Head of Customer Experience scaling post-sale operations for Roofr’s roofing CRM platform.
Leading AI-enabled support, onboarding, retention, and customer journey optimization across a growing SaaS business.
Responsibilities
Define and execute Roofr’s post-sale Customer Experience strategy
Lead the Customer Experience team and build a future-focused organization
Design a scalable customer journey across onboarding, adoption, engagement, support, and retention
Establish a customer-first culture focused on simplicity, speed, and measurable outcomes
Provide leadership and/or support across Customer Support, interim Onboarding & Customer Success, and interim Customer Retention
Develop leaders, organizational capability, operational rhythms, performance metrics, and accountability systems
Connect customer-facing functions into a cohesive Customer Experience organization
Champion AI and automation, including AI-enabled support, intelligent ticket routing, automated onboarding, digital education, self-service knowledge management, customer health monitoring, predictive churn identification, and automated customer journeys
Own and improve retention, GRR, customer health, time to value, product adoption, CSAT, NPS, support SLAs, and resolution time
Use customer insights and data to identify friction, improve onboarding, increase adoption, and strengthen relationships
Partner with Product, Engineering, Sales, Marketing, Revenue Operations, and Finance as the voice of the customer
Translate customer feedback into product, operational, and customer experience improvements
Map, measure, prioritize, and continuously optimize end-to-end customer journeys
Establish a unified Customer Experience strategy, journey KPIs, feedback loops, scalable operating processes, and cross-functional partnerships within the first 12 months
Requirements
10+ years of experience leading Customer Experience, Customer Success, Customer Operations, or Support organizations within a B2B SaaS company
5+ years leading multiple customer-facing functions through managers and senior leaders
Experience supporting SMB customers in a Product-Led Growth and/or Product-Led Sales environment
Demonstrated success improving customer retention, customer satisfaction, and operational efficiency
Experience implementing AI and automation to improve customer outcomes and team productivity
Strong understanding of onboarding, customer support, customer lifecycle management, and digital customer engagement
Experience owning or optimizing end-to-end customer journeys across multiple customer-facing functions and touchpoints
Proven ability to build scalable processes and high-performing teams in high-growth environments
Strong analytical and data-driven decision-making skills
Exceptional executive presence and cross-functional leadership
Experience scaling a Customer Experience organization and innovating to solve problems
Experience partnering closely with Product and Engineering to improve customer adoption and product usability
Familiarity with Intercom, Gainsight, Salesforce, HubSpot, Gong, or similar customer technologies
Experience designing digital-first customer journeys and self-service customer experiences
Strong understanding of SaaS metrics including GRR, churn, customer health, adoption, and customer lifetime value
Benefits
1st week of employment is mandatory PTO
1 Friday off per month
Company wide paid shutdown for the week between Christmas and New Years
Flexible time off
80% employer-paid benefits in the U.S. and 100% employer-paid premiums for Extended Healthcare and Dental in Canada
RRSP/401k match
Generous Parental Leave policy
Annual company retreat with team building activities
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