DiscoverThe SaaS Podcast - SaaS, Startups, Growth Hacking & Entrepreneurship454: Fyxer: From Executive Assistant Agency to $18M ARR AI SaaS - with Richard Hollingsworth
454: Fyxer: From Executive Assistant Agency to $18M ARR AI SaaS - with Richard Hollingsworth

454: Fyxer: From Executive Assistant Agency to $18M ARR AI SaaS - with Richard Hollingsworth

Update: 2025-09-25
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Richard Hollingsworth bootstrapped an executive assistant agency to $5M ARR, then pivoted to AI and grew from $1M to $18M ARR in just 8 months. Today, Fyxer serves thousands of professionals with their AI email assistant, and Richard's team has grown from 4 to 40 employees while raising over $40M.



Richard and his brother Archie started with data from their EA agency, waited for the right technology moment with GPT-3, then moved to San Francisco to scale. Their focus on professional services over tech companies, combined with a land-and-expand strategy, helped them close a $1.2M deal in 7 days and build a thriving AI SaaS business.



You'll learn:



  • How to turn an agency into an AI SaaS company using existing customer data and insights

  • Why targeting professional services instead of tech companies unlocked massive growth opportunities

  • How a land-and-expand sales motion helped convert single users into a 5,000-seat enterprise deal worth $1.2M

  • What mistakes nearly destroyed their customer success during hypergrowth and how they recovered

  • How to maintain culture and intensity while scaling from 4 to 40 employees in under a year



Full show notes → saasclub.io/454






This episode is brought to you by:


💖 GearheartBook a free strategy session + get 20% off select services






Get weekly SaaS lessons and new founder stories → saasclub.io/email

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454: Fyxer: From Executive Assistant Agency to $18M ARR AI SaaS - with Richard Hollingsworth

454: Fyxer: From Executive Assistant Agency to $18M ARR AI SaaS - with Richard Hollingsworth

Omer Khan