Leading SysAid’s AI-enabled customer retention and expansion strategy. Transforming post-sales operations for SysAid’s ITSM platform through automation, adoption, and predictive growth.
Responsibilities
Own SysAid’s net revenue retention (NRR) and lead the transformation of the post-sales organization into an AI-enabled, insight-driven growth engine
Drive churn reduction and expansion through upsell and cross-sell strategies
Build AI-enhanced forecasting models for churn risk and expansion propensity
Establish clear ownership across CSMs, AMs, and customer lifecycle stages
Drive AI-powered customer adoption and faster time-to-value across core ITSM capabilities, Spaces, and agentic AI capabilities
Partner with Product and Professional Services to embed AI into onboarding and deliver guided, automated adoption experiences
Operationalize AI-driven health scoring and next-best actions
Design a scalable, AI-driven expansion motion using automated signals, deal insights, business cases, and pricing recommendations
Equip teams with AI copilots for account planning, QBR preparation, and executive storytelling
Build AI agents for continuous customer-health monitoring, risk detection, and automated or human-led interventions
Identify systemic churn drivers and close the loop with Product
Define customer-facing AI use cases that automate IT workflows, improve service delivery, and increase platform ROI
Partner with Product to package AI use cases into value propositions and define agentic AI adoption practices
Deploy internal AI agents for QBR generation, call summaries, action tracking, ticket clustering, root-cause analysis, and renewal and expansion insights
Redesign post-sales workflows to minimize manual work and increase customer-facing time
Aggregate and analyze customer feedback to identify product and experience trends and create feedback loops into Product
Evolve team responsibilities for an AI-first organization and train teams to use AI-generated insights
Define AI-enhanced segmentation and coverage models, establish retention, expansion, adoption, and operational-efficiency KPIs, and hire and develop AI-augmented talent
Requirements
10+ years in SaaS Customer Success, Account Management, or Growth
At least 5 years in manager roles
Proven ownership of retention and expansion targets
Experience leading AI/automation initiatives in customer-facing teams is a strong plus
Background in ITSM, enterprise SaaS, or workflow platforms preferred
Strong understanding of SaaS retention mechanics and NRR drivers
Strong understanding of customer lifecycle design
Strong understanding of AI/automation use cases in post-sales
Ability to translate AI capabilities into customer business value
Data-driven and systems thinker
Commercially oriented with a growth mindset
Comfortable leading through product and platform transitions
Balances strategic thinking with operational execution
Strong cross-functional influence across Product, Sales, and Engineering
Benefits
No benefits, perks, or compensation extras are specified in the posting
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