For years, Pierre Laguerre worked as a truck driver. During those years he saw one of the biggest inefficiencies in the industry up-close: getting available drivers matched with trucks ready to get on the road. Barely a year after launch, his business, Fleeting, is growing fast. But he’ll have to convince the investors he has the technical savvy to make the company grow even faster. And he’ll need to tackle another problem: how to adapt to an industry transformed by COVID-19.

Investors are giving founders everywhere an ultimatum: just find a way to survive the next few months. This had us concerned about the entrepreneurs who’ve been on this show. Debbie Wei Mullen pitched Copper Cow Coffee to our investors a few years ago, and in this episode Debbie tells the sequence of events that led to a few early, strategic decisions made in 2020 that set up her business to outlast the pandemic.

In the last few weeks, COVID-19 has changed just about every business in the country. Investors everywhere are scrambling to help their startups survive the pandemic. On today’s show, investors Elizabeth Yin and Charles Hudson take calls from listeners. They advise founders on how to pivot to a remote-friendly model, how to survive the losses in the hospitality industry, and how to navigate the new fundraising landscape.

Last year, investors woke up to the fact that the biggest ridesharing companies still struggle to make money. But today’s founder, Aparna Srinivasan, thinks she can buck that trend by introducing pets into the equation. But our investors wonder if just being pet friendly is enough to bring in the big bones. And if it is, what’s to stop Uber from offering rides for pets too… putting SpotOn in a tight spot.

Founder Ray Li says he can make you a custom suit, out of a quiz. And his company, Sene, is already making a profit. Ray wants to pursue the technology AND build up a cool brand but the investors wonder if Ray would be better off choosing one or the other. If you'd like to support Sene’s efforts to manufacture surgical masks, head to senestudio.com/pages/masks. And If you want business advice from our investors on what to do during this pandemic, go to thepitch.show/help

There’s a tried and true playbook in tech: get a ton of users, then figure out how to monetize them. Today’s founder, Ofo Ezeugwu, has plenty of users on his site, but the investors press Ofo about his plans to monetize. And then, complications arise when coronavirus enters the scene.

Tiffany Walling McGarity called in to the show and you, our listeners, voted her on to pitch the investors. But from the moment she stepped in the room, it was clear that this pitch would play out differently from the rest. On this episode, what a pitch sounds like when all you have are a few scratches on the back of the metaphorical napkin.

In VC, investors want to win big — that’s why they love highly scalable tech companies so much. But today’s founder, Jaclyn Fu, is selling actual things. Her startup, Pepper, makes real bras in a very real factory. There’s no tech except that you can buy her company’s stuff on the internet. So how do you convince investors that the opportunity is massive, when there’s nothing scalable about your startup?

This is how much of a go-getter Bobbie Racette is: when she got laid off, she started a business to help thousands of other people who were out of work. Now, she has so many customers, she can’t keep up. And Michael Hyatt, our most ruthless investor, was like putty in her hands.

During our last call-in show, Thor Wood wowed us with his 30-second elevator pitch for SnapShyft, a company that matches workers with open shifts at restaurants. Now Thor will have to convince a much tougher crowd, the investors.

Ben Trenda thinks he can stop the trolls on Twitter and other social spaces. He’s building Goodtalk, where famous people can have public one-on-one conversations without interruption. But if you strip away the bad, will you also lose the things that people really like about social? And if you don’t have enough people, your social network is worth nothing.

“Move fast and break things” is a mantra for a lot of startup founders — but what if the federal government is slowing you down? That’s the situation that Josh Israel is in with his startup, Hava Health. Josh needs to wait for FDA approval before he can even think about making money on his new smoking cessation vape, a process that could take three years or more. But Josh has a plan to extinguish investor’s fears.

Tiffany Dufu has spent her career uplifting women and girls. Now, she’s turning a lifetime’s worth of expertise into a venture-backed business. Her startup, The Cru, is dedicated to helping women achieve their goals by connecting them to a network of other women. And while there’s no question that Tiffany has the right experience to pursue this mission, the question is whether the business can generate the returns investors are looking for.

Kate Flynn has a plan to make her healthy snack bites stand out: skip the grocery stores, and find potential customers when and where they need a snack. It’s a strategy that’s outside of the investors’ wheelhouse, but if she can get them to try something new, they might be in for a treat.

The 2.4 trillion dollar fashion industry is due for a makeover, according to Andrea Madho. She says her company, Lab141, will be the biggest change to the way clothes are made in over a century. But it’s a moonshot and she knows it, now the investors know it too and will have to decide whether or not they think Andrea can get it done.