Demo

Director, Revenue Enablement

Showpad
Boston, MA Full Time
POSTED ON 4/14/2026
AVAILABLE BEFORE 5/10/2026
Boston, Chicago, New York (US), or London (UK)- Hybrid

About The Role

As the Director of Revenue Enablement at Showpad, you will lead the design and execution of our global enablement strategy, serving as the architect for shifting Go-To-Market (GTM) behaviors and accelerating field performance. This role is responsible for both rapid new-hire ramp and the continuous development of tenured reps across programs, processes, and technology.

The Revenue Enablement team is our activation layer; you will ensure change management sticks in the field, maintain the integrity of our GTM methodologies (Showpad Value Selling and Value Realization), and bridge performance gaps to prevent "drift" in sales execution.

This is a high-visibility, "Customer Zero" and “Core Buyer Persona” leadership position. Because enablement is Showpad’s core business, you will use our own platform to drive results, contributing to our "Showpad on Showpad" vision and helping GTM teams drive results in a customer-facing capacity. The output of the field Enablement team will serve as a compelling proof point for our customers. You will act as a brand evangelist and market-facing thought leader, demonstrating how to move the needle on critical KPIs like Ramp Effectiveness, Sales Productivity, Win Rates, and Quota Attainment.

Join us if you care deeply about shaping the future of AI-powered Revenue Effectiveness!

Key Responsibilities

Team Leadership and Cross Functional Collaboration

  • Lead and coach a team of enablement professionals, fostering a high-performance and collaborative culture
  • Manage day-to-day operations of the enablement team, including prioritization, workload management, and professional development plans
  • Contribute to hiring and onboarding of new enablement team members as the function grows
  • Act as the direct Enablement business partner for the Customer Experience Global team
  • Own your own individual portfolio of initiatives, in addition to leading the field Enablement team
  • Build rapport and trust with all core stakeholders including CRO, CMO and VPs of Revenue
  • Work closely with cross functional key stakeholders across Solution Engineering, Product, Product Marketing, Digital Marketing, and Brand to drive results

Strategy, Execution & ROI Optimization

  • Define, track, and report on the measurable impact of enablement initiatives, proving effectiveness through metrics such as Pipeline Growth, ASP, and Quota
  • Own the Enablement strategy for the field Enablement team, which serves as the core change deployment mechanism for all GTM teams at the IC and Leadership level for initiatives ranging from Onboarding, Competency cultivation, GTM methodology adherence, Tech stack optimization, Product & Positioning Enablement and driving our Culture of Coaching initiative
  • Alongside the VP of Enablement and the Sr Manager of Enablement Programs, drive the reinforcement of Showpad’s new AI portfolio of products and be able to prove Enablement effectiveness through metrics such as Pipeline Growth and ASP
  • Alongside the VP of Enablement, continue to evolve our GTM integration efforts, following Showpad’s merger with Bigtincan
  • Partner with stakeholders to evolve and drive our GTM AI Strategy, which will have Showpad as the technology at the core of it
  • Oversee the development and implementation of revenue enablement programs that support BDR, Sales and other GTM teams as needed. Directly own this for the Customer Experience function.
  • Define and drive projects that provide continuous learning, improve revenue effectiveness, and increase buyer engagement
  • Build strong working relationships with stakeholders across revenue departments and product, acting as a trusted partner

Programs & Curriculum

  • Oversee onboarding programs for go-to-market new hires and role transitions
  • Own the adherence to our GTM methodologies; Value Selling and Value Realization
  • Work directly with the Content, Programs and Platforms team within the Enablement function to be the core activation layer that makes programs “sticky” and continuously driving results
  • Execute, reinforce, and track the effectiveness of GTM initiatives. Be prepared to report these results to the VP of Enablement, VPs of Revenue, and our ELT team on a quarterly basis

Market Facing Influence & Advocacy

  • Brand Evangelism: Act as a senior market-facing representative and thought leader, participating in marketing campaigns, community posts, and industry conferences.
  • Evolve our Enablement Advisory Strategy: where plays will deployed to customers seeking consultation on Enablement Strategy, Maturity Models, Demonstrating Enablement ROI, and how to drive Enablement initiatives using Showpad
  • Work directly with GTM customer facing teams to provide Enablement Advisory and/or Showpad on Showpad consultation in a customer facing capacity
  • Commit to continuous learning, staying current on enablement trends, insights, competitive landscape, tools, and methodologies

Required Skills & Experience

  • Demonstrated 3 years leadership experience in Enablement, GTM Strategy, RevOps or product marketing or similar role
  • Proven ability to build and develop high-performing teams
  • Successful track record of driving Enablement ROI and measurable outcomes for specific Enablement initiatives
  • Ability to communicate these results clearly, consistently and concisely to an Executive audience
  • Referenceable rapport with audiences and stakeholders you have supported in an enablement (or similar) capacity in the past
  • Passion for the Enablement profession and a keen interest to shape the future of it
  • Experience with Design blended learning experiences including webinar, in person, video, eLearning courses, curriculum development, and facilitator-led sessions
  • Experience assessing our business performance trends through both quantitative and qualitative analysis and ability to translate these findings into our Enablement roadmap
  • Working knowledge of sales methodologies such as Value Selling, Challenger, Winning By Design, Force Management etc
  • Active participation in enablement communities and professional groups
  • Strong preference to candidates that have deep experience with enablement software and are very familiar with the sales tech landscape

What You Can Expect From Showpad

We welcome every voice and are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We’re building a best-in-class experience for our employees and are always identifying opportunities to encourage our team to be their authentic selves. Whether that’s paid parental leave, paid holidays (including Juneteenth and paid time off to vote), paid time off to volunteer at non-profit organizations, personal development opportunities or professional stretch assignments, you can expect Showpad to support you.

Showpad’s Commitment

We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of identity.

This organization participates in e-verify

For more information on e-verify, click here

Salary.com Estimation for Director, Revenue Enablement in Boston, MA
$188,002 to $241,025
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Director, Revenue Enablement?

Sign up to receive alerts about other jobs on the Director, Revenue Enablement career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$189,885 - $261,915
Income Estimation: 
$283,897 - $548,281
Income Estimation: 
$244,714 - $384,323
Income Estimation: 
$184,635 - $240,705
Income Estimation: 
$209,334 - $293,369
Income Estimation: 
$213,885 - $278,953
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Showpad

  • Showpad Boston, MA
  • Location: Chicago or Boston (Hybrid) About The Position As a Junior Accountant at Showpad, you will be a key member of a dynamic, international finance tea... more
  • 5 Days Ago

  • Showpad Boston, MA
  • Location: This role requires two days in office in our Chicago or Boston office About The Position As a Global AP Specialist at Showpad, you will join a dy... more
  • 5 Days Ago

  • Showpad Boston, MA
  • Business Development Representative - Boston Location: This role requires 4 days in office per week About The Position Join Showpad as a Business Developme... more
  • 5 Days Ago

  • Showpad Boston, MA
  • Director of Sales, New Business About The Position The Director of Sales, New Business is responsible for all new business sales activities within the Land... more
  • 5 Days Ago


Not the job you're looking for? Here are some other Director, Revenue Enablement jobs in the Boston, MA area that may be a better fit.

  • AppBuddy Boston, MA
  • Revenue Enablement Director/Senior Manager LOCATION: We are focused on identifying local candidates who can work a hybrid office-based position (Tuesday, W... more
  • 18 Days Ago

  • Brook Health Boston, MA
  • Job Type Full-time Description About Brook Inc Brook Health delivers care beyond the walls of the doctor’s office. Brook provides people living with chroni... more
  • 24 Days Ago

AI Assistant is available now!

Feel free to start your new journey!