Human Interest is on a mission to ensure that people in all lines of work have access to retirement benefits.

More than half of all working Americans are not saving enough for their future. Too often, it’s because they are employed by a company that doesn’t offer a retirement plan. Human Interest is changing that by making it affordable and accessible for small and medium-sized businesses to offer employees a path to financial independence through retirement savings.

We’re a high-growth fintech company changing the retirement industry. We are backed by a number of investors. This includes funding from Marshall Wace and Baillie Gifford, as well as top investors such as BlackRock, TPG (The Rise Fund), SoftBank, Glynn Capital, NewView Capital, USVP, Wing, Uncork, and more.

About the role

As Human Interest 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 Customer Support.

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., 24,791 mph), you'll need to thrive amidst constant change while consistently delivering the scalable, high-quality outcomes that amplify Human Interest's mission to make retirement accessible to all.

What you get to do every day

Leadership

• 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.

Strategy and Program Development

• 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 applications to enhance team perspectives and approaches.

Team & Talent Development

• 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&O Training 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.

Mastery of Facilitation & Coaching

• 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 Design & Resource 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.

Content, Curriculum, & Delivery Oversight

• 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 leader 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.

Cross-Functional Collaboration & Tool Management

• 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.

The HI Way Advocacy

• Partner with the broader corporate L&D function to standardize programs and ensure a unified culture across all regional hubs

What you bring to the role

• 8+ years of progressive experience in revenue enablement, sales 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 leaders 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 (24,791 mph), demonstrating the emotional intelligence to mentor emerging leaders and the agility to take calculated risks.

Why you will love working at Human Interest

Human Interest is tackling one of our country's biggest challenges - closing the retirement gap. You'll be instrumental in architecting and scaling solutions that bring financial security to employees at small and medium-sized businesses nationwide. We’ve made significant progress, but there is still growth ahead, offering you a unique opportunity to solve complex problems, drive innovation, and advance your career alongside a dedicated, mission-driven team. We value hard work and recognize that our team's contributions are key to our continued success.

Join Human Interest and make a lasting impact by shaping the future of retirement.

Our operating principles define how we work together as a team. They reflect Human Interest’s unique view on what’s important and what’s right. Documenting this core aspect of our culture helps employees make good decisions on their own. It also helps candidates considering career opportunities critically evaluate whether they will thrive at Human Interest.

• Customer obsession: We're all about creating amazing experiences for our customers. We put their needs first and go the extra mile to make them smile.
• Long-Term Orientation: We're not just playing for today; we're building a legacy. We think big, plan strategically, and invest in our future.
• Autonomous and Accountable Teams: We trust our team members to take ownership and make smart decisions. We empower you to be your best self!
• An Escalating Bar for Talent and Performance: We're constantly raising the bar and challenging ourselves to be better. We believe in growth and continuous improvement.
• Fundamental Optimism: We see the glass as half full (and then we fill it up with more amazing ideas!). We believe in the power of positivity and the potential for greatness.

Compensation - At Human Interest, there are a number of factors that are used to determine the appropriate pay range for each position. We take into account the cost of labor for each position in various markets across the U.S. The base salary for this position spans $150,000 - $170,000 and represents the minimum in our lowest geographic region to a maximum in our highest geographic region. The salary we offer to a new employee within this range is based on their location within the U.S., their relevant job-related skills, and experience. At Human Interest, base salary is one component of the overall total rewards package. Depending on the position, additional compensation components such as bonuses, commissions, and equity may be offered. All of our employees are offered a robust suite of physical, financial, and mental wellness benefits. In compliance with applicable laws, we do not inquire about salary history, or about criminal history prior to a conditional offer of employment.

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
• Addition Wealth: 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 offsites, promoting collaboration and camaraderie.

We’re a great place to work (but don’t take our word for it)

Here’s a list of our awards and accolades:

• Certified as a Great Place To Work® (2023-2025)
• Fortune Best Place to Work in the Bay Area (2024)
• Best Places to Work by Built In (2023-2024)
• America’s Best Startup Employers by Forbes (2020-2022, 2024)
• A Top Company by Y Combinator (2020-2023)
• Inc. Fastest Growing Companies (2021)

Human Interest is an equal opportunity employer. All applicants will receive consideration for employment without regard to race, color, religion, sex, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, veteran or military status, pregnancy, or any other characteristics protected under federal, state, or local laws. Employment with Human Interest is at-will, meaning either you or the company may terminate employment at any time, with or without cause or notice, except as otherwise provided by law or written agreement.

We are committed to making every stage of our application process fully accessible to all individuals. If you need a reasonable accommodation at any point in the process, please let us know at applicantaccommodations@humaninterest.com.

Protect yourself against fraud and identity theft. Apply to our open positions directly via our careers page on Greenhouse. Human Interest will never ask applicants for their financial or banking information as part of our application process. All legitimate communication will come from a @humaninterest.com email address. If you have questions, please reach out to us directly at careers@humaninterest.com

Please note Human Interest does not accept unsolicited resumes from any source other than directly from candidates. We will not consider resumes from vendors, including and without limitation search firms, staffing agencies, fee-based referral services, and recruiting agencies.

Pursuant to the San Francisco Fair Chance Ordinance, we will consider employment-qualified applicants with arrest and conviction records. We comply with CCPA guidelines.

See more: https://humaninterest.com/disclosures