Senior Director, Sales Enablement

About The Role

The Senior Director, Sales Enablement is a strategic people leader responsible for building and scaling the programs, tools, content, and frameworks that maximize seller effectiveness and accelerate revenue growth across G2's global sales organization. This role serves as the connective tissue between Sales, Marketing, Product, and Revenue Operations, ensuring every seller has the knowledge, skills, processes, and resources to engage buyers confidently and close efficiently.
As G2 continues to lead in the age of AI, this leader will be responsible for helping transform how our revenue teams learn, work, and win. The Senior Director will drive the adoption of AI-powered selling practices, build scalable enablement programs and AI playbooks, and identify opportunities to leverage AI to improve productivity, coaching, content creation, customer engagement, and business outcomes. This role will champion a culture of continuous learning, experimentation, and innovation, ensuring our sales organization is equipped with both the skills and tools needed to succeed in a rapidly evolving market.
In This Role, You Will Be Responsible For:

Enablement Strategy & Leadership
Define and own the vision, multi-year roadmap, and operating model for G2's global sales enablement function, in close alignment with the company's revenue goals, GTM strategy, and AI priorities
Lead a high-performing enablement team; foster a culture of continuous improvement, learning, innovation, and accountability
Serve as a strategic advisor and thought partner to senior sales leadership on all matters related to seller productivity, readiness, adoption, and performance
Develop and maintain scalable enablement and AI playbooks that establish best practices, drive consistency, and help sellers and managers effectively leverage AI in their daily workflows
Partner cross-functionally to identify, pilot, and scale AI-powered tools, workflows, and solutions that improve seller effectiveness and customer outcomes
Own the enablement budget, headcount planning, and vendor relationships in partnership with Finance and Employee Success
Onboarding, Training & Curriculum Development
Design and continuously improve scalable onboarding programs that measurably reduce time-to-productivity for new sales hires across all roles, levels, and segments
Build and maintain a comprehensive continuous learning curriculum spanning sales methodology, product knowledge, competitive positioning, objection handling, AI proficiency, and skills development
Develop and scale manager enablement programs that equip frontline sales managers to coach effectively, drive rep development, and strengthen team performance
Lead the design and delivery of major enablement events including Sales Kickoffs, New Hire Bootcamps, QBR preparation, and in-field readiness programs
Content Strategy & Sales Tools
Own G2's sales content strategy; ensure sellers have timely access to accurate, high-quality content

including pitch decks, battle cards, talk tracks, case studies, ROI tools, and AI-enabled resources
Evaluate, implement, and drive adoption of the sales enablement technology stack (e.g., Highspot, Gong, Hyperbound) and emerging AI-powered solutions across the global sales organization
Establish and maintain a content governance model to ensure all seller-facing assets are current, on-message, and easily discoverable
Partner with Revenue Operations to align enablement programs with CRM workflows, pipeline data standards, forecasting processes, and AI-driven insights
Analytics, Cross-Functional Partnership & Stakeholder Influence
Define and own the enablement analytics framework; leverage leading and lagging indicators

including ramp time, win rates, deal velocity, content utilization, training completion, and AI adoption

to measure program impact and ROI
Present enablement insights, program results, and strategic recommendations to executive leadership on a regular cadence
Collaborate closely with Product Marketing to translate messaging, competitive intelligence, new product launches, and AI innovations into field-ready assets and training programs
Partner with Marketing on demand generation alignment, ICP/persona development, and campaign-to-close enablement
Build strong relationships with sales leaders to ensure programs are tailored, adopted, and continuously improved based on field feedback
Minimum Qualifications:

We realize applying for jobs can feel daunting at times. Even if you don't check all the boxes in the job description, we encourage you to apply anyway.
10+ years of progressive experience in sales enablement, sales strategy, revenue operations, or sales
4+ years leading and growing a team
Demonstrated success designing, building, and scaling enablement programs in a B2B SaaS or technology company
Deep expertise in modern sales methodologies and sales process design
Proven track record of influencing C-suite and senior sales leadership as a credible strategic advisor
Strong data and analytics orientation with demonstrated ability to measure, report, and improve enablement program ROI
Hands-on experience with enterprise sales enablement platforms
Exceptional communication, facilitation, and executive presentation skills
Experience managing complex, cross-functional initiatives across Sales, Marketing, and Product
What Can Help Your Application Stand Out:

Experience working at an organization that sells MarTech/AdTech or on a Marketplace
Experience implementing and/or training sellers on MEDDPICC
Location

In the US, we are thrilled to already have strong sales talent based remotely in a variety of different locations. We have 2 offices in the US where a large number of our sales teams and sales leadership is based. Because of this, there is always a preference for Chicago or Austin based talent.
Our Commitment to Inclusivity and Diversity
At G2, we are committed to creating an inclusive and diverse environment where people of every background can thrive and feel welcome. We consider applicants without regard to race, color, creed, religion, national origin, genetic information, gender identity or expression, sexual orientation, pregnancy, age, or marital, veteran, or physical or mental disability status. Learn more about our commitments here.
For job applicants in California, the United Kingdom, and the European Union, please review this applicant privacy notice before applying to this job.
How We Use AI Technology in Our Hiring Process
G2 incorporates AI-powered technology to enhance our candidate evaluation process. These tools may assist with initial application screening, skills assessment analysis, and identifying candidates whose qualifications align with specific role requirements. While AI technology supports our recruitment workflow, all final hiring decisions remain under human oversight and judgment.
Your Choice Matters:
If you would prefer that your application be reviewed without AI assistance, you can opt out by entering your email address in the email entry field at the bottom of the Automated Processing Legal Notice. Choosing to opt out will not disadvantage your application in any waywe will ensure your materials receive a thorough manual review by our hiring team. For additional details about how we handle your information throughout the application process, please review G2's Applicant Privacy Notice.