Director, GTM Enablement
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AI Summary
About Ontra
Ontra is the leader in AI-powered solutions for the private markets. Powered by industry-leading AI, data from over 2 million contracts, and a global network of legal professionals, Ontra automates critical private market workflows across the fund lifecycle. Ontra’s solutions transform unstructured data trapped in static documents into actionable intelligence, enabling firms to accelerate contracts, streamline compliance, and automate entity management. Trusted by more than 1,000 global GPs, investment banks, law firms, and advisors – including nine of the top ten PEI-ranked firms worldwide – Ontra helps firms focus on what’s important.
Our Culture
Ontra is a remote-first company that values the power of connection. We find innovative ways to stay connected, both virtually and in person. By promoting ownership, inspiring creativity, and championing collaboration, Ontra enables you to shape your impact and growth. Our commitment to innovation extends beyond our technology; it’s embedded in our culture, and AI plays a crucial role in everything we do.
Our culture is one where belonging is the cornerstone of every interaction, rooted in acceptance and respect for all. Our commitment to inclusion begins at the application process, ensuring a fair and equitable hiring experience that values the unique contributions you bring from day one.
For this job we are currently only hiring candidates based in the United States.
About the Role
Ontra is seeking a Director, GTM Enablement reporting to our Senior Vice President, Revenue Operations.
We are modernizing private markets infrastructure by delivering automation, intelligence, and scalable technology into one of the world’s most complex industries. As we scale, we are investing in a disciplined, data-driven go-to-market engine built for repeatability, velocity, and measurable revenue impact.
The Director, GTM Enablement will lead the strategic design and execution of enablement across the revenue organization, including sales, customer success and marketing. This role will evolve the frameworks, systems, and performance infrastructure that increase productivity of our customer-facing teams, shorten ramp times, improve win rates, and drive product launch effectiveness. In close partnership with Revenue, Marketing, Product, and executive leadership, you will embed methodology, integrate AI-enabled capabilities, standardize execution, and create a scalable enablement model that supports predictable growth and long-term customer value.
What You’ll Do
- GTM Strategy and Alignment: Partner with GTM and Product leadership to execute a cohesive enablement strategy aligned to company objectives, including OKR #1 Cross Sell, and ensure programs are directly tied to revenue outcomes.
- Multi-Product Platform and Cross-Sell Enablement: Scale role-based programs that strengthen platform positioning, support product launches, and drive expansion with existing customers through practical field plays and applied coaching.
- Onboarding and Methodology Excellence: Own onboarding and ongoing development to reduce ramp time, improve quota attainment, and reinforce MEDDIC through structured training and field application.
- Modern Systems: Optimize our enablement ecosystem across Salesforce, Highspot, Gong, Outreach, and related tools to ensure consistent workflows, strong adoption, and clear performance visibility across the GTM organization.
- AI-Enabled Execution and Productivity: Expand the use of AI enabled capabilities such as conversation intelligence, intelligent content recommendations, automated coaching insights, and workflow automation.
- Performance Measurement and Team Leadership: Establish KPIs that tie enablement to ramp time, win rate, deal size, sales cycle, cross sell performance, and retention metrics. Lead and develop a high performing enablement team with strong operating rigor and accountability.
What You’ll Bring
- Experience: 10+ years of professional experience, including 5+ years leading enablement teams in high growth B2B SaaS organizations. Demonstrated success scaling structured enablement programs in enterprise or multi product environments, taking enablement teams from 1.0 to 2.0.
- Strategic and Analytical Thinking: Ability to translate revenue objectives into clear enablement plans and measure ROI through performance metrics and executive reporting.
- GTM and Sales Methodology Expertise: Deep understanding of the B2B sales lifecycle and structured methodologies such as MEDDIC or Value Selling. Hands-on experience with modern GTM platforms including Salesforce, Highspot or similar, Gong or similar, and Outreach or similar. Practical experience leveraging AI driven insights to enhance coaching, execution, and pipeline outcomes is strongly preferred.
- Leadership and Influence: Proven ability to influence senior stakeholders, drive cross functional alignment, and operate effectively in scaling organizations. Prior quota carrying or customer facing experience is a plus.
Pay Transparency
Ontra takes individual candidate location, experience, and skills into consideration when determining compensation. The base pay range is listed below.
Some positions may be eligible for additional compensation, such as commission, variable compensation, profits interest units, or other equity-based compensation, which are not included in the below base pay range.
If you are selected to participate in our interview process, your Talent Acquisition Partner will share more details about the total compensation package for the role.
Hiring Locations
We currently hire exclusively in the locations listed below. Select jobs may have more specific location requirements due to business needs.
United States
Arizona, California, Colorado, Connecticut, Florida, Georgia, Illinois, Kansas, Massachusetts, Maryland, Minnesota, North Carolina, New Jersey, Nevada, New York, Ohio, Oregon, Pennsylvania, Rhode Island, Tennessee, Texas, Utah, Virginia, Washington
APAC
Hong Kong
EMEA
United Kingdom
Benefits Snapshot
- Remote-first by design, with regular in-person gatherings and hub spaces in NYC, Santa Barbara, and London
- Twice yearly team offsites for in-person collaboration
- Paid flexible time off policy
- Paid parental leave and benefits
- Employer-supported retirement contributions, varying by country
- Monthly phone and internet reimbursement
- Pick Your Perk stipend to spend on what matters most to you, from well-being and gym memberships, to home office setup, student loans, pet care, and more
- Company-sponsored LinkedIn Learning accounts, department budgets for professional development, and robust onboarding program
- Various options for medical, dental, and vision insurance
Travel
Occasional travel is required for Ontra employees, including typically at least twice per year to attend team and larger group off-sites for in-person collaboration. For some roles, additional travel may be required based on the requirements of the role and business need.
Inclusivity
Ontra is committed to the full inclusion of all qualified individuals. As part of this commitment, Ontra will ensure that persons with disabilities are provided reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact people@ontra.ai.
Personnel Privacy Notice: View here.
Note on Employment Verification: All employees hired will be required to verify identity and eligibility to work in their particular location.
Note to External Agencies: We are not accepting any blind submissions or resumes/CVs from recruitment agencies. Any candidates sent to Ontra will NOT be accepted or considered as a submission without a signed agreement in place.
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