GTM Systems & Data Manager at ParentSquare

This role is designed for a seasoned RevOps leader or Systems Architect with at least 8 years of experience who is ready to bridge the gap between technical inf

Work type: remote

Location: Remote (United States)

Salary: $140,000 – $180,000/yr

Type: Full-time

Summary

This role is designed for a seasoned RevOps leader or Systems Architect with at least 8 years of experience who is ready to bridge the gap between technical infrastructure and strategic growth. The ideal candidate is a **HubSpot power user** who doesn’t just build workflows but understands deep data modeling, API integrations, and how to transition a company from reactive fixes to "AI-ready" proactivity. You should be comfortable both managing a technical contributor and rolling up your sleeves to architect complex GTM systems. The compensation is highly competitive ($140k–$180k) for a **fully remote** position, and the benefits package is standout—offering 100% employer-paid health insurance for you and your dependents, which is rare. You’ll be joining a mission-driven EdTech company during a high-growth phase, giving you the chance to own the GTM roadmap and build a legacy of data governance from the ground up. **You might be a good fit if you:** * Live and breathe HubSpot architecture and have experience managing the "backbone" of Sales, Marketing, and Finance. * Are excited about operationalizing AI to reduce manual grunt work and surface pipeline risks. * Have experience mentoring technical staff and enjoy setting documentation standards. * Want a role that balances technical leadership with high-level system strategy.

Job Description

ParentSquare is a rapidly growing Santa Barbara-based company that’s changing the way schools and parents communicate every day. Sound simple? We strive to keep it that way! Our mission is to give schools the power to incredibly enhance family engagement for all students. ParentSquare and RemindHub, our flagship products, serve over 22 million students and drive our mission by providing unified communications tools -forms, sign ups, payments, RSVPs, direct messaging, language translations, chat and more. Remind Chat, our free product, reaches over 80% of K-12 students, providing a safe and easy-to-use platform for direct communication between teachers and families. And our latest innovation, SmartSites, offers state-of-the-art websites for school districts, enhancing their online presence and accessibility.

We are not just creating a product; we are creating empowered educators and engaged parents to improve the lives of all students. We are passionate advocates for our customers and for our employees and we invite you to join us on this exciting journey.

#### Who we’re looking for:

ParentSquare is scaling quickly, and our GTM systems, data, and architectural needs are scaling right along with us. As our GTM Systems & Data Manager, you’ll own the backbone of how Sales, Marketing, Customer Success, Deal Desk, and Finance operate: CRM, integrations, GTM systems, and the data and automation that tie everything together.

You will bring structure, clarity, and technical leadership to a team that is operational but in need of stronger data governance, better architectural planning, and an owner who can help us scale our systems with intention.

Critically, this role will help ParentSquare evolve from reactive GTM operations to intelligent, insight-driven operations using AI, automation, and strong data foundations to surface risk, prioritize action, and reduce manual burden across teams.

You will be the people leader and technical manager for our GTM Systems Architect, ensuring clear direction, a cohesive roadmap, and support to build scalable, flexible, and well-governed systems. You will also have individual contributor responsibilities.

Most importantly, you’re someone who shares in our passion for improving the lives of students through communication.

#### This role will include:

• CRM Ownership & GTM Systems Architecture


• Design scalable data structures, objects, workflows, and automation aligned to current and future GTM strategies


• Lead the GTM-wide systems roadmap with the Systems Architect


• Oversee governance and configuration across HubSpot and connected GTM tools


• Architect systems with AI-readiness in mind, ensuring data structures, lifecycle logic, and signals can support intelligent automation and future AI use cases

• Build and maintain a data governance framework spanning lifecycle stages, routing, ARR mechanics, property standards, deduplication, enrichment, and hygiene


• Create data models and naming conventions that support accurate, scalable reporting across HubSpot and downstream BI tools


• Establish trusted data foundations that enable AI-driven insights, forecasting support, and automated decisioning

• Own the AI roadmap for GTM systems, including HubSpot AI and native AI capabilities in connected tools


• Partner with internal AI teams to evaluate and integrate new AI capabilities


• Build AI-driven automations to improve routing, forecasting hygiene, lifecycle transitions, and data quality


• Translate AI capabilities into real operational leverage, reducing manual work, surfacing risk earlier, and improving prioritization for GTM teams


• Work within and help set up guardrails for responsible AI usage, including explainability, auditability, and data trust

• Architect lifecycle automation, routing, attribution, and pipeline mechanics that reflect real-world GTM behavior


• Improve forecasting hygiene through predictable data flows and clear system logic


• Partner with Sales, CS, Marketing, and RevOps peers to strengthen process discipline and reporting accuracy


• Use AI and system signals to proactively identify breakdowns in process, pipeline risk, and execution gaps

• Manage and develop the GTM Systems Architect, providing prioritization, feedback, and technical oversight


• Establish documentation standards and reduce reliance on tribal knowledge


• Collaborate with the Manager of GTM Operations to support a structured intake → prioritization → execution workflow


• Coach team members on system architecture, data quality, scalable process design, and how to responsibly leverage AI within GTM workflows

• 8+ years in RevOps, GTM systems, sales operations, or technical operations


• Deep HubSpot expertise (architecture, objects, workflows, datasets, governance, reporting)


• Experience leading or mentoring a technical contributor


• Hands-on experience with AI in HubSpot, Google Workspace, or GTM platforms (or strong desire to learn quickly)


• Strong background in data modeling, naming conventions, and property governance


• Experience with integrations/APIs and multi-system dependencies, and GTM tools


• Familiarity with CPQ, billing, pricing, or product packaging logic


• Strong cross-functional partnership and communication skills


• Ability to think architecturally about how AI, automation, and data systems work together to drive better GTM outcomes, not just implement tools

You’ll get your foot in the door as our company continues to grow. We’re big believers in work-life balance and provide:

• Employer-paid health insurance (including dependent coverage)


• An employer-matched 401K retirement savings program from day 1


• Paid Parental Leave


• Stock options


• Health + wellness reimbursements


• PTO that increases each year


• 16 paid holidays, including your birthday!

We're an equal opportunity employer. All applicants will be considered for employment without attention to age, race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status.

The salary range for this role will be $140,000- $180,000

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