Product Manager/Business Systems

Del Mar Vacations; Orleans (MA); On-site; USD 80,000 - 100,000; Full time

Job summary

Del Mar Vacations is looking for a Product Manager located in Orleans, Massachusetts. You will lead efforts to enhance how teams use our systems, focusing on data reliability and workflow improvements. Your responsibility includes owning the business systems roadmap and ensuring integrations function seamlessly.

Ideal candidates will have 3–5 years of experience in product management, especially with HubSpot, and strong communication skills. Join us to take our platform from good to great!

Qualifications

• 3–5 years in Product Management, Product Ops, or Business Systems.
• Deep HubSpot experience with ownership and governance.
• Hands-on integration experience with APIs/webhooks.
• Strong process analysis skills and cross-functional leadership.
• Excellent written and verbal communication.
• Ability to make data-driven decisions.
• Proven success in remote work environments.

Responsibilities

• Improve platform usage and ensure reliable workflows.
• Conduct ongoing platform health audits and prioritize improvements.
• Own HubSpot data hygiene and define system rules.
• Rally stakeholders around clear ownership and realistic timelines.
• Design and manage integrations and data flows.

Skills

Product Management

HubSpot experience

Integration skills

Process analysis

Cross-functional leadership

Communication skills

Data-driven decision making

Remote work practices

Job description

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.

Core Responsibilities

The role owns the end-to-end improvement of how teams use the 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. 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 choosing 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 prioritised work. Coordinate with engineering and vendors and drive delivery all the way to done. Follow up after launch – changes must stick, not just ship.

Integrations & Orchestration – design, document, Q/A 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 with a portfolio of real outcomes.

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, even when it’s inconvenient.

Demonstrated remote work success – you have real habits: stand‑ups, async communication, and ensuring nothing falls through the cracks.

Experience in property management, hospitality, field service, or seasonal businesses is a plus.