Failure: Building a web app that makes $50/month

Out of curiosity, why did you decide to make it a separate service from TweetingMachine? It seems like a natural extension of it. That being said, since you have both tools, I would consider approaching it in one of two ways.

First: give InboxCleaner away for free and use it to get registered users for TweetingMachine. I imagine if a user signs up and is happy with one tool you provide, they would be more inclined to pay $20/mo for another related tool. This seems like a great opportunity for some A/B testing as well.

Second: add InboxCleaner as a paid add-on for TweetingMachine. Your customers are paying $20/mo for the basic service, so you know they aren't afraid to pull out their wallets. Offer them a monthly inbox cleaning for an extra $1/mo. What's the difference between $20 and $21 when they're already paying you?

Also, your name might be inhibiting some initial click-throughs to your site. When I hear InboxCleaner, I immediately think email. Maybe this is because I'm not a heavy Twitter user, but it's something to think about.

One feature that might up the ante is email reminders to clean their inbox every 6 months or every year. It's something people will do probably rarely, which means they're likely to forget the name of the tool they used to do it or forget to do it altogether. You might offer a friendly reminder to do Spring cleaning on their inbox.

Anyway, I've really enjoyed reading your posts. They're some of the most practical real world case studies I've come across, as opposed to the "I'm making $2000 a week and only working 4 hours" drivel that's out there. Not that I wouldn't like to make $2000 in 4 hours a week.

As I suggest in the comments: http://tbbuck.com/building-a-50-dollar-a-month-web-app/#comment-475 ↗

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Try presenting your users with a paid and viral choice. First oauth them with the promise of the service you are offering. Then present them with the value proposition: "You are about to save X minutes by automatically deleting Y DM's". Then offer them two choices to compensate you for that value: 1) Follow your twitter account & tweet an endorsement (which could be as simple as a variation on the value prop ) or 2) pay you $0.99 for a one time service.

This will allow you to a) measure your funnel, b) advertise without spending any money, c) build an audience, d) use that audience to build a feedback loop and test other ideas, e) make money in a way that seems to align with your users usage habits.

Thoughts?

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What do yall think, could this dog hunt?

First of all, I would like to thank you very much for your posts, they are informative and have great value for emerging entrepreneurs.

Some thoughts I had:

* You are spot on in concluding that this is a tool that would be used a few of times in a year. A lifetime payment is the solution, with an appropriate price bump of course.

* Regarding the users that signed up for free: You should have allowed them to keep using the service for free. They are your implicit marketing team. They got in early, they deserve gratis access for that.

* Regarding the recurring scheme of cancellations: Do contact the users, ask them why they are leaving. This will help you either validate my first thought above, or iterate on the service to become what they expect to get out of it.

My three comments

a) Payment friction is a big problem here; reviewing comments, I love the idea of overcoming that with an app, but there are also other marketplaces like google chrome apps, etc. Nothing to say you can't sell a web app through one of those right now.

b) Don't email survey your customers, call them. Well, in your case, email them and say you're the founder, you want to know what they liked / didn't, and do they have 10 minutes to give you some advice? This will get you far more than automated surveys

c) I'm kind of thinking a nice "Before / After" with someone's actual inbox would be nice, then they could just click to pay once they see how great it will look.