Director, Strategy – Operations

Jobtailor; California (MO); On-site; USD 150,000 - 210,000; Full time

Job summary

Jobtailor is seeking a senior leader to own commercial strategy and enablement, driving end-to-end GTM for new data and software offerings. You will build a training curriculum, design scalable operating backbones, and tailor field messaging to buyer personas while reducing bottlenecks across deals.

The role requires 8+ years in related functions, strong cross-functional influence, and a proven track record of implementing repeatable systems and analytics to improve outcomes.

Qualifications

• 8+ years in commercial strategy, sales operations, enablement, revenue operations, or chief-of-staff roles.
• Proven ability to build repeatable commercial systems for enablement and GTM launches.
• Strong cross-functional orchestration across marketing, pricing, sales, and data.
• Fluency moving between strategic and execution levels, from execs to the field.
• Analytical rigor with dashboards and sales pipeline analytics.

Responsibilities

• Drive go-to-market strategy for new data and software offerings end-to-end.
• Build a comprehensive training curriculum and enablement function from the ground up.
• Design the operating backbone to scale the commercial team with rigor.
• Re-architect field execution by tailoring messaging, content, and discovery to buyer personas.
• Sharpen how the team engages customers and diagnose deal bottlenecks.
• Institute operational fixes to streamline approvals across the sales cycle.

Skills

Commercial Strategy

Sales Operations

Enablement Development

Cross-Functional Orchestration

Analytical Rigor

Training Curriculum Development

Tools

Dashboards

Job description

• Quarterback new offering launches
• Drive go-to-market strategy for new data and software offerings end-to-end
• Build a comprehensive training curriculum and enablement function from the ground up
• Design the operating backbone that lets the commercial team grow without losing rigor
• Re-architect field execution by tailoring messaging, content, and discovery frameworks to specific buyer personas
• Sharpen how the team engages customers
• Diagnose systemic deal bottlenecks across the sales cycle and institute operational fixes to streamline approvals

Requirements

• 8+ years in commercial strategy, sales operations, enablement, revenue operations, or chief-of-staff roles
• A track record of building repeatable commercial systems (enablement, GTM launches, sales ops infrastructure)
• Strong cross-functional orchestration; comfortable aligning marketing, pricing, sales, and data without formal authority over them
• Fluency moving between strategy and execution, and between executive leadership and the field
• Analytical rigor and comfort with commercial tooling, dashboards, and sales pipeline analytics
• A structured, self-directed operator who brings order to ambiguity and drives outcomes across teams.

Core Competencies

Demonstrates expertise in commercial strategy and sales operations, with a strong ability to build and implement repeatable systems for enablement and go-to-market launches. Proficient in aligning cross-functional teams and utilizing analytical tools to drive outcomes and streamline processes.

Highest-signal resume keywords

• Commercial Strategy
• Sales Operations
• Enablement Development
• Cross-Functional Orchestration
• Analytical Rigor

Hard Skills

• Go-To-Market Strategy
• Sales Pipeline Analytics
• Commercial Tooling
• Sales Ops Infrastructure
• Training Curriculum Development

Soft Skills

• Self-Directed
• Order in Ambiguity
• Cross-Functional Alignment

Industry Keywords

• Revenue Operations
• Field Execution
• Buyer Personas
• Deal Bottlenecks

Tools & Technologies

• Dashboards