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Head of Customer Success - FutureFit AI

Are you a skilled Customer Success Leader with experience in enterprise B2B SaaS looking for an opportunity to lead and scale up a team? Are you mission-driven, excited to get your hands dirty, and help change the future of work?

Who Is FutureFit AI & How Are They Changing the World?


Hamoon, CEO and co-founder of FutureFit AI, has always been excited about the future of work. No matter what projections you look at, it’s clear that the career transitions people will have to navigate are going to continue to magnify.


Individuals go through career transitions for numerous reasons: a new parent returning into the work market, a recently laid-off employee looking for the next role, a new immigrant looking to enter a new market or a new grad looking for their first role. These transitions are often emotional and can be difficult to navigate. That’s where FutureFit AI comes in! 


Founded in 2019, FutureFit AI partners with Fortune 500 companies, global staffing firms, and governments to provide an AI-powered tool that acts as a GPS to help workers navigate career transitions, supporting them from career navigation, to reskilling, to job placement.


FutureFit AI uses over 350 Million global talent profiles, live labour market data and projections, and proprietary algorithms to identify an individual's skills, recommend possible career paths, and create a personalized roadmap of learning programs, career support resources, and coaching to drive successful job outcomes.


FutureFit AI's work in using AI to support reskilling efforts and reimagine layoffs through outskilling has been recognized and covered by the Wall Street Journal, World Economic Forum, US Government, UK Government, and Nesta.

How Will I Make An Impact?


Reporting to COO, Taylor, your role is critical in ensuring FutureFit AI customers are fully onboarded and getting the most value out of the product. As Head of Customer Success, you will be front and center with their enterprise customers, taking them from pre-close of sale, through to onboarding, implementation, continued customer engagement, and renewal. You’ll establish trust quickly, listen intently, and empathize with the complex, unique, and sometimes customized needs of your customers.


You’ll lead a team of 1 Customer Success Manager to start, and will determine how to structure and scale the Customer Success organization. If you’re looking for a role with growth potential, this is the opportunity for you!

How Do I Know If This Is For Me?

You are someone who is passionate about the future of work and leveraging data and AI to give power and agency back into the hands of job seekers. 

You’re also a builder. FutureFit AI is on the verge of considerable growth and needs a customer-centric Customer Success leader on the team to not only shape the customer experience but also build the whole Customer Success team and practice.

Our Ideal Candidate Looks Like:

To succeed in (and enjoy!) this role:

  • You’ve scaled early-stage enterprise B2B (or B2B2C) SaaS startup customer success organizations successfully

  • You’ve built and led customer success teams

  • You have experience implementing complex (& customizable) software platforms for enterprise customers and working closely with product/eng teams in building out a feedback loop

  • You’re a natural problem solver - you’re constantly trying to optimize all situations 

  • You’re humble, teachable, and eager to learn

  • You thrive in a dynamic, fast-paced environment

  • You love to communicate - you have an innate ability to establish high levels of trust with customers (especially at the senior exec level) and know how to be an integral part of a senior leadership team


We understand, accept, and value the differences between people of different backgrounds, genders, sexual orientations, ages, beliefs, and abilities.  We aim to create an inclusive environment and encourage diverse individuals to apply.

We’d love to hear from you - even if you don’t meet 100% of the requirements! Send a note to  if you  or someone you know if interested!

Does this sound exciting to you?
Get in touch with Erin!

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