About The Position

As HumanInterest scales for its next phase of exponential growth, we are seeking a strategic, visionary, and people-centric Senior Manager, Revenue Enablement. This is a high-impact leadership role designed to architect the learning infrastructure that powers our entire Go-To-Market (GTM) engine—spanning Sales, Partners, and CustomerSupport. Reporting to the VP of Marketing, Enablement & Operations, you will lead a multi-tiered organization, directly managing a team of on-site trainers while also overseeing a remote Manager, Revenue Enablement Programs and her respective team. This is a high-impact leadership role where you will bring your deep experience in building enablement programs at scale to ensure our teams are equipped for success at every stage of the customer journey. We are specifically looking for a leader who has a proven track record of enabling Customer Support organizations, ensuring they have the specialized training and tools needed to provide a world-class experience to our clients. Acting as a strategic thought leader, you'll drive the vision for how we onboard, upskill, and coach our teams. This is a role for a leader who can think big-picture about organizational design but isn't afraid to roll up their sleeves and collaborate extensively with Revenue, Support, and Marketing leaders. Given our rapid pace (i.e., 24,791mph), you'll need to thrive amidst constant change while consistently delivering the scalable, high-quality outcomes that amplify HumanInterest's mission to make retirement accessible to all.

Requirements

  • 8+ years of progressive experience in revenue enablement, customer service training, or organizational development within a SaaS environment, with at least 5+ years in a formal people management role.
  • Specialized expertise in Customer Support and Operations (CS&O) enablement, with a deep understanding of how to build programmatic training for post-sales and technical support functions.
  • Proven experience managing managers and leading multi-disciplinary teams (e.g., trainers and program managers) to achieve strategic business objectives in a high-growth environment.
  • Exceptional executive presence and cross-functional influence, with a proven ability to partner as a peer with Revenue, Support, and Marketing leadership to align enablement strategy with company goals.
  • Strategic GTM Alignment: Ability to work closely with other GTM enablement leader to ensure the collective organization is leveraging best practices, setting a high bar for excellence, and delivering consistent results.
  • Advanced Analytical Mindset: Experience defining and owning a complex matrix of KPIs (e.g., ramp time, retention, CSAT, and quota attainment) and using that data to drive long-term organizational design and resource allocation.
  • Architectural Approach to Content: A track record of building and overseeing scalable curriculum frameworks that maintain high quality and brand consistency across diverse global teams.
  • Mastery of the Enablement Tech Stack: Expert-level familiarity with LMS, CMS, and Revenue intelligence platforms (e.g., Salesforce, Highspot, Outreach, or Gong) and a vision for how to integrate these tools to drive efficiency at scale.
  • Change Leadership: A proven ability to lead teams through high-velocity change (24,791mph), demonstrating the emotional intelligence to mentor emerging leaders and the agility to take calculated risks.

Responsibilities

  • Lead and develop a high-performing team of diverse individual contributors, providing mentorship and guidance. Ensuring a focus on successful, measurable outcomes, not just task completion.
  • Fostering a team-wide commitment to exceptional attention to detail and the production of high-quality deliverables (even first drafts).
  • Consistently raising the bar for performance, actively inspecting work to ensure the highest standards are met and exceeded.
  • Championing our company culture, understanding that cultural fit and positive team dynamics are paramount; we swiftly address and remove any toxic behaviors, regardless of individual performance.
  • Build a world-class team, recruit and hire top talent, hold them accountable, and actively support their career pathing and skill development opportunities.
  • Architect the Multi-Year Enablement Roadmap: Define and drive the strategic vision for CS&O Enablement, ensuring alignment with long-term company growth targets and revenue predictability.
  • Establish a Data-Driven Culture: Move beyond "measuring impact" to defining the specific Revenue and CS metrics (e.g., Ramp Time, Quota Attainment, CSAT/NPS, Retention) that enablement will be held accountable for.
  • Systems Thinking at Scale: Build repeatable, scalable enablement frameworks that can support rapid headcount growth without a linear increase in overhead.
  • Ideate and collaborate with organizational leaders to identify and address training needs and knowledge gaps, ensuring seamless execution against strategic objectives.
  • Strive to continually innovate the learning experience, identifying and recommending the use of cutting-edge instructional design strategies, technologies, and application to enhance team perspectives and approaches.
  • Develop a Leadership Bench: Directly lead and coach the Manager, Revenue Enablement Programs, focusing on their evolution as a strategic leader and their ability to drive results through their own specialized team.
  • Scale High-Impact CS&OTraining Delivery: Lead and develop a team of trainers focused on the CS&O organization, ensuring they deliver high-engagement learning experiences that drive technical proficiency, role-specific competencies, and immediate behavioral change for our support and onboarding teams.
  • Set the gold standard for "training the trainer," equipping your team with advanced facilitation techniques, remote-engagement strategies, and adult learning principles (andragogy) to ensure maximum knowledge retention.
  • Organizational Designℜsource Optimization: Continuously evaluate team structure and workload to ensure trainers and program managers are aligned with the highest-priority business needs across CS&O.
  • Foster a Culture of Excellence: Cultivate a high-performance, people-centric environment that champions "The HI Way," professional development, and our core values.
  • Holistic Curriculum Governance: Establish global standards for content quality, instructional integrity, and brand consistency across all Sales, Partner, and Customer Support learning paths.
  • Product & Market Fluency: Ensure the enablement organization stays ahead of product roadmaps and market shifts, translating complex product features into high-impact "value-based" training strategies.
  • Delivery Excellence: Set the bar for high-engagement, remote-first facilitation, ensuring the team leverages modern modalities (simulations, peer-to-peer coaching, and AI-driven roleplay).
  • Strategic GTM Alignment: Partner closely with the GTM Enablement lead to ensure both teams are leveraging shared best practices, maintaining a unified enablement standard, and consistently setting a high bar for excellence and measurable results across the organization.
  • Strategic Executive Partnership: Act as a key advisor to VP-level stakeholders, translating business challenges into high-impact enablement initiatives that bridge the gap between Revenue and Operations.
  • Enablement Tech-Stack Architecture: Own the vision and ROI for the enablement tech stack (LMS, CMS, Revenue Intelligence tools), ensuring they meet the current and future needs of a scaling organization.
  • Partner with the broader corporate L&D function to standardize programs and ensure a unified culture across all regional hubs

Benefits

  • A great 401(k) plan: Our own! Our 401(k) includes a dollar-for-dollar employer match up to 4% of compensation (immediately vested) and $0 plan fees
  • Top-of-the-line health plans, as well as dental and vision insurance
  • Competitive time off and parental leave
  • AdditionWealth: Unlimited access to digital tools, financial professionals, and a knowledge center to help you understand your equity and support your financial wellness
  • Lyra: Enhanced Mental Health Support for Employees and dependents
  • Carrot: Fertility healthcare and family forming benefits
  • Candidly: Student loan resource to help you and your family plan, borrow, and repay student debt
  • Monthly work-from-home stipend; quarterly lifestyle stipend
  • Engaging team-building experiences, ranging from virtual social events to team offs
  • ites, promoting collaboration and camaraderie.
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