Roofr

Head of Customer Experience

Roofr · Remote - Canada

Posted 15 days ago · $200-250k

or apply directly on Roofr's site. We never take the application ourselves.

Is this posting real?

This role has been open
15 days
Roofr's roles stay open a median of 45 days
Reposted
No
Salary listed
Yes
56% of Roofr's roles list one
Ghost-job risk at Roofr
high
5 stale, 0 reposted of 9 open
Hiring momentum
14 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-09-17

Measured from postings appearing on and disappearing from Roofr's own greenhouse board since 2026-08-03. Full hiring picture for Roofr.

About this role

The Head of Customer Experience at Roofr will lead the Customer Experience team and define the post-sale customer strategy. This role involves building a future-focused organization that utilizes AI and automation to enhance customer journeys, improve retention, and deliver exceptional customer experiences. The leader will collaborate cross-functionally to optimize processes and ensure a cohesive experience across all customer touchpoints.

Our read on this posting4.8out of 5
benefits
5/5
freshness
4/5
career value
5/5
role clarity
5/5
pay transparency
5/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Roofr as an employer.

What you need

  • 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 (PLG) and/or Product-Led Sales (PLS) 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

Nice to have

  • Familiarity with platforms such as 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

What you get

  • 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

Worth weighing

  • No specific mention of team size or structure for the Customer Experience team
  • The role requires balancing strategic and tactical execution, which may involve a high workload
  • The position is remote, which may have implications for team dynamics and communication

Summarised from Roofr's posting. Read the full original.

Listed by Roofr on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.

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