When an Investor Bailed, Finery Founders Brooklyn Decker and Whitney Casey Had to Do Major Damage Control Finding new capital, calming staff nerves and making sure the brand's reputation was intact called for calm leadership and quick thinking.

By Stephanie Schomer

Finery

In the Women Entrepreneur Series My Worst Moment, female founders look back on the most difficult, gut-wrenching, almost-made-them-give-up experience they've had while building their business—and how they recovered.

Finery is a digital wardrobe-management platform that tracks your online clothing purchases and helps create and manage outfits. (Yes, it's the Clueless closet come true!) Founders Whitney Casey and Brooklyn Decker launched the company to make women's lives easier, but getting the startup off the ground was anything but easy. When a well-known investor backed out of a deal, the women worried that the reputation of their operation was at stake—not to mention the peace of mind of their employees. Casey, the startup's CEO, tells us what went wrong.

"As a new startup, having an investor with a recognizable name is a big indicator to other investors that your concept has legs. We had great, solid, top-notch investors who had put money behind big brands in our space like Reformation and RewardStyle. But one of the original technical founders of Uber wanted to angel invest, and because he was a name and outside of the fashion-tech space, it provided even more validation. Having a thought-leader behind an idea can really create buzz and lift behind a company.

Related: 4 Things Women Entrepreneurs Need to Know Before Approaching Angel Investors and VCs

When he verbally committed to the investment and asked for wiring instructions, we were thrilled. The next morning we had a breakfast to tell our team and our other investors—we wanted to get everyone fired up and keep the momentum. But that afternoon, he flaked out. We were devastated. That entire day, he kept putting us off. We sent the wiring instructions with a closing deadline, which is standard procedure, and he never responded. Eventually we got an email saying he changed his mind.

We take some responsibility here. We didn't do our due diligence on him as an investor. How many times had he pulled out of deals? Was he trusted in the investment community? Were his motivations just about equity? What value would he bring our company? These were all questions that I didn't ask, and I should have. Turns out, he met with a lot of companies and became an advisor to a lot of them—and what that means is, he takes equity without putting money in. Having great advisors that you "pay" with equity is often a great idea. But our need was capital, not ideas.

Related: 10 Tips for Women to Improve Their Persuasion Skills

Additionally, as CEO, I never should have told my team about the investment until the money was in the bank. But when we did tell them the deal went through, we didn't belabor it. We just picked right up from where we left off, and filled the round with another investor within our friends and family round. The best way to ameliorate the situation is to not sulk in it (though that is what I did, personally, at home, alone). We took some great advice early on: don't let your team go on the great emotional rollercoaster ride that you have to go on as a founder and CEO. Give them as stable a ride as possible—there will be enough ups and downs naturally without you adding to the mix. As CEO, the only person you really need to learn how to manage is yourself.

Related: 15 Women Leaders on Risk, Mentorship and Following Your Dreams

We have a much different process when we consider investors now. We interview other entrepreneurs who've taken money from this person, and talk to someone they've been on a board with. When the going gets rough, how does this person respond? We did a ton of due diligence on our lead investor, Tony Florence from New Enterprise Associates, and not a single negative comment came back. In fact, everything was beyond glowing. Taking money from an investor is a long term relationship—so do your homework."

Stephanie Schomer

Entrepreneur Staff

Deputy Editor

Stephanie Schomer is Entrepreneur magazine's deputy editor. She previously worked at Entertainment WeeklyArchitectural Digest and Fast Company. Follow her on Twitter @stephschomer.

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Editor's Pick

Related Topics

Leadership

Mastering the Skill of Convincing Stakeholders to Approve and Execute Ideas

There's a big difference between approval-seeking and being your own biggest advocate.

Side Hustle

These Are the Highest-Paying Side Hustles for a Single Day of Work

Earn the most money in the least amount of time.

Business News

TikTok's CEO Is an Honorary Chair at the 2024 Met Gala

Conde Nast's Chief Content Offer, Anna Wintour, made the announcement Thursday.

Starting a Business

For Years, This Black Founder Learned an Uncommon But Essential Craft on the Side. Now His Creations Are Beloved By Celebrity Chefs — and Can Sell for More Than $1,000.

A chance encounter with a legendary knifemaker would lead Quintin Middleton, owner of Middleton Made Knives, to follow his long-time passion into business.

Money & Finance

5 Proven Ways to Maximize Your Profitability as a First-Time Author

Unlock the secrets to turning your debut book into a profitable venture with proven marketing tactics.