Head of AI-Driven Sales Strategy & Operations

Engine; Denver (CO); Hybrid; USD 170,000 - 230,000; Full time

Benefits offered by this job

Hybrid work model

Equity opportunities

Bonuses potential

Job summary

Engine is seeking a Director of Strategy & Operations, Sales to partner with the VP of Global Sales and shape how a ~150-person team executes. This hands-on leadership role blends data, AI, and process design to unlock productivity as the sales motion scales toward 250+ by FY27.

You’ll hire two to four analysts, own segmentation, capacity modeling, and the end-to-end cadence, and work with GTM Finance, Revenue Enablement, and GTM Systems to translate strategy into practice.

Qualifications

• 8+ years in sales strategy & operations, revenue operations, or top-tier consulting in high-growth B2B SaaS, fintech, or marketplace.
• Primary strategic and operational partner to a VP or C-level revenue leader.
• Clear point of view on AI and automation in modern sales motions with measurable impact.
• Deep knowledge of sales mechanics: pipeline math, capacity models, territory design, forecasting, and comp plan design.
• Strong analytical skills and bias to build models in-house before handing off.
• Proven ability to influence senior leaders without direct authority in high-stakes discussions.

Responsibilities

• Own segmentation strategy: ICP, account scoring, and territory design.
• Partner with GTM Finance on capacity modeling, goal setting, and headcount planning.
• Define metrics, instrumentation, and executive-ready analysis leadership uses to steer the business.
• Build and run the sales operating cadence: annual planning, forecasting, pipeline reviews, and QBRs.
• Design and enforce the end-to-end sales process, and standards for how the team sells, forecasts, and reports.
• Partner with Revenue Enablement to translate strategy into training, playbooks, and tools for the field.
• Set the AI strategy for the sales motion and lead the rollout across prospecting, forecasting, deal execution, and coaching.
• Partner with GTM Systems on the build and adoption of tools, AI, and insights used by the field.
• Develop and test hypotheses on segmentation, coverage, and productivity, translating results into decisions.

Skills

Sales strategy

Operations leadership

AI in sales

Forecasting

Data modeling

Influence senior leaders

Education

MBA or equivalent

Tools

SQL

Python

BI tools

Job description

Engine is seeking a Director of Strategy & Operations, Sales to partner with the VP of Global Sales and shape how a ~150-person team executes. This hands-on leadership role blends data, AI, and process design to unlock productivity as the sales motion scales toward 250+ by FY27.

You’ll hire two to four analysts, own segmentation, capacity modeling, and the end-to-end cadence, and work with GTM Finance, Revenue Enablement, and GTM Systems to translate strategy into practice.