Principal Customer Success Manager at Outreach managing critical customer accounts and driving AI-enabled solutions for revenue optimization. Leading cross-functional relationships and ensuring impactful customer outcomes.
Responsibilities
Own Strategic Customer Outcomes
Manage a focused book of 3–5 high-value, complex accounts
Develop and evolve outcome-based success plans aligned to customer business objectives and renewal timelines
Drive sustained adoption of Outreach across teams and workflows
Identify leading indicators of risk and expansion, embedding renewal readiness into ongoing engagement
Partner closely with Client Account Executives to shape retention and growth strategy while they lead commercial conversations
Drive AI Adoption & Workflow Evolution
Guide customers in embedding Outreach’s AI capabilities into daily revenue workflows
Analyse AI usage patterns and workflow data to identify optimisation, efficiency, and expansion opportunities
Translate AI-driven productivity gains into measurable business impact (pipeline velocity, rep productivity, forecasting accuracy, win rates)
Support customers in redesigning elements of their revenue processes to fully leverage automation and agentic capabilities
Stay ahead of evolving AI features and proactively advise customers on adoption pathways
Lead Complex Stakeholder Environments
Build and maintain multi-threaded relationships across key stakeholders
Navigate varying priorities across Sales, RevOps, Enablement, and leadership
Maintain clarity and alignment on shared success criteria
Serve as a consistent, credible advisor throughout the customer journey
Elevate the Team
Act as a senior peer and mentor within the Customer Success team
Support colleagues in shaping account strategy and preparing executive-facing business reviews
Share best practices, playbooks, and insights across the region
Provide early visibility on emerging risks or patterns across strategic accounts
Partner with the regional CS leader to improve consistency, operating rhythm, and performance standards
Collaborate Cross-Functionally
Partner with Professional Services on onboarding and value acceleration
Coordinate with Product, Support, Sales, and Marketing to maximise customer experience
Represent the voice of strategic customers internally
Help influence improvements in product positioning and workflow enablement based on customer insight
Requirements
Significant experience (typically 7–10+ years) in Customer Success, Account Management, or a related SaaS role supporting complex software and business transformation
Proven success managing complex or strategic accounts with measurable retention outcomes
Strong commercial awareness and ability to influence renewal strategy without directly owning pricing
Experience driving adoption of AI-enabled or automation-driven platforms
Strong understanding of modern revenue processes and go-to-market workflows
Demonstrated ability to mentor or coach peers in a professional setting
High emotional intelligence and ability to build trusted relationships across stakeholder levels
Ability to influence without direct authority
Strong communication skills, able to tailor messaging to different audiences
Self-motivated with a strong sense of ownership and collaborative accountability
Comfortable operating in ambiguity and helping bring clarity to others
Benefits
25 days holiday + 8 bank holidays
Outreach contributes with monthly contribution towards your pension
Private medical care for employee and spouse/family with Program Health Plus
Cashplan is offered through Medicash to help offset out of pocket medical related expenses
Dental coverage
Life insurance at 4x annual salary
16 weeks of annual top up maternity leave pay or 8 weeks of fully paid paternity leave
A parental leave program that includes not just extended time off but options for a paid night nurse
Opportunity to be part of company success via equity program
Diversity and inclusion programs that promote employee resource groups like OWN+ (Outreach Women's Network), Adelante (Latinx community), OBX (Outreach Black Connection), Mosaic (AAPI community), Pride (LGBTQIA+), Gender+, Disability Community, and Veterans/Military
Employee referral bonuses to encourage the addition of great new people to the team
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