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

Data Governance & Reporting Foundations

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

AI Experimentation & Operationalization

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

GTM Process & Revenue Model Enablement

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

Technical Leadership & People Management

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

Our ideal candidate will have the following:

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

The perks of working for us are great!

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!

As a fully remote team, we’ll make sure you have all the tools and equipment you need to make your home office a place where you can thrive.

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

This job is no longer accepting applications

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