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Canada Unlimited PTO

  • Define and execute Roofr's post-sale customer experience strategy, leveraging AI and automation to accelerate time-to-value and improve retention.
  • Lead customer support, onboarding, and retention teams, building scalable processes and a customer-first culture.
  • Partner cross-functionally with Product, Engineering, Sales, and Marketing to optimize the end-to-end customer journey.

Customer Experience Customer Success B2B SaaS AI Automation

20 jobs similar to Head of Customer Experience

Jobs ranked by similarity.

$86,250–$101,250/yr
Canada Unlimited PTO

  • Lead and develop Customer Success, Implementation, and Operations teams to drive customer adoption and retention.
  • Oversee implementation experience and use data to identify trends and improve customer outcomes.
  • Partner cross-functionally to represent the customer perspective and build a high-performance culture.

Cardata provides automated software and services for vehicle reimbursement programs. They are a small, driven team focused on growth and impact.

UK 6w PTO

  • Partner with C-level executives to define enterprise-wide CX transformation strategies using LivePerson's Conversational Growth Path Maturity Model.
  • Lead the Customer Strategy Center of Excellence, overseeing Data Analytics and Conversational Design teams to deliver insight-driven recommendations.
  • Drive adoption of conversational AI, develop multi-year roadmaps, and present strategic recommendations to executive stakeholders.

LivePerson is a leader in enterprise conversational AI and digital transformation, powering nearly a billion conversational interactions monthly. Recognized as the #1 Most Innovative AI Company by Fast Company, they foster a culture of innovation and inclusivity.

US

  • Build a clear, visible, and effective system for intake, prioritization, and sequencing with proactive reporting.
  • Translate stakeholder needs into tool assessment, selection, implementation, and ongoing optimization.
  • Drive adoption and optimization of the CX tech stack to align with critical workflows across teams.

PetDesk combines the industry's most user-friendly client engagement tools with the highest-rated pet parent app to simplify veterinary clinic operations and strengthen client relationships. The company values a structured hiring process and uses AI tools to support recruitment, focusing on fair and efficient candidate evaluation.

US Unlimited PTO

  • Own the enablement roadmap tied to CX goals and customer outcomes.
  • Translate CSM feedback and business priorities into scalable enablement strategies.
  • Use AI and automation to modernize knowledge management and self-serve tools.

Omada Health is a virtual-first healthcare company reversing chronic disease using human-led care, connected devices, and AI. With over two million members served, it's a certified Great Place to Work that values trust, boldness, and collaboration.

$120,000–$150,000/yr
Canada Unlimited PTO

  • Own the relationship with every managed and self-serve Premium account, handling onboarding, escalations, and day-to-day communication for a focused book of a few dozen accounts.
  • Generate expansion pipeline by spotting renewal risk early, keeping accounts healthy, and creating qualified opportunities for the sales team.
  • Build an AI-native Customer Success function by supervising and correcting AI agents as they automate operational work, shifting your time toward judgment, relationships, and growth.

Browse AI provides an AI-powered platform for web data extraction, monitoring, processing, and automation, helping entrepreneurs and enterprises scrape, monitor, and automate data extraction from any website without code. They are a remote-first Canadian startup serving over 2,000 customers globally, with a lean team and a culture of automation and AI innovation.

Ukraine Poland

  • Design and implement omnichannel customer experience strategies using AI-powered workflows to automate research synthesis and journey analysis.
  • Lead cross-functional initiatives to align CX initiatives with business objectives and drive measurable growth.
  • Apply advanced research methods, journey mapping, and predictive analytics to create detailed personas and actionable insights.

ELEKS is a software development and product design company that helps businesses deliver innovative digital solutions. The company has a global team and focuses on building high-quality, scalable products with a collaborative culture.

$137,000–$180,813/yr
US Unlimited PTO

  • Lead and mentor a team of Customer Success Managers, establishing goals and success metrics to improve customer retention and expansion.
  • Act as a trusted escalation point for key customer relationships and partner with Sales, Product, and Engineering teams.
  • Design and refine customer success playbooks, workflows, and reporting systems to improve scalability and consistency.

The partner company is an organization focused on helping customers maximize the value of innovative data and technology solutions. It operates as a fully distributed remote team with a collaborative, inclusive culture emphasizing learning, mentorship, and career growth.

$159,840–$188,000/yr
US

  • Leads a team driving customer adoption, retention, and expansion with clear expectations and scalable operating models.
  • Owns renewal and expansion performance for a segment through hiring, coaching, and operational discipline.
  • Champions AI tools to streamline workflows and surface customer insights faster for strategic work.

Abnormal Security protects organizations from AI-powered cybercrime using a behavioral AI platform. Trusted by 4,500+ enterprises, the company fosters a culture of excellence, accountability, and continuous improvement.

$2,000–$5,000/mo
Brazil

  • Deliver an 11-star onboarding experience and own the client relationship from handoff onward.
  • Keep every relationship warm and churn risk low through regular check-ins and proactive value-add.
  • Run weekly account-health reports and be the voice of the customer to the product team.

They are a tech-enabled, ISO 17025-accredited testing lab that verifies product claims for consumer brands, turning results around in ~3 days. They are a fast-growing startup backed by top-tier VCs, with a culture of high performance and transparency.

Global

  • Build and own Moxie's entire customer support organization end-to-end, including AI-powered self-service and a new frontline team.
  • Design the escalation lattice and own Tier 2 SLA accountability across cross-functional teams.
  • Set the multi-year vision for a support org that is competitive with peers, focusing on metrics like CSAT, deflection rate, and response time.

Moxie empowers ambitious aesthetic entrepreneurs to build profitable, independent practices without burnout or guesswork. They have grown from an idea to a global, remote-first team now supporting 700+ practices nationwide.

$145,000–$175,000/yr
US Unlimited PTO

  • Partner with customers to maximize platform value through AI adoption and measurable business outcomes.
  • Own a portfolio of enterprise accounts, driving retention, expansion, and executive engagement.
  • Leverage data and AI insights to proactively manage risks, opportunities, and customer success.

Outreach is the only complete agentic AI platform for revenue teams, founded in 2014. The company serves world-leading enterprises like Databricks, SAP, and Verizon, with a customer-first culture focused on AI-driven value.

$120,000–$150,000/yr
US Unlimited PTO

  • Act as a strategic leader managing a portfolio of key enterprise accounts to drive revenue growth, retention, and expansion.
  • Build trusted advisor relationships with senior stakeholders, identifying upsell and cross-sell opportunities for AI-powered solutions.
  • Own the end-to-end renewal strategy and commercial process, collaborating cross-functionally to ensure customer success and retention.

LivePerson provides enterprise conversational AI and digital transformation solutions, powering nearly a billion interactions monthly for leading brands. The company was named the #1 Most Innovative AI Company by Fast Company and fosters a remote-first, inclusive culture with a focus on diversity and employee growth.

US

  • Own the success, retention, and growth of a portfolio of enterprise customers with complex organizational structures.
  • Build trusted relationships with executive sponsors and serve as a strategic advisor throughout the customer lifecycle.
  • Leverage AI-powered platforms to monitor customer health, predict churn, and uncover expansion opportunities.

OfficeSpace Software provides the leading AI operating system for the built world, helping teams plan, connect, and perform in the workplace. As a performance-based, PE-backed company, they hire based on merit and have world-class teams in the US, Canada, and Costa Rica in a culture of trust, respect, growth, and impact.

India

  • Own the customer's post-sales journey end to end, building executive relationships and driving renewals and expansion.
  • Translate customer goals into a platform roadmap tied to measurable business outcomes with a discovery-first mindset.
  • Support delivery governance on multi-track programs, leveraging AI and best practices to drive durable customer satisfaction.

ServiceNow is the AI control tower for business reinvention, helping 85% of the Fortune 500 work smarter, faster, and better. The company builds an AI-native culture where technology and talent are unstoppable together, with a global workforce.

EMEA

  • Own and grow a portfolio of strategic customers, guiding them from go-live through long-term value realization.
  • Serve as a trusted advisor to executive sponsors, aligning AI-driven solutions to strategic business outcomes.
  • Drive adoption, engagement, and expansion of the Moveworks AI Assistant across ServiceNow workflows.

ServiceNow is the AI control tower for business reinvention, helping 85% of the Fortune 500 work smarter, faster, and better. The company fosters an AI-native culture where technology and talent are unstoppable together.

UK

  • Lead and develop a high-performing Customer Success team, creating a culture of accountability and continuous improvement.
  • Own the Customer Success operating model, customer lifecycle, and engagement framework to ensure customers realise measurable value.
  • Champion the Voice of the Customer, ensuring customer insight informs product development, service improvements, and business strategy.

Aveni is redefining how financial institutions use AI, building production-ready agentic systems that replace fragmented processes with intelligent, end-to-end workflows. The company has been recognised as Fintech of the Year for two consecutive years, is backed by leading investors, and is scaling quickly with a remote-first, inclusive culture.

$105,000–$150,000/yr
US Unlimited PTO

  • Drive revenue transformation and expansion by architecting AI-driven workflows and accelerating adoption of Gong's platform.
  • Partner with senior GTM leaders to design strategies that modernize revenue operations and deliver measurable business outcomes.
  • Own renewal strategy and cross-functional collaboration to ensure exceptional customer experience and value realization.

Gong harnesses the power of AI to transform how revenue teams win, providing a Revenue AI Operating System that unifies data, insights, and workflows. With over 5,000 customers, the company is built on innovation, ambitious goals, and a culture of transparency and trust where every person can make a visible impact.

$145,000–$165,000/yr
United States

  • Build and lead the Customer Success organization from the ground up, owning GRR, NRR, renewals, and expansion revenue.
  • Recruit, coach, and develop a high-performing team of Customer Success Managers while implementing health scoring and KPIs.
  • Partner with Sales, Product, Engineering, and Support to improve customer outcomes and champion AI and automation.

Visual Matrix is a hospitality technology company that helps hotels maximize revenue, improve operations, and deliver exceptional guest experiences. The company has a customer-centric, collaborative, and entrepreneurial culture with a builder mindset.

$62,300–$71,100/yr
Canada 5w PTO

  • Own renewal and expansion strategy for a portfolio of accounting firms, driving measurable value realization and net revenue retention.
  • Serve as a strategic advisor to executive stakeholders, diagnosing workflow inefficiencies and aligning product capabilities to firm-level improvements.
  • Proactively identify churn indicators through behavioral data and health metrics, and develop structured save plans with clear ROI articulation.

Karbon is the global leader in AI-powered practice management software for accounting firms. We are well-funded, ranked #1 on G2, Great Place To Work® certified, and on Fortune's Best Small Workplaces™ List.

US Unlimited PTO

  • Own the performance of customer-facing AI experiences across Ashley Digital's brands, combining customer insights, conversation design, analytics, and knowledge management.
  • Design, test, and continuously improve conversational experiences through prompts, response logic, and system instructions to ensure natural, helpful interactions.
  • Analyze AI performance using KPIs like CSAT, resolution time, and conversion to identify optimization opportunities and drive measurable business results.

Ashley Digital is the e-commerce engine behind Ashley Furniture, driving online retail for home furnishings across all platforms. They are a fast-moving, highly collaborative team with a remote-first culture, combining the energy of a tech company with the stability of an industry leader.