Ep 30 - How to Grow Subscription-Based Services with Jack Gindi

We sat down with Jack Gindi, Co-Founder at Cheeky, the affordable custom night guard service. Jack joins us to share his story, how Cheeky’s team created a subscription service around a personal need, and tips and tricks learned along the way.

Jack advises aspiring entrepreneurs to not be afraid of launching a product that still has the potential to get better. The fastest way to learn is to start, listen to your customer’s feedback and improve. In this episode, we hear his advice for entrepreneurs on how to stay focused on their business, how to find their market fit, and so much more! 

Here’s What We Discussed: 

• [00:20] How Cheeky got started – The gap in the market for a subscription-based, affordable, custom night guard 
• [02:09] How Jack tested market demand before launching 
• [03:19] The key ingredients for a successful subscription-based service 
• [04:15] Different ways to be a Cheeky subscriber – Provide flexibility to your customer 
• [05:48] The importance of customer service and fulfillment speed in a needs-based subscription service 
• [07:01] How Cheeky determined their subscription pricing structure 
• [09:15] Jack talks about how they created a fake landing page for Cheeky to test market interest and collect leads 
• [11:09] Jack’s sources for industry news and his advice for aspiring entrepreneurs

About Jack

Jack Gindi co-founded Cheeky, a subscription service for teeth grinders, alongside his brother. Cheeky offers custom nightguards at an affordable price for every teeth grinder’s unique needs. As a senior in college, at Boston University, Jack and his brother recognized the gap in the market for affordable but high-quality night guards, inspiring them to start Cheeky. 

 

Quotes

“We know everyone's needs may be different, so we definitely maintain the flexibility to be able to ship whenever somebody wants.” – Jack Gindi

 

“Almost always, try to bake in what your worst-case scenario acquisition cost is going to be. Because there are going to be times when you do hit that worst case scenario, and you're not going to want to optimize for a seventh month payback period.” –  Jack Gindi

 

“And one thing that definitely surprised us was how important customer service is and how important it is to be proactive with your customers.” – Jack Gindi 

 

“Don't be afraid to launch with something that you know is going to look a lot different and a lot better months down the line. The only way to improve is to just get your product out into the market  and learn.” – Jack Gindi 

 

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