We are happy to present our first interview in our #FemaleFounder Series featuring Tracy Osborn, founder of WeddingLovely – an extensive wedding planning directory aimed at making weddings stress-free. Based in San Francisco, but frequently working remotely abroad (right now it’s Croatia), Tracy is also the author of Hello Web App. When she’s not working, you will most likely find her tackling an impressive outdoor feat. Last summer, Tracy solely hiked the John Muir Trail (200 miles)! More on her story…

Our Top 3 Questions with Tracy Osborn:

 What was the most difficult challenge you faced?

Losing a co-founder — I’ve gone through it twice. The first time, it spurred me to learn programming myself so I didn’t have to rely on partnering with someone to build a startup. The second time was devastating. Hindsight being 20-20, I should have seen it coming, but having a close partner give up on my startup and myself threw me into a months-long depression. I basically moved WeddingLovely into a run-itself state and kind of gave up on it for a bit. Eventually the sting lessened, and I was able to jump back into the business and work on it full time again… but it was as close to startup-death I’ve ever been.

What was the best piece of advice you were ever given on starting your venture?

Never give up! I’ve been complimented on my tenacity before — I feel like I’ve been through so many moments of “failure” with WeddingLovely and I’ve just kept on trucking. Never give up, never surrender. But every now and then I wonder if I’ve kept on for too long — but I think that’s my self-deprecation talking. You do need to know when to quit and when to keep going. Generally though, the moments you feel like quitting are the moments you really need to keep pushing forward.

Describe your first feeling of success.

I had just learned how to code, and launched my own web app, the precursor to WeddingLovely — WeddingInviteLove. I visited a prominent design blogger and offhandedly mentioned it, and she blogged about it a few hours later. My inbox blew up, and I had that amazing moment of feeling like I built something that people needed and wanted. It’s such a great feeling to have something that you built blow up like that!

Share your thoughts on our interview below!

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