ThoughtSpot
Head of Customer Outcomes - Strategy & Operations
$133K–$190K
Chicago, IL · Remote · Director · Full-time · Posted Oct 29, 2026
- Experience
- 8+ years across the stated fields in B2B SaaS.
About the job
Leads post-sales strategy and operations, including planning, operating cadence, cross-functional transformation programs, playbooks, reporting, and AI-enabled workflows to improve customer outcomes.
What you'll do
- Lead post-sales planning, customer coverage models, targets, investment priorities, and capacity plans.
- Run leadership operating rhythms and cross-functional programs; develop and embed post-sales playbooks.
- Own the post-sales AI and automation roadmap and reporting, measuring effects on productivity, renewals, expansion, and customer health.
What they ask for
- 8+ years across CS operations, RevOps, strategy and operations, management consulting, or chief of staff roles in B2B SaaS.
- Experience helping build and scale Customer Success and Professional Services functions in high-growth environments, including coverage models, capacity plans, and operating rhythms.
- Experience leading and delivering multi-quarter, cross-functional programs with many stakeholders and no direct authority.
- Hands-on experience building or deploying agents, automation, or apps that improve post-sales workflows and measuring their effectiveness.
Pay
USD 133,000–190,000 per year (base salary)
AI focus
Own the post-sales AI and automation roadmap, prioritizing and driving adoption of agents and tools for renewal, expansion, account health, and leadership workflows; measure productivity and outcome improvements. The posting also requires AI literacy and use of AI tools in daily work.
Model-written summary · the original posting is authoritative