Shark Tank Star Daymond John Says Never Make This Common Mistake When Pitching Investors If you don't come clean, you might not come away with investors' money, the celebrity branding expert says.

By Kim Lachance Shandrow

Opinions expressed by Entrepreneur contributors are their own.

If you're lucky enough to strut down Shark Tank's infamous hallway -- or to pitch your startup in front of potential investors anywhere -- be confident, not cocky and be ready to bare your warts, so to speak.

Daymond John, the popular startup pitch show's resident branding expert, says pretending that your brand is spotless, like it's never seen hard times, is the fastest way to shoot your pitch in the foot. And your chance at investor cash, too.

Related: 10 Mistakes to Avoid When Pitching Investors

The serial investor and Shopify brand ambassador told Entrepreneur.com that "sounding too perfect" is the biggest and most common mistake he sees entrepreneurs make when they pitch their products and business concepts. You'll be more likely to score his venture dollars -- or any potential investor's -- if you suck it up and talk openly about the mistakes you've made along the bumpy road of entrepreneurship, he says. Be real.

"Don't make your pitch, or your brand backstory, sound all rosy because I don't care what brand you look at or how big they are now, all of us know that times have not been great all of the time," he says. "If you can't come clean and tell investors how and why you failed, that raises a red flag. They need to see that you learned from it and came back stronger."

John knows quite a bit about the "bad times" that can go hand-in-hand with launching a fledgling brand. Times were anything but rosy for the former Red Lobster waiter in the late 1980s and early 1990s, back when he was hustling hand-sewn wool FUBU hats between shifts on the streets of Hollis, Queens.

Related: When Pitching, Use Subtlety to Lure Investors

Strapped for cash, John failed to successfully launch his inaugural hip-hop fashion line three times. In 1992, he and his three co-founders finally got it off the ground and, not long after, into the mainstream thanks to big publicity boosts from rappers like LL Cool J and the late Notorious B.I.G. FUBU was reborn as FB Legacy in 2010.

John is an open book about his business failures. If you tell the truth about yours, even the ugly truth, he says investors will be more likely to believe in you and to bet their money on your brand.

To see John field startup pitches, check out the Season Six premiere of Shark Tank this Friday, Sept. 26 from 8 to 10 p.m. ET/PT on your local ABC station.

Related: Shark Tank Star Robert Herjavec: Don't Ever Expect a 'Balanced Life'

Kim Lachance Shandrow

Former West Coast Editor

Kim Lachance Shandrow is the former West Coast editor at Entrepreneur.com. Previously, she was a commerce columnist at Los Angeles CityBeat, a news producer at MSNBC and KNBC in Los Angeles and a frequent contributor to the Los Angeles Times. She has also written for Government Technology magazine, LA Yoga magazine, the Lowell Sun newspaper, HealthCentral.com, PsychCentral.com and the former U.S. Surgeon General, Dr. C. Everett Coop. Follow her on Twitter at @Lashandrow. You can also follow her on Facebook here

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

Editor's Pick

Business News

JPMorgan Shuts Down Internal Message Board Comments After Employees React to Return-to-Office Mandate

Employees were given the option to leave comments about the RTO mandate with their first and last names on display — and they did not hold back.

Innovation

4 Ways Market Leaders Use Innovation to Foster Business Growth

Forward-thinkers constantly strive to diversify and streamline their products and services, turning novelties into commodities desired by many.

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Business Process

The Best Times, Days and Months To Post on YouTube (2023)

When is the best time to post YouTube videos to maximize their effect? Discover the best time to post on YouTube in this detailed guide.

Leadership

From Elite Athletes to Tech Titans — Discover the Surprising $100-Million Habit That Leads to Extraordinary Success

Success comes from mastering focus, eliminating distractions and prioritizing what truly matters.

Diversity

Diversity in the Workplace: Benefits and Why You Need It

Improving diversity is just good business. Here's how you can do just that.