Del Mar Vacations · 12 hours ago
Product Manager, Business Systems
Orleans, MA
Full-time
Hybrid
Mid, Senior Level
$115K/yr - $150K/yr
4+ years expDel Mar Vacations is a Veteran-owned and operated vacation property management company committed to creating exceptional guest and homeowner experiences. They are seeking a Senior Product Manager to optimize their business systems, ensuring data quality and reliable workflows while driving accountability and measurable outcomes.
Home ServicesProperty ManagementReal EstateResidentialVacation Rental
Responsibilities
Shadow teams across Ops, Marketing, Owner Revenue, Guest Revenue, + Guest Experience
Map processes, workflows, find friction, reduce variance, and eliminate rework
Fix forms and data capture so information is accurate by default, not by heroics
Improve enablement and adherence so systems and data stay healthy over time
Own the business systems roadmap and prioritize initiatives by business impact
Balance platform hygiene with new capabilities (no “AI on top of a dumpster fire”)
Maintain a ruthless focus on reducing wasted effort and improving service outcomes
Own HubSpot data hygiene: properties, lifecycle stages, governance, and standards
Define system rules that prevent garbage-in (validation, required fields, routing, defaults)
Create visibility into where data quality breaks and fix root causes
Turn messy requests into clear requirements, user stories, and acceptance criteria
Rally stakeholders around prioritized work, clear ownership, and timelines
Coordinate with engineering and vendors; drive delivery to done
Design, document, and QA integrations and data flows
Manage API/webhook-based connections and vendor roadmaps
Monitor system changes and proactively prevent breakages
Lead pilots, run QA across multiple personas, manage rollout, and own rollback/change control
Ensure changes actually stick (not “launched and forgotten”)
Build dashboards and reporting that reflect real operational outcomes
Own accountability for improvements in:
Cycle time
Adoption
Error rates / rework
Escalations
NPS / owner satisfaction
Qualification
Required
4+ years in Product Management, Product Ops, or Business Systems PM ownership
Deep, practical HubSpot experience
Hands-on integration experience
Strong process analysis and documentation
Proven ability to drive cross-functional teams to outcomes without formal authority
Excellent communicator who can translate tech ↔ non-tech cleanly
Comfortable using dashboards/data to tell the truth and drive decisions
Preferred
Experience in property management, hospitality, field service, or seasonal businesses
Familiarity with pricing/marketing intelligence tools and dynamic pricing concepts
Exposure to AI automation and prompt/API-based workflows
Benefits
Generous performance bonus
Company
Del Mar Vacations
Del Mar Vacations provides vacation home management, guest hospitality, and property management services.
11-50 employees
Funding
Current Stage
Early StageLeadership Team
Luke Chapman
CEO
Company data provided by crunchbase