Buy Positively
Buy Positively, with Mike Rome: a Groupon for conscious local businesses meets Kickstarter for social enterprises. We designed it, tested it, called it.
At a glance
- Role
- Co-founder, with Mike Rome
- When
- October 2011 to December 2012
- Where
- Chicago and New York
- Team
- Two co-founders
- Scope
- A marketplace concept: the model, customer research, wireframes and a Tumblr

What if buying something were a good thing by default? I’d grown dubious of mass consumerism, and in late 2011 my co-founder, Mike Rome, and I set out to flip it on its head.
Groupon meets Kickstarter
The idea: a Groupon for conscious local businesses meets Kickstarter for social enterprises. Customers would discover good local businesses through deals. Each business would give 1% of its profits to a shared fund. Social entrepreneurs anywhere in the world would submit projects, and the customers would vote on which ones got the seed money. Every purchase would do a little good, whether or not the buyer was thinking about it.
It was a three-sided business: shops, buyers and entrepreneurs, each needing the other two before any of it worked. That turned out to be the whole story.
Lean, by the book
We ran it the lean startup way. I did scores of interviews with every kind of stakeholder. We drew wireframes and built the minimum viable product as sketches, so we could test the idea before paying for code. I started teaching myself Ruby on Rails. I did not get very far.
While we built, Buy Positively lived as a Tumblr of other people’s good ideas, with my notes on each one. Those posts are still here, filed under Buy Positively.
Why it never took flight
There were too many moving parts and too many kinds of customer to win at once, and we didn’t have what it took to execute it well. By the end of 2012 we let it go and both moved on.
It never took flight, and it taught me more than plenty of things that did: test the riskiest assumption first, and be honest early about what you can actually build. A few months later I was shoveling compost in Costa Rica, working on a simpler version of the same question.
What I did
- Co-founded Buy Positively with Mike Rome to make buying something a good thing by default
- Designed a three-sided model: local deals for shoppers, 1% of each business’s profits into a shared fund, and a customer vote on which social enterprises got the seed money
- Ran scores of customer development interviews, lean startup style, to test the model before paying for code
- Built financial models to test whether different social enterprise prototypes could stand on their own
- Drew the wireframes, built the minimum viable product as sketches, and started teaching myself Ruby on Rails (I did not get very far)
- Wrote the Buy Positively Tumblr, with my notes on other people’s good ideas, to build an audience while we tested
- Called it at the end of 2012, when the evidence said we couldn’t execute it well
Deliverables
- A business model canvas for a three-sided marketplace
- Financial models for social enterprise prototypes
- Wireframes and a sketch prototype
- Customer and stakeholder interview notes
- The Buy Positively Tumblr, still on this site under Buy Positively
Skills
- Customer discovery interviews
- Marketplace and business model design
- Financial modeling for early-stage ideas
- Wireframing and paper prototyping
- Writing for an audience
- Knowing when to stop
What I learned
Test the riskiest assumption before anything else, and stop when the evidence says stop. A clean ending is a skill too.


