Senior Deployment Strategist

About Rec

Think about the last time you tried to book a tennis court. Or sign your kid up for a swim lesson. Or find an open rec league that actually fits your schedule. You probably ended up on a website that looked like it was built in 2003 — or even worse, filled out a piece of paper.

$3T is spent on recreation globally, and it's built on a completely fragmented system that's largely untouched by technology.

At Rec (recreation.ai), we're using AI to change that — reimagining how the world plays, participates in community, and gets active. Our vision is simple: more recreation for everyone. We sit at a rare intersection — a consumer product loved by everyday players and an enterprise platform trusted by the organizations that power recreation.

We're a small team with firepower. Our founders were among the first few hundred at Uber, then led teams at The Athletic and MasterClass. The rest of the team combines builders from Google, Microsoft, Strava, Hipcamp, and Airbnb.

People join Rec for two reasons: you want to build AI that gets people back in the real world, and you want to work with really smart people.

About The Role

We are looking for a Sr Deployment Strategist to join our team. This role is a unique opportunity to be a part of the early Rec team and help define the operations, business strategy, and culture of the organization. You will work closely with best-in-class operations, sales, product, and engineering leaders across the company.

You will primarily be responsible for managing everything it takes to make our largest and most complex enterprise-size city partners a success. This includes joining sales pursuits for enterprise clients as our implementation and product expert, leading implementations, and managing relationships with senior city officials. You will also act as a voice internally within the company advocating for the product and operational needs of our largest and most complex customers.

This is a role for the client operations “athlete”, a voracious learner that wants exposure to all aspects of our B2B SaaS business and is relentlessly resourceful in achieving their goals. You should have experience managing senior clients and comfortable driving results across long term and complex projects. This is a strategic role and we will give you both the freedom and responsibility to become the domain expert trusted to make the right calls. However, this is also a hands-on early stage role where strategic insight comes from putting in the execution work yourself.

What You’ll Own

• Onboard, retain, and grow customer accounts. You’ll lead the onboarding of new cities, manage relationships with existing partners, and strengthen customers’ engagements with Rec through renewals and expansion.
• Own the customer relationship. You’ll own the customer relationship with cities, serving as a trusted advisor and partner to executive and senior leadership across various functions.

• Build the customer success processes and playbook. Set the standard for an excellent customer experience and build the playbooks and processes to support this experience for your customers.

• Synthesize, prioritize, and share learnings cross-functionally to shape product and business decisions. You’ll work closely with cross-functional partners, especially product and sales, to distill learnings from your experience with cities, clearly synthesize and prioritize those learnings, and work with internal stakeholders to translate them into targeted improvements. You’ll directly shape the product development and sales targeting processes.

Who You Are

• 7+ years working in Customer Success at a tech company or startup, at a top consulting firm or finance firm, or a combination of both.
• 2+ years experience managing clients at the enterprise level. Either large corporate or government clients
• You have strong client-services experience. You’re cool under pressure in front of senior client stakeholders and know how to manage key relationships
• You are a strong communicator. You can crisply communicate actionable data-driven insights and pitch tailored solutions to solve customers’ problems
• You are a strategic problem solver. You can break down ambiguous problems and apply a first principles approach to solving them
• You have exceptional project management skills. You can juggle multiple complex projects in flight and can reprioritize quickly
• You have an entrepreneurial spirit and a high degree of drive, energy, and passion for creating and managing world-class operational processes
• You are scrappy and resourceful. When something needs to get done, you always find a way to make it happen.

Our Values

• Be Relentless. Move fast. Own it. Ship real value early and often.
• Win Together. Speak up, go beyond the boundaries of your role. That's how we win.
• Take Pride. Treat this like it’s yours—because it is.

Pay & Benefits

• Compensation: $170,000–$190,000 base + meaningful equity (final offer will be based on your background, experience and skillset)
• Benefits: Flexible PTO, top-tier health/dental/vision, and a 401(k) plan to support your future.
• Work location: San Francisco — in-office most days at our FiDi SF office.