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The Story Behind My Chicago Start-Up: What Worked and What Didn’t

After reading this Business Week article on the lack of women leading tech companies and start-ups, I decided it was finally time to tell the story of something I rarely talk about.

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“That’s a brilliant idea.”
“Wow, you should patent that.”
“Did you come up with this idea all by yourself?”

Those were just some of the encouraging (cough, cough) words I heard when I created the concept behind CondoPerks. For folks living in buildings with a Homeowner’s Associations (typically condos), the idea is simple: shop online and a percentage of each purchase goes into your buildings reserves  - with the end idea of helping offset special assessments. Here in Chicago, new condo developments were/are going up faster that you can say poof. New condo owners were excited with the low assessments promised by their developers, only to see the building turned over to the owners, followed by a massive assessment hike. Some associations were dealing with shoddy workmanship that resulted in extra costs for the building dwellers (like a $1.7MM special assessment for leaky windows).

All and all, not a good situation and condo developers continued to create new LLCs for their properties, which made it even harder to achieve any resolution when it came to building glitches. LLCs can dissolve, which makes the trail of keeping track of developers even more difficult. 

I spent a summer going from condo to condo, talking to alderman after alderman and heard the same stories of condo drama. New owners were upset with their assessment hikes, while seasoned owners kept decision making to a few people. Communities were fighting; the ‘suburbs in the sky’ were essentially individual boxes that didn’t seem to connect.

My lawyers convinced me to patent the concept and trademark the logo (I think my lawyers are great, but these were big financial mistakes). I couldn’t find a developer to take a swag at creating some mockups sans payment, so I took the equity out of my condo and paid someone to create a hefty site with a database, etc. I spent endless hours negotiating deals with online retailers, loading in offers, running reports, cutting condos checks, visiting condos around Illinois and reading the Illinois Condominium Property Act.  I talked with real estate attorneys, assessors, tax experts, accounts and real estate developers – all for the purpose of getting as much information as possible for the site.

Meanwhile, I connected with various start-up contacts in Chicago. I talked to developers, VCs, former colleagues and the majority of them said ‘I was on to something’. I distinctly remember being at a Chicago tech event, in the middle of a VC and serial Chicago entrepreneur. When I told them my idea, the VC was going to talk about a similar idea that he knew of, yet the other entrepreneur sushed the VC in not discussing the topic further. Talk about collaboration, eh?

 CondoPerks was featured in major Chicago publications, with real estate reporters telling me ‘continue the good fight’ and help property owners. I had similar businesses contact me to collaborate on countless types of sites. I even had the President of a popular property management firm threaten me (he wasn't too keen on me coming in with an idea for his residents, even though they brought me in to chat with them). It was a whirlwind.

It wasn’t enough. Being in the Midwest, I’m a realist: VCs want to see ROI before investing in an idea. I get it.

Even though I had a treasure trove of friends, former colleagues that were developers and dug the idea, I couldn’t find one person to make the site I was creating automated/faster, etc. Hey, no ill will, given the explosion of Web 2.0 tools, but it was frustrating as all heck. I also knew that a site of this nature needed a sales force. Oh, as I was building out this site, I was consulting like a mad woman and also running Gals’ Guide. After all, I had my own mortgage and increase in assessments to deal with. 

What did I learn?

-I believe in bootstrapping a concept, but there needs to be a better way to link up the people with the ideas with those folks that are talented developers. The person I hired to create CondoPerks was efficient, young and worked hard, but I know I needed more horsepower when it came to development.

-I didn’t know that there were attorneys in town that specialized in working with startups – they waive some of their fees in exchange for payment later.

-I don’t regret taking the equity out of my condo to build the initial concept to CondoPerks. I did what I had to do. Given the current real estate market, however, I kick myself at least once a month.

-Even though I was told I had a ‘brilliant’ idea, it wasn’t enough to get proof of concept off the ground.

-We need more women in the world of Chicago start-ups. I’ve been lucky enough to get to know SitterCity’s Genevieve Theirs  and she provided some of THE best advice I could have received. She continues to be a dear friend. I went to countless startup events and chats and will be honest, the Boys’ Club began to get on my nerves. The fact that less than 10 women were attendees to ORDCamp goes to show that there is either a) a lack of women in tech in Chicago or b) a lack of a database or connection point to show we exist.

Would I take the experience back? Not at all. Would I have done things differently? Heck yes. Would I give CondoPerks a second try in the near future? Doubtful.

I continue to believe there is a serious problem in the world of condo living. Until new owners understand what it means to own a condo and until developers become 100% transparent in their ways, homeowner associations will be stuck with increasing costs for living in their individual box among boxes.

Why do I rarely talk about CondoPerks? I think I subconsciously blocked this part of my life away into a mental folder.  I've never considered myself a 'social media person', but someone who lives in the digital space and enjoys those current projects that take up my time.  For this juncture in my life, it happens to be social media, but I'll always continue to find ways to build solutions to various problems. For now, those problems happen to revolve around social media.

In the meantime, if you have any condo questions, I'm your gal:).

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Comments (7)

Feb 04, 2010
spreenkler said...
great story. so, this wasn't the thing. or wasn't the thing, yet. either way, for you, it's just a matter of time.
Feb 04, 2010
Mark Smithivas said...
Excellent post. It's refereshing to hear an honest assessment of a project that didn't pan out. I'm also in the same boat (idea person who needs a developer partner to make things real) so I know where you're coming from.
Feb 04, 2010
Zishan Ahmad said...
First of all, sorry for your frustration. I think this post will hit a nerve w/ many ppl. I know it does for me.

My comments are in reference to your lessons learned:

1. You're not alone in needing a forum where people can find someone to complement their skill set. Aside from the obvious online forum (i.e. partnerup.com), perhaps a specific monthly event catering to people who have ideas, and people who are looking for something to work on..?

2. This is a problem I've heard repeatedly, and experienced first hand: having to rediscover whatever ecosystem that exists in Chicago. I'm working on a step-by-step guide, and a who-to-know list. If anyone wants to help... please! Let's make this problem go away.

3. It's testament to your commitment to CondoPerks.

4. Do you mean you would have benefited from some critical feedback of your idea, or that you were lacking a developer? In case of the former, I've just become aware of various groups here that do just that, i.e. Big Idea forum.

5. No kidding! I'm totally with you on this. I'm actually trying to reach out to women entrepreneurs to get them in the spotlight. Also, Girls in Tech (girlsintech.net) is developing a Chicago presence. Perhaps you can help them? @GITChicago

"Would I give CondoPerks a second try in the future?" - What if we could find you the talented developer you need?

Best Regards.

Feb 05, 2010
Thanks for the comments everyone! A few notes:

I'm actually not frustrated - I had an idea, gave it a shot and it didn't pan out. It's terrific seeing the multiple groups, some public some not, that get together to discuss new ideas, too! I know the founder of GIT and think they are doing amazing things as well.

I posted this POV after multiple friends encouraged me to recount my experiences to the new start-ups coming to Chicagoland, along with provide some honest insight to the angels and VCs that are forming in town.

With the full time gig and family, my time is limited with the extra projects (and groups) I can assist.

I know I have a long history in Chicago with a long list of contacts, but it's not as easy to attend every event and provide resources to new folks that come to the tech scene. What I do continue to do is keep a close eye on what developments come to our fair town and provide assistance when I can.

Feb 05, 2010
Joshua Karp said...
Blagica... thanks for telling that story, and I'm sorry that it didn't work out. I hope you're not discouraged... I hope that CondoPerks was only your first startup, not your last. You learned a LOT from this failure (and I use that word in the nicest way - having failed a number of times myself). Take that education, pass it on to other women (and men) entrepreneurs, and apply it to your next idea. I promise, whatever startup you land on next, and I'm sure you'll land on something, will benefit from this experience. Best of luck... Josh
Feb 05, 2010
Thanks, Josh! Not at all. If I didn't think Chicago could be a thriving town for startups, I would have jumped ship to the West coast years ago. I remember your post on when Printed Blog stopped, those were very honest observations as well!
Feb 08, 2010
DT said...
Great post. The problem with finding good developers is that most of the real excellent ones are employed. I just started circling the perimeter around the world of startups and I find your honest assessment encouraging. You can find most techies at local user group functions, but the there's not much in the way of "pitch" time... it's still about building relationships and convincing talented folks to join your team.

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