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Focusing on second-month retention | Winc's Jai Dolwani

Neel Desai Mar 16 2022

On today's episode of Retention Talk I speak with Jai Dolwani, CMO at Winc. We talk about options to provide when cancelling, second-month retention, and using NPS to understand holes in the customer experience.

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Show takeaways

Key points discussed in the episode


If there's a solvable problem that we can address then we'll definitely attempt to save them, but if not we want to make the cancellation process as smooth as possible and try not to overdo it.”                                                                                                                                                                                                          

- Jai Dolwani

Options to provide when cancelling

With wine delivery, Winc often runs into problems with delivery when no one is able to sign for the package which can lead to cancellations. In the cancellation flow they make sure to address this issue by educating customers on alternative options they may not have thought of, such as getting it delivered to a FedEx location or a local Walgreens.


Focusing on second-month retention

At Winc, they use a first-time incentive to acquire customers. Delivering a fantastic product is great, but it's about setting the right expectations and then delivering on those expectations month over month.


Using NPS to understand holes in the customer experience

When Jai first started, he discovered through NPS that there was a big hole in product availability. Despite pandemic struggles, the team was able to rally around getting the number of products that customers were asking for on the site. With CAC increasing year over year, they have been able to drive higher LTV by being on top of the latest wine trends and making sure more SKUs were available to their customers.


If you’d like more insight into your own retention—or even a free retention audit where we can benchmark you with actual relevant data—reach out to me at


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This is a ProfitWell Recur production—the first media network dedicated entirely to the SaaS and subscription space.


By Neel Desai

Product Lead, ProfitWell

Subscription market insights you won't find anywhere else.