AI-Driven Revenue Strategy & Operations Lead

UpKeep; Los Angeles (CA); Hybrid; USD 180,000 - 280,000; Full time

Benefits offered by this job

Work from Home & Hybrid

Stock Options

Medical, Mental, Dental & Vision

401k Plan

Flexible Time Off

Paid Parental Leave

Los Angeles HQ

Connected Culture

Job summary

UpKeep is seeking a Director, Revenue Strategy & Operations to build analytics and AI infrastructure across the GTM funnel. The role leads a lean RevOps team supporting Sales, Marketing, CS, and Finance and reports to the CFO, guiding resource allocation and strategy.

You will diagnose pipeline health, implement AI-driven workflows, and partner with GTM leaders to translate data into actions that drive growth and efficiency across ARR, retention, and expansion.

Qualifications

• Bachelor’s Degree with equivalent experience a plus.
• Strong full-funnel analytics: pipeline, conversion, segmentation, retention, expansion, cohort analysis, and capacity modeling.
• Experience at high-growth SaaS companies in the ~$30M–$150M ARR range, where you personally pulled the data and built the model.
• Proven ability to diagnose performance problems independently and to scale what works.

Responsibilities

• Lead a lean RevOps function supporting Sales, Marketing, Customer Success, and Finance.
• Own weekly inspection of pipeline creation, lead flow, funnel conversion, and rep-level productivity with action lists for leadership.
• Diagnose funnel breakdowns and outperformers, translating insights into decisions.
• Build AI-driven workflows for account prioritization and weekly GTM inspection.
• Partner with GTM Engineering and leaders to implement high-value AI use cases and data governance.
• Deliver end-to-end GTM visibility and a compelling narrative to executives and the Board.

Skills

Leadership

Revenue Ops

SQL

Excel/Sheets modeling

BI tools

AI/ML familiarity

Forecasting

Communication

Problem-solving

Cross-functional collaboration

Education

Bachelor’s Degree or equivalent experience

Tools

Salesforce Revenue Cloud/CPQ

Gong

Clay

dbt

BI tools

Job description

UpKeep is seeking a Director, Revenue Strategy & Operations to build analytics and AI infrastructure across the GTM funnel. The role leads a lean RevOps team supporting Sales, Marketing, CS, and Finance and reports to the CFO, guiding resource allocation and strategy.

You will diagnose pipeline health, implement AI-driven workflows, and partner with GTM leaders to translate data into actions that drive growth and efficiency across ARR, retention, and expansion.