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New York tech investor and serial entrepreneur Kevin Ryan explains when to sell your company

Kevin Ryan has had a long and storied career as a pivotal force of New York City tech. He’s the founder and CEO of investment firm AlleyCorp, which has invested in a wide variety of startups, and is a serial founder, participating in the early stages of companies such as Business Insider, Zola, Gilt, Pearl Health, and Transcend Therapeutics. He helped build ad tech company DoubleClick as president and CEO in the 1990s and early 2000s, and Google later bought it for $3.1 billion in 2007, transforming the online advertising industry. He went on to co-found unstructured database provider 10gen, which later changed its name to MongoDB and went public in 2017.

Last Tuesday, I interviewed Ryan to discuss pivotal moments in company transformation for the benefit of the companies chosen for this year’s Startup Battlefield 200 at TechCrunch Disrupt.

As a part of the Startup Battlefield 200 program, the selected founders participate in pitch training workshops as well as a series of exclusive master classes with top-tier VCs, successful founders and operational experts. The virtual program aims to prepare and excite them for what is to come when they exhibit, demo and pitch at Disrupt in October.

During Ryan’s session, he offered a lot of useful advice for companies at all stages, from finding a great cofounder, to when and how to seek funding, to how a founder’s focus should change as a company scales.

But given his background with DoubleClick and MongoDB, I asked him how company founders should decide when and whether to take an acquisition offer, versus when they should hold on and try to go public.

“There’s no formula but what I’m thinking about is, one, what do our prospects look like?” he said. “Let’s not be delusional — how much are we growing, what is this company going to look like in three years, what are the exit strategies, then how many other people — other buyers — are there, how are we doing relative to everyone else?”

He added, “Most people underestimate the time factor, so if we’re worth $100 today, four years from now it’s got to be worth $200 just to break even because of risk, cost of capital, things like that. So are you signing up as CEO [because you believe] that we’re going to be worth $300? If you really believe that then we should hold on. But if you just think it’s going to be $150 or $170 we should probably sell today because also you need to factor in: Markets can close at any time. You and I over 25 years could name many things we didn’t see coming. The Ukraine war. No one saw inflation coming. No one saw many things coming….and all of a sudden everything’s dead.”

By and large, he said, more people should sell earlier, rather than holding out to try and become the next Mark Zuckerberg, who famously turned down a chance to sell Facebook to Yahoo for $1 billion in 2006. (Disclosure: Yahoo owns TechCrunch.)

“I think more people should sell than probably sell on average,” Ryan told me. “You’re definitely going to read the story of the $20 billion company that turned something down, but there are a lot of other examples of people that could have [sold].”

He added that lot of founders don’t think clearly when it comes to personal wealth from an acquisition, chasing ever-bigger numbers instead of settling for a life-changing amount of money. And by not settling, they often end up with zero instead.

“I had this conversation the other day,” he said. “Someone could sell now and they’re going to make $30 million. $30 million is an incredible amount of money. It’s life changing, right? And they can… a year later go off and do so many things. And you know what? $60 million doesn’t make you much happier than 30, right, but 30 it makes a big difference from zero.”

He added, “It sounds great to make 60, 90, 100. It actually doesn’t change your life very much.”  

You can watch the whole interview here.

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Tesla brings its robotaxi service to Dallas and Houston

Tesla is expanding its robotaxi service to Dallas and Houston, according to a social media post from the company.

The post says simply that “Robotaxi is now rolling out in Dallas & Houston 🤠” and includes a 14-second video showing Tesla vehicles driving without human monitors or drivers in the front seat.

The company now offers robotaxi service in three cities, all of them in Texas, after launching in Austin last year and starting to offer rides without safety drivers in January 2026. In a February filing, Tesla said that its Austin robotaxis have been involved in 14 crashes since launch.

It also offers a more limited ride service with human drivers in the San Francisco Bay Area.

Tesla may not be running many vehicles in either of these new markets yet, with crowdsourced data on the Robotaxi Tracker website only registering a single vehicle in each city (compared to 46 active vehicles logged in Austin).

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Netflix plans to add a vertical video feed, use AI for recommendations

Netflix is going to launch a TikTok-like vertical video feed within its apps this month, and plans to use AI broadly for content creation and recommendations, the company said on Thursday.

Netflix has been testing a vertical video feed since last year. The short video feature could aid users with discovering video podcasts, along with the current slate of shows and movies. The company is also leaning more into using AI for recommendations after launching a ChatGPT-powered search feature last year.

“We have been in personalization and recommendation for two decades, but we still see tremendous room to make it better by leveraging newer technologies,” Netflix co-CEO Gregory Peters said during the company’s first-quarter conference call. “Recommendation systems based on new model architectures not only improve current personalization but also let us iterate and improve more quickly — adding support for different content types much more efficiently.”

Co-CEO Ted Sarandos said he sees AI tools improving the entire content creation process. “In general, we expect GenAI to make content better; better tools, better processes […] It takes a great artist to make great art, and AI won’t change that. But AI will give those artists better tools to bring those visions to life,” he said.

Last month, Netflix bought Ben Affleck’s AI creation company InterPositive, which, Sarandos said, has garnered interest from creators.

“With our acquisition of InterPositive, we think it accelerates our GenAI capability because it is proprietary technology created specifically for filmmakers and filmmaking, different from other GenAI video applications. While our ownership of InterPositive is very new, we have generated interest with creators who have spent time with the tools, and we are seeing momentum build around adoption,” he noted.

Netflix also mentioned that it wants to use AI to improve its ad suite, and allow for new formats and customization to get better returns. The company expects to generate ad revenue of $3 billion this year.

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Netflix reported revenue of $12.25 billion in Q1 2026, up 16.2% year-year-year, and said profit jumped 83% to $5.28 billion. Alongside the first-quarter results, Netflix said its co-founder and chair, Reed Hastings, is leaving the company’s board this summer.

Notably, the company hiked subscription prices in the U.S. late last month, which could have a positive impact next quarter. The company said it ended 2025 with 325 million paying subscribers.

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Bluesky confirms DDoS attack is cause of continued app outages

Bluesky’s website and app are still struggling on Friday after experiencing service interruptions that chief operating officer Rose Wang attributed to an ongoing cyberattack.

On Thursday evening, the social media company confirmed that a “sophisticated Distributed Denial-of-Service (DDoS) attack” was to blame for the issues, which had originally started on April 15 at around 8:40 p.m. ET.

Distributed denial-of-service attacks often involve pummeling apps or websites with large amounts of junk web traffic aimed at overloading and knocking its servers offline. While these kinds of cyberattacks do not involve intrusions into a company’s systems, these incidents can still be disruptive to both the company and its users.

Our team received a report of intermittent app outages at about 11:40pm PDT on April 15, 2026. They worked through the night to mitigate a sophisticated Distributed Denial-of-Service (DDoS) attack, which intensified throughout the day.

Bluesky (@bsky.app) 2026-04-16T23:47:25.963Z

In a post on the Bluesky account, the company shared the cause of the problem and noted that the attack was “impacting our operations, with users experiencing intermittent interruptions in service for their feeds, notifications, threads, and search.”

Bluesky said that it has not seen any evidence of unauthorized access to private data, however.

When originally reached for comment on Thursday, Bluesky only pointed us to the status.bsky.app page and account (@status.bsky.app) for updates. The company did not provide an estimated time for a fix.

The network’s status page is currently not working, however.

Bluesky said it will provide another update on the status of the attack and its mitigation by 1 p.m. ET on Friday.

Image Credits:screenshot of Bluesky

Because the outages are intermittent, the Bluesky site and app will load at times, slowly, and other times will display error messages.

For instance, switching to a particular feed within the app could display a message that says, “This feed is currently receiving high traffic and is temporarily unavailable. Please try again later. Message from server: Rate Limit Exceeded.”

Image Credits:screenshot of Bluesky

Popular feeds like Discover or the official Bluesky Team’s feed often see this problem, even as users’ own personal feeds are functional.

Other times, like when trying to visit a user’s profile, the site will display an error message, forcing you to refresh and try again.

Image Credits:screenshot of Bluesky

Bluesky protocol engineer Bryan Newbold remarked around 3:46 a.m. ET on Wednesday, “oof, our services are getting hit pretty hard tonight.”

Notably, the service disruptions are impacting Bluesky, but other communities, like Blacksky, that run their own infrastructure on the underlying protocol that powers the decentralized social network, are still functioning.

Blacksky’s team told TechCrunch that the Bluesky outage has led to a “significant spike” in migration requests from Bluesky users over the past 12 hours, as usersdevs, and other ATmosphere founders like Sebastian at Eurosky have been promoting its services. 

ScreenshotImage Credits:screenshot of Bluesky

It was clear that Bluesky’s team was in a hectic state this week while facing these issues, as one message on its status page had a typo: ” investigating an incident with service in one of our reginos [sic].”

Image Credits:screenshot of Bluesky

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