Investor Jason Calacanis Backs Uber and Tesla

Retail investors holding or weighing these shares can check the companies' own results and robotaxi timelines before deciding.

Updated on Nov. 5, 2026 in Investing

Investor Jason Calacanis Backs Uber and Tesla

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Angel investor Jason Calacanis publicly named Uber and Tesla as his top stock picks, disclosing purchases of 15,000 Uber shares at $65 and 3,000 Tesla shares at $357, for a combined total of about $2.24 million. He made the picks public through posts on X, and the disclosure is relevant to U.S. retail investors weighing exposure to autonomous vehicle companies.

Why it matters

Calacanis cited Uber's demand, growth, free cash flow, and position in the emerging autonomous vehicle market as reasons for his pick, and he expects ride-sharing's share of rides to rise from about 1% to 30% within his lifetime. Individual purchases by a public figure are a single data point, and they do not show how the broader market will value either company.

Uber's third-quarter gross bookings rose 20% year over year to $59.8 billion, with revenue up 10% to $14.77 billion. Uber's trailing 12-month free cash flow reached a record $10.4 billion.

The players

Jason Calacanis

An angel investor whose public stock picks and disclosed trades on X draw attention from retail investors, though his picks are not investment guidance for anyone else.

Uber Technologies

A ride-hailing and delivery company whose fares and fees affect household transportation spending, and whose stock is held by many retirement and brokerage accounts.

Tesla

An electric vehicle maker whose stock is widely held in retail portfolios, and whose robotaxi program could eventually change how U.S. households pay for car travel.

The details

Calacanis disclosed his purchases after buying the shares in October 2026, and he announced his picks publicly on X. Uber said higher fuel prices and driver shortages left its Mobility growth one to two percentage points below company expectations, even as overall bookings grew. Tesla's Cybercab rides began in Austin on September 3, and its robotaxi fleet reached nearly 2 million cumulative unsupervised miles by the end of the third quarter. Uber targets more than 2,000 driverless vehicles by the end of 2027 and plans a driverless Nuro-Lucid service in the Bay Area in early 2027.

Timeline

  1. September 3, 2026: Tesla's Cybercab rides began in Austin.

  2. September 2026: Calacanis disclosed small positions in four autonomous vehicle stocks.

  3. End of Q3 2026: Tesla's robotaxi fleet reached nearly 2 million unsupervised miles.

  4. October 2026: Calacanis bought Uber and Tesla shares.

  5. Early 2027: Uber plans to launch a driverless Nuro-Lucid service in the Bay Area.

Money Landscape

Ride-sharing's share of rides, which Calacanis puts at about 1% today, would need to rise to 30% for his long-term view to hold. Autonomous vehicle stocks have drawn investor attention as companies move from testing toward paid service, but that shift remains early.

If you hold or are considering Uber or Tesla shares, the company results and robotaxi timelines above are the kind of factors worth reviewing against your own goals and time horizon. Any decision about buying, selling, or holding these stocks is one to discuss with a qualified financial professional.

The takeaway

A single investor's disclosed trades show what one person chose, not what the market will do, so treat stock picks as a starting point for research rather than a signal. Before acting on any autonomous vehicle story, check the company's own quarterly filings and talk through your plans with a qualified financial or tax professional.

What happens next

Uber plans to launch a driverless Nuro-Lucid service in the Bay Area in early 2027, and it targets more than 2,000 driverless vehicles by the end of 2027.

Further reading

For broader context on how investors weigh individual stock picks against their own goals, explore our Investing coverage.

Source note: This article includes information reported by Asianet News Network Pvt Ltd.

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