per year
- Location
- Orleans, MA · On-site
- Job type
- Full-time
- Level
- Mid-level
- Experience
- 3+ years
- Listed
- 30 days ago
Skills & highlights for this role
- HubSpot administration
- API and webhook integrations
- process analysis
- data governance
- cross-functional product management
Also useful
- property management software
- AI workflow automation
Stated benefits & perks
- Health
- 401k match
- Bonus
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 "why" 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
- About Company ---
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 → spec → build → QA → rollout → adoption → 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."
Why Join the Del Mar Vacations Team
Del Mar Vacations is a Veteran-owned and operated, full-service vacation rental company on Cape Cod. We specialize in providing 5-star experiences to our guests, homeowners and each other. As a hospitality and service first culture, our team and their talents are the key to our success.
Working at Del Mar means you will be surrounded by passionate, smart, and engaged people who are focused on superior problem solving and outstanding customer service. Our ideal candidates enjoy working in a small, tight-knit, high energy and supportive team, are intellectually curious, comfortable with ambiguity, have a positive outlook, and are able to pivot quickly as things change.
From Del Mar Vacations's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
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Common questions
What is the salary for the Product Manager, Business Systems role at Del Mar Vacations?
The Product Manager, Business Systems posting at Del Mar Vacations states compensation of $120,000 – $150,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Del Mar Vacations's official career site.
Where is the Product Manager, Business Systems job at Del Mar Vacations located?
This Product Manager, Business Systems position at Del Mar Vacations is located in Orleans, MA (On-site). Always check Del Mar Vacations's application page for specific state eligibility or relocation policies.
What qualifications are required for Product Manager, Business Systems at Del Mar Vacations?
For the Product Manager, Business Systems role, Del Mar Vacations highlights 3+ years of relevant experience; experience with HubSpot administration, API and webhook integrations, process analysis, data governance, cross-functional product management. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.
How do I apply for the Product Manager, Business Systems position at Del Mar Vacations?
This listing links directly to Del Mar Vacations's Rippling application page. You can apply directly on Del Mar Vacations's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Rippling application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.