He replaced Twilio in his fund with Delivery Hero and HelloFresh SE, a seller of meal kits. Both have been big contributors to his fund’s surge this year.

“I was into them from last year. But when the pandemic kind of began to emerge and they canceled the NBA season, that was really the first time I realized that this was going to be a be a much bigger deal than I expected at the beginning of the year,” said Jackson, a Brooklyn Nets fan.

Internet Dinosaurs
Jackson is also betting that EBay Inc. makes a comeback after buying shares last quarter.

“It lost the war to Amazon, yet they have a bunch of interesting catalysts that I think are going to play out this year.”

With a new CEO on board, former Walmart Inc. e-commerce executive Jamie Iannone, the company could see some renewed revenue growth, Jackson said. Iannone started as head of the company last month.

EBay recently sold ticket-resale site StubHub for $4.05 billion and is in the midst of evaluating offers for its classified ads business. Jackson, who has been an activist investor in Yahoo and Viacom, hopes EBay will use its cash for acquisitions.

“There’s a turnaround story there that people aren’t paying attention to because it’s this boring dinosaur of a company.” He sees EBay’s share price rising to $100 over the next six to 18 months. EBay’s stock closed at $40.32 on Tuesday.

Health Tech
Putting his “citizen hat” on, Jackson is pessimistic that the reopening of economies will go smoothly as bankruptcies hit small businesses and energy companies. But the pandemic will lead to big changes in health care and technology, he predicts.

“I think there’s an opportunity for other devices to keep track of people’s health and connect to the hospitals so you don’t have to travel in and your doctors can have this remote relationship with you,” he said.

He owns shares of DexCom Inc., which develops devices to monitor blood sugar levels in diabetic patients. Jackson’s son was diagnosed with Type 1 diabetes a few years ago and that’s how he came across the company. “They keep making these devices smaller and lighter, less obtrusive and less expensive so I think they are an interesting company to watch.”