Director, AI-Driven Sales Strategy & Ops (Groups)

LeanScale, Inc.; United States; Hybrid; USD 170,000 - 230,000; Full time

Benefits offered by this job

Equity

Hybrid work model

Remote-friendly environment

Job summary

Engine, the AI-native platform for intelligent travel, seeks a Director of Strategy & Operations, Groups to shape how the sales organization plans, executes, and uses AI to unlock productivity gains.

You will hire and lead a small team, partner across Revenue Operations, GTM Systems, and Finance, and drive segmentation, capacity, forecasting, and the end-to-end sales process. The role offers a hybrid-hub model with offices or remote options and equity in the compensation package.

Qualifications

• 8+ years in sales strategy & operations, revenue operations, or top-tier consulting.
• Proven track record as the primary strategic and operational partner to a VP or C-level revenue leader.
• Clear point of view on where AI and automation belong in a modern sales motion, with evidence of shipping it at scale.
• Deep knowledge of sales mechanics: pipeline math, capacity models, territory design, forecasting, and comp plan design.
• Strong analytical skills and a bias to build models yourself before handing them off.
• Proven ability to influence senior leaders without direct authority, in rooms with strong opinions and competing priorities.

Responsibilities

• Own segmentation strategy: ICP, account scoring, and territory design.
• Partner with GTM Finance on capacity modeling, goal setting, and multi-year headcount planning.
• Define the 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 the standards for how the team sells, forecasts, and reports.
• Partner with Revenue Enablement to translate strategy into training, playbooks, and tools the field will use.
• 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 the tools, AI, and insights the field runs on.
• Develop and test hypotheses on segmentation, coverage, and productivity, and translate the results into decisions.

Skills

Sales strategy

Operations leadership

Analytical modeling

Executive influence

AI strategy

Job description

Engine, the AI-native platform for intelligent travel, seeks a Director of Strategy & Operations, Groups to shape how the sales organization plans, executes, and uses AI to unlock productivity gains.

You will hire and lead a small team, partner across Revenue Operations, GTM Systems, and Finance, and drive segmentation, capacity, forecasting, and the end-to-end sales process. The role offers a hybrid-hub model with offices or remote options and equity in the compensation package.