Revenue Enablement Director
About The Position
The mission of the Director of Revenue Enablement is to equip Hack The Box’s entire revenue organisation with the knowledge, skills, and operating discipline required to win increasingly complex enterprise and government deals. This role owns the enablement strategy across BDRs, AEs, Solutions Engineers, Customer Success, and Partnerships to accelerate ramp, improve win rates, enhance deal quality, and improve long-term retention. In the next 6 months, the focus is on raising cybersecurity industry fluency, standardising enterprise and federal selling motions (MEDDPICC), and reducing ramp time across roles. This role will scale a world-class revenue enablement function that directly impacts ASP growth, multi-year expansion, and GRR/NRR performance. You’ll report directly to the Chief Revenue Officer and partner closely with Sales, Customer Success, Solutions Engineering, Partnerships, Marketing, Product, and RevOps leaders. You’ll be enabling a global revenue organisation of ~80 people, spanning BDRs, Enterprise AEs, SEs, CSMs, and Partner-facing roles that operate across commercial, enterprise, and federal segments. This role sits at the intersection of strategy and execution, acting as a force multiplier for both revenue leadership and frontline teams.
Requirements
- Proven experience as a SaaS seller (AE or equivalent), with firsthand ownership of complex deals.
- Strong cybersecurity industry knowledge, with the ability to translate technical value into business outcomes.
- Experience supporting or selling into enterprise and/or government customers, including complex buying cycles.
- Deep understanding of enterprise sales methodologies (MEDDPICC) and how to operationalise them at scale.
- Demonstrated ability to build and scale enablement programs that improve ramp time, win rates, and retention.
- High analytical and systems mindset, with comfort in tying enablement initiatives to revenue metrics.
- Strong executive presence and cross-functional influence across senior revenue leadership.
Responsibilities
- Collaborate, design, and own the global revenue enablement strategy across Sales, CS, SE, and Partnerships.
- Embed cybersecurity industry knowledge into onboarding, continuous training, and deal execution.
- Standardise enterprise and federal selling motions, including MEDDPICC qualification and deal reviews.
- Reduce ramp time for new hires across revenue roles through structured onboarding and certification.
- Improve win rates and deal quality by enabling teams to navigate complex buying committees and procurement cycles.
- Partner with RevOps to connect enablement initiatives to pipeline, conversion, ASP, and retention metrics.
- Enable multi-year and expansion motions by strengthening value articulation and customer outcomes selling.
- Coach frontline managers to become strong enablement multipliers through frameworks, tools, and data.
- Continuously evolve enablement programs as HTB expands further into enterprise, government, and regulated markets.
Benefits
- USD 200,000 - 240,000 OTE (US-specific compensation)
- Medical, Dental & Vision (employee coverage 100% paid for by Hack The Box)
- 401K w/ employer match
- Employer-paid Life and AD&D Insurance
- Supplemental Life Insurance
- Short-term and Long-term Disability
- Healthcare and Dependent Care FSA
- Paid paternity & maternity leave
- 25 annual leave days
- Home Office Allowance
- Dedicated budget for training and professional development, participation in conferences
- State-of-the-art equipment
- Full access to the Hack The Box lab offerings; so you can learn how to hack 😉
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
What This Job Offers
Job Type
Full-time
Career Level
Director
Education Level
No Education Listed
Number of Employees
251-500 employees
