HubSpot Automation Specialist - First Connect Insurance Services

About First Connect:

First Connect Insurance Services is a digital platform providing independent insurance agents access to top US carriers and the optionality necessary to grow their businesses. Agents can work with over 150 carriers, selling various insurance policies, including home, auto, small business, and more. We're on a mission to overhaul the technology agents have access to, putting consumer-grade software at their fingertips. We've got thousands of active agents with hundreds joining monthly and we plan to accelerate our growth.

Role Overview:

The HubSpot Automation Specialist is the dedicated builder behind First Connect's carrier and partner automation, a fast-growing portfolio of 600+ workflows that power how independent agents get access to carriers and partners on our platform. These are highly complex, multi-branch automated processes with deep conditional logic, cross-object dependencies, time-based delays, and custom code actions. This role owns that workflow library and supports inbound workflow needs from Sales, Support, and Account Management teams to drive operational automation and efficiency. Working in close collaboration with the CRM & Automation Admin, Director of Agency Marketing Operations, and Product team stakeholders, the Specialist executes on defined specs with precision and a deep understanding of CRM infrastructure and HubSpot objects, including custom objects.

What You’ll Do:

• Carrier Automation Ownership: Build and maintain existing complex partner workflows including new workflow construction, ongoing optimization, error monitoring, and resolution of workflow failures or enrollment issues. Many of these are large, multi-branch workflows with dozens of decision paths, cross-object dependencies, and intricate enrollment logic that require careful design and testing.
• Sales, Support & Account Management Workflow Execution: Build and deploy HubSpot automations that operationalize defined processes for Sales, Support, and Account Management teams (notifications, task creation, property updates, list management, ticket routing, deal automation, pipeline stage progression, lifecycle stage transitions, and lead scoring logic) to drive operational automation and efficiency across teams.
• Product & HubSpot Integration: Work closely with Product team stakeholders to ensure data sync and operational flows between Product systems and HubSpot are functioning correctly. Maintain integrations across Zapier, webhooks, and direct APIs, troubleshooting sync issues and building workflows that support cross-system handoffs.
• Workflow Maintenance & QA: Monitor active workflows for enrollment errors, action failures, and unintended behavior. Perform root-cause troubleshooting, implement fixes, and escalate complex architectural issues to the CRM & Automation Admin.
• Workflow Improvement & Consolidation: Proactivel