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The guest on this month's episode of The Struggle is Rory Codrington, founder of WeDelight, a customer rewards platform. His entrepreneurial journey began in 2014 when straight out of college he started the holding company that would become WeDelight. At the time his product was an action sports meetup app. After a couple of years, Rory and his CTO figured the idea wasn’t going to take off so they pivoted to WeDelight. They first operated a pay-as-you-go model and eventually switched to a subscription model. Rory still keeps a screenshot of the first Stripe payment that came through from his first customer, CharlieHR.
WeDelight’s go-to-market model was simple. A focus on outbound, mainly done through email and Linkedin and this way he managed to sign some pretty notable clients. Things were trickling along but as he realised not fast enough. It was something very difficult and frustrating to deal with as he was too close to the ground and had been at it for too long to just give up.
Eventually, he got a piece of very valuable advice from Ben Gateley, COO and co-founder of CharlieHR how to know it was time to fold, an experience which wasn’t easy but Rory handled with grace.
Rory’s story is both inspiring and humble, filled with powerful lessons and we hope you will enjoy listening to it.
If you have a story of struggle you would like to share with us, get in touch by emailing [email protected].
Check out the other ways SaaStock is helping SaaS founders move their business forward:
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book you tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Join the waitlist: https://saastock-usa.com/
🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/)
🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)
4.4
2727 ratings
The guest on this month's episode of The Struggle is Rory Codrington, founder of WeDelight, a customer rewards platform. His entrepreneurial journey began in 2014 when straight out of college he started the holding company that would become WeDelight. At the time his product was an action sports meetup app. After a couple of years, Rory and his CTO figured the idea wasn’t going to take off so they pivoted to WeDelight. They first operated a pay-as-you-go model and eventually switched to a subscription model. Rory still keeps a screenshot of the first Stripe payment that came through from his first customer, CharlieHR.
WeDelight’s go-to-market model was simple. A focus on outbound, mainly done through email and Linkedin and this way he managed to sign some pretty notable clients. Things were trickling along but as he realised not fast enough. It was something very difficult and frustrating to deal with as he was too close to the ground and had been at it for too long to just give up.
Eventually, he got a piece of very valuable advice from Ben Gateley, COO and co-founder of CharlieHR how to know it was time to fold, an experience which wasn’t easy but Rory handled with grace.
Rory’s story is both inspiring and humble, filled with powerful lessons and we hope you will enjoy listening to it.
If you have a story of struggle you would like to share with us, get in touch by emailing [email protected].
Check out the other ways SaaStock is helping SaaS founders move their business forward:
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book you tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Join the waitlist: https://saastock-usa.com/
🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/)
🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)
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