How Raptitude’s David Cain Found His Digital Doppelganger in YouBots

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If you’ve ever tried to declutter your mind, master a daily routine, or finally figure out what to do with that ancient email list, chances are you’ve stumbled across David Cain’s work at Raptitude.com. For years, David has been exploring “getting better at being human,” helping a loyal community navigate real-life experiments in clarity, intentional living, and those funny little paradoxes that come with trying to be productive.

So when David met YouBots, a literal gang of bots ready to untangle his digital to-dos, sparks flew. In this candid (and occasionally hilarious) Q&A, David dishes on his favorite bots, the relief of getting solutions custom-fit to his quirky conundrums, and why sometimes it takes a virtual assistant to help you act more human.

YouBots: How has YouBots impacted the way you manage your tasks or overall workflow compared to other tools you use?

David Cain: YouBots helps me convert problems I’m having into actionable tasks. I often just go to one of the bots, describe my situation off the cuff—like, “I want to promote my product to an old email list, and I’m not sure if that’s worth doing”—and it will give me suggestions, pros and cons, things to look out for, and possible next steps. Often that’s enough for me to make a decision and start acting instead of overthinking.

Which specific YouBots features have made the most noticeable impact on your day-to-day workflows and productivity? Can you give examples?

David: Having the bots all know my OP is incredibly helpful. They know my audience and what they probably want, so I don’t need to provide much context to get relevant help. For audience-building, for example, the bots can generate content and business ideas that fit my exact needs. In the past, searching online only got me generic advice I had to mentally adapt (sometimes incorrectly), which created doubt. With YouBots, the answers are specific and actionable.

Are there tasks you still manage manually because YouBots doesn’t yet support them?

David: I still write my own sales copy. The bots help me outline it, but I feel that LLMs aren’t yet sharp enough to create copy that really converts. Closing that gap would be a game-changer.

How is the support experience within YouBots?

David: I haven’t had many problems, aside from some minor issues during beta. Nothing that really impacted my work.

What other YouBots.ai features or bots do you see value in exploring going forward?

David: I’d like to check out LearningBot the next time I need a crash course on a skill for work.

How do you imagine AI tools evolving to meet future business needs?

David: Ideally, I want an always-on voice avatar to talk to during the day. Typing is slower than just speaking my queries aloud. It would also be helpful if, in the future, the bots could fetch and process files on command, just via voice.

What’s YouBots’s most valuable aspect, and how would you describe it to others?

David: First, it turns your questions and problems into doable suggestions. You can bring a half-formed issue to OmniBot, and it helps you clarify actions. Second, it gets you started—drafts, outlines, you name it—so you’re never facing a blank page. It’s essentially a team of bots that can get anything started for me; whatever the job, they always give me something useful to build on.

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David Cain is the founder of Raptitude.com, an immensely popular blog about getting better at being human and things we can do to improve our lives today

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