
Jess Chan
@jjesschan
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Diary Of An Entrepreneur | Built @longplaybrands & now @heybackbone. $300M+ generated for DTC. Tweets on building a Retention Ecosystem & the journey to SaaS
Toronto
Joined January 2023
Been thinking about starting a "Diary of An Entrepreneur" series for a while & figured the best way is to just pull the trigger. In the spirit of Building In Public, I want to start a conversation around the actual day-to-day emotional & psychological journey of being an.
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@Postpilot @Postscript @skio Q4 growth starts with smarter infrastructure in Q3. đ„ Download all 3 playbooks (free) and start building now:
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@Postpilot @Postscript đ Subscription Secrets w/ @skio Before scaling subscribers in Q4, make sure they stay. â Reinforce value in the first 7 days with onboarding flows â Surface and address cancel intent dynamically with save logic â Build a âsubscription-firstâ post-purchase experience.
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@Postpilot đ± SMS: Sales At Scale w/ @postscript SMS isnât just for promosâitâs your fastest path to purchase. â Set up conversational keyword flows (not just one-way blasts) â Time SMS sends with email campaignsânot after â Use tap-to-buy CTAs to reduce friction and drive mobile.
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đŹ Mastering The Mailer w/ @postpilot Optimize the core of your retention engine: email campaigns. â Audit for CTA fatigueâif every button says âShop Now,â itâs time to rethink â Add logic for non-clickers to re-engage stalled segments â Close the gap between signup and first.
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Huge kudos to @bandholz for sharing this openly. At @longplaybrands , we're lucky to get to have gotten to see behind-the-scenes of hundreds of businesses over the last 7 years. as a lifecycle marketing firm, advisors & board members. A lot of businesses are struggling or.
Everyone always shares their wins, but few share their losses. We had losses approaching $1 million over the past two years. (not drop in revenue, but profit losses). It was a financial struggle & I share how we've been able to survive without using outside funding or debt.
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