Senior Revenue Enablement Manager - Customer Success Operations

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 our Revenue team scales for its next phase of significant growth, we're looking for an imaginative, adaptable, and people-centric Sr. Revenue Enablement Manager. This pivotal role exists to create meaningful, practical, and scalable learning experiences that directly empower our Customer Success teams to work seamlessly, operate more efficiently, and drive predictable Customer satisfaction results.

You'll be instrumental in designing, developing, and maintaining the future of our impactful learning programs, all while facilitating world-class training. Acting as a thought leader to ensure a seamless experience, this is a hands-on role where you'll roll up your sleeves and collaborate extensively with Revenue, CSO leaders, and other Enablement team members. This role reports to the Manager, Revenue Enablement.

You're the right fit for this role if you have a passion for the adult learning process, experience working in Sales-focused enablement, seek out collaborative environments, thrive on problem-solving, and default to action. Given our rapid pace (i.e., 24,791 mph), you'll need to thrive amidst constant change while consistently delivering successful, high-quality outcomes.

What you get to do every day

Content and Program Excellence

• Discover  needs  and create dynamic, internal training content that encompasses Onboarding, Continue Education, and Ad Hoc requests so CSO professionals reach their goals through strategic learning programs. Ensure alignment with  Revenue organization KPIs are consistently prioritized in development, implementation, and outcomes measures for all enablement training initiatives.   
• Strategic training deployment  and modality for training. The strategic selection of training modalities is paramount, as the delivery method significantly impacts content comprehension and application. We meticulously determine the most appropriate approach—such as instructor-led (in-person or virtual), eLearning, job aids, manager-directed, asynchronous learning, microlearning, simulations, or blended approaches—based on the specific learning objectives and target audience. 
• Optimizing our Learning Management System (LMS) for robust tracking and reporting is crucial for monitoring individual and team progress. It is important to note that Enablement does not just “check the box” when developing and deploying training, Enablement is focused on driving outcomes.
• Leverage AI to revolutionize CSO enablement by transforming programs into a proactive and hyper-personalized, “just-in-time” holistic environment. Identify ways to automate mundane tasks for increased efficiency, providing enhanced, data-driven training, and offering predictive insights for strategic decision-making within the programs you oversee. Ultimately utilize AI to empower CSO teams to be more effective, close more deals, and drive significant revenue growth.

Impact Measurement & Continuous Improvement

• Evaluate program performance and provide precise, actionable feedback to CSO leaders and Managers. You will establish clear criteria for successful training completion and conduct robust assessments to effectively measure employee progress and make data-driven decisions for immediate or long-term iterations. Establish key performance indicators (KPIs) to measure the effectiveness of enablement initiatives. Track, analyze, and report on the impact of enablement programs on CSO metrics (e.g., win rates, CSO cycle length, quota attainment, pipeline velocity).
• Drive deliverables through the finish line ensuring the consistent provision of top-tier content and experiences. This requires maintaining rigorously updated deliverables with firm, adhered-to deadlines. You'll operate with autonomy in addressing both short-term and long-term requests for new content builds or updates. Successfully meeting these deadlines necessitates strong stakeholder communication and management skills to foster accountability among contributors and meticulously align all content with critical business objectives.
• Proactively communicate with both CSO and Enablement leaders and stakeholders to ensure content, programs, training sessions are aligned with strategic business needs. Champion enablement methods and approaches to drive desired outcomes, along with asking questions and seeking to understand how training or change will affect the audience and daily roles.

Strategic Partnership & Cultural Advocacy

• Serve as an impactful collaborator with other internal teams and outside vendors when driving cross-functional deliverables. It is essential to take-the-lead and use role authority to make tough decisions, dictate how to prioritize, and help make others support the overall business need from their roles as efficiently as possible.
• Partner strategically with CSO leadership and subject matter experts to review training materials, identify knowledge gaps, and create a robust library of role and CSO-specific onboarding, upskilling, and continuing education content. This includes alignment with internal teams on all CSO decks, internal resources, proactive initiatives, customer success best practices.

What you will accomplish

• Cement our enablement culture by unequivocally demonstrating the inherent value of the enablement function beyond the LMS, content, programs, and resources you help create and deploy. You will  inspire unwavering trust in Enablement’s ability to play an integral role in driving significant improvements across the entire organization.
• Deliver top-tier training assets that not only deeply engage CSO professionals but genuinely excite them about making their role responsibilities easier, empowering them to achieve unparalleled success. Your efforts will consistently yield top-tier feedback from both GTM and leadership teams.
• Strategically increase efficiency by proactively identifying areas ripe for process improvement and collaborating seamlessly with appropriate stakeholders to optimize key policies, processes, and procedures.

What you bring to the role

• 5+ years of progressive experience in CSO focused training content design, education, or a related Learning and Development position, ideally within a SaaS environment.
• A comprehensive understanding of SaaS business motions and the customer lifecycle.
• Exceptional verbal and written communication skills, enabling you to influence, communicate thoughtfully, and partner effectively with cross-functional teams.
• Meticulous attention to detail, coupled with strong project management skills, ensuring high-quality, polished curriculum, content, and training deliverables.
• A proactive self-starter with an entrepreneurial spirit, eager to identify innovative learning solutions and drive impactful enablement initiatives, even in a fast-paced environment with changing requirements.
• Well-versed in problem identification, needs and learner analysis, educational strategies, curriculum design and requirements scoping, adult learning theory, implementation strategies, and effective evaluation and feedback methods.
• A background in education with corporate, startup, or SaaS experience is preferred.
• Familiarity with learning management systems (LMS) such as Docebo, content authoring tools like Articulate 360, and how to leverage AI and other cutting edge technology into learning experiences is a plus.

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 $110,000 - $120,000 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