VP of Revenue & Customer Success

About Elevate Leadership and the Role

Come join us! At Elevate Leadership, we believe who you work for is everything. It shapes whether you end your day energized by meaningful work or drained by it. ‍Our mission is simple: help managers become the kind of leaders others want to work for.
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We partner with some of the world’s fastest-growing companies to build modern leadership capabilities through coaching, workshops, AI-enabled practice, and customized leadership programs.

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We're at an exciting stage of growth. We've identified a clear path to double our revenue and are looking for a senior leader to help architect and operationalize the next phase. 
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This is a unique opportunity to help shape the next chapter of a mission-driven company. This role reports directly to the Co-Founder and COO, and will lead Customer Success, Sales and Lifecycle Marketing. You’ll work alongside a highly collaborative, low-ego team that genuinely cares for another, doing meaningful work that improves how people experience leadership at work.

Why This Role Matters

This isn't a traditional “Head of Sales” role.

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We're looking for an operationally excellent, systems-minded leader who can drive cross-functional alignment across Sales, Customer Success and Marketing to enable scalable, sustainable growth without adding unnecessary complexity. We need someone who can model living our mantra of ‘simplify to amplify’ while naturally pulling these functions into one coherent motion rather than three parallel ones. The right person will help us scale intelligently — improving retention and expansion, increasing deal size, simplifying systems and tooling, building exceptional teams, and creating the operational infrastructure needed to support the next chapter of growth.
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You're also not starting from zero. We have great momentum, deep customer love, increasing deal sizes, growing expansion revenue, and a clear view into the levers that will help us scale.

What You’re Walking Into

We Build Leadership Capability at the World’s Most Innovative Companies

• We’ve partnered with Stripe on global management training for the past 8 years
• We are consistently referred business from top venture firms including Andreessen Horowitz (a16z), Sequoia Capital, and General Catalyst
• We designed and delivered management training at Anthropic and supported founders and executives through coaching
• Elevate Leadership was named a Top Leadership Training Company to Watch in 2025 and 2026 by Training Industry

Our Work Drives Measurable Impact

Recent client outcomes include:

• 22% increase in managers’ ability to have difficult conversations
• 90% increase in employee Net Promoter Score
• 60% promotion rate within coaching cohorts compared to 17% company-wide

A Differentiated Offering in the Market

No other leadership development company combines the level of partnership, operational credibility, and breadth of offerings that Elevate does.

Our customized programs include:

• Coaching at all levels of the organization
• Interactive manager training workshops
• AI-powered role plays
• Leadership principles development
• Team and company offsites
• Scalable learning experiences embedded into the flow of work with Elevate Academy

A Highly Collaborative Team

We care deeply about the people we work with and the way we work together. Elevate has built a culture that is ambitious, supportive, low-ego, and highly collaborative. Our day-to-day is guided by five values: Focus on Impact, Stay Relevant, Be Resourceful, Keep it in Perspective, and Check the Data.
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You’ll work alongside a team that genuinely wants each other to succeed. 

What You’ll Do

Team Leadership & Organizational Development

• Lead, align and evolve the Sales, Customer Success and Lifecycle Marketing functions with a focus on collaboration, customer experience, scale and sustainable growth without adding unnecessary complexity. The key is building one coherent motion rather than three parallel ones.
• Practice what we preach at Elevate and be an exceptional leader and manager. 
• Hire, onboard, and develop a high-performing, high-trust Sales, Customer Success and Lifecycle Marketing organization. Current org includes 7 with 3 direct reports with a planned headcount of ~14 by 2029. 
• Effectively and thoughtfully manage change as we grow and scale. 

Revenue Growth & Customer Expansion

Sales

• Increase net revenue retention, accelerate land-and-expand growth, and grow average deal size through stronger executive engagement, account strategy, and customer lifecycle management
• Design and operationalize a repeatable executive engagement strategy from initial sale through renewal, ensuring executive buyers remain aligned to measurable business outcomes
• Build structured expansion pathways across accounts that increase multi-product adoption, long-term partnerships, and strategic account growth
• Identify leading indicators of churn and implement proactive retention strategies
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Customer Success

• Evolve and scale Elevate’s customer experience from sales to the hand off to Customer Success, through delivery and expansion improving how we engage, support, and deliver value to customers as we grow.
• Build customer engagement systems that deepen relationships, ensuring they are lightweight to execute while preserving a highly personalized experience.
• Simplify and connect systems, processes, and operational rhythms so teams can execute a great customer experience more efficiently, with greater visibility and cleaner data.
• Use customer data and analytics to improve engagement, program impact and translate customer insights into stronger offerings, positioning, and growth opportunities. 
• Build scalable processes that make it easier to capture customer success stories, referrals, and testimonials.
   

Lifecycle Marketing 

• Understand the lifecycle of a customer and own the marketing communication strategy to ensure it’s a good experience for our customers, reinforces Elevate’s market positioning and supports the revenue retention and expansion we want to drive. 
• Segment our customers and target those segments with value add emails and email automations. Give direction to marketing to create the resources for a true lifecycle marketing program.
• Partner on the commercialization of new offerings helping shape positioning, packaging, pricing, and go-to-market strategy

Who We’re Looking For

Required Experience

• Experience scaling a services business to double digit millions in revenue
• Experience leading both Sales, Customer Success teams in the HR/People Space/L&D
• Experience leveraging AI to improve GTM execution and customer experience
• Experience overseeing or advising lifecycle marketing and retention marketing initiatives
• Strong operational and systems orientation 
• Excellent strategic and analytical thinking capabilities
• Experience working with and optimizing CRM systems (Hubspot), Claude, Google Workspace, project management platforms like Asana, and other AI platforms
• Demonstrated ability to hire, onboard, and develop high-performing teams
• Strong change management and cross-functional leadership skills
• Operated in a fast-moving, entrepreneurial environment
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You Might Be a Great Fit If You…

• Care deeply about building strong collaborative relationships across the teams, are low-ego, player-coach and comfortable with ambiguity
• Love simplifying complexity and building scalable systems
• Are passionate about what AI can do and are eager to keep learning and experimenting with it
• Can zoom out strategically while still diving deep operationally
• Are equally energized by people leadership, systems, process, and growth strategy
• Know how to align teams around better ways of working without creating bureaucracy

Come Join Us

This is an opportunity to work with an incredible group of clients and colleagues while helping organizations build stronger leaders.

If you’re excited about creating meaningful impact through leadership development, we’d love to hear from you.