Eric Jackson Says Opendoor Entering 'Version 2.0' Era As AI Slashes Headcount By 90%, Company Chases 'Three-Day Closings'

<p>Investor <strong>Eric Jackson</strong> says iBuying platform, <strong>Opendoor Technologies Inc.</strong> <a class="ticker-link" data-ticker="OPEN" data-exchange="NASDAQ" href="https://www.benzinga.com/quote/OPEN" target="_blank" rel="noopener">(NASDAQ:<a class="ticker" href="https://www.benzinga.com/quote/OPEN">OPEN</a>)</a>, is undergoing a major transformation as new leadership pushes the company into what he described as a &#8220;version 2.0&#8221; of its business model, driven heavily by artificial intelligence.</p>



<h2 class="wp-block-heading">AI Cuts Headcounts, Processes</h2>



<p>Jackson, who played an instrumental role in driving renewed attention to the stock and sparking its monumental 1,425% retail-driven rally this year, said that the company is currently undergoing a full-scale reset, during his appearance on <strong>Natalie Brunell&#8217;s</strong> podcast this week.</p>



<p>He highlighted the company&#8217;s sweeping restructuring process, noting that it had 1,400 employees up until recently, at a time when it was &#8220;sort of like [being] asleep at the wheel.&#8221; </p>



<p><strong>See Also: <a href="https://www.benzinga.com/Opinion/25/11/49079990/big-companies-market-fallout-investor-settlements-lessons-from-apple-opendoor-rivian">Big Companies, Market Fallout, Investor Settlements: Lessons from Apple, Opendoor, Rivian And Others</a></strong></p>



<p>Under the new leadership of CEO <strong>Kaz Nejatian</strong>, who was previously the COO of <strong>Shopify Inc.</strong> <a class="ticker-link" data-ticker="SHOP" data-exchange="NASDAQ" href="https://www.benzinga.com/quote/SHOP" target="_blank" rel="noopener">(NASDAQ:<a class="ticker" href="https://www.benzinga.com/quote/SHOP">SHOP</a>)</a>, the company plans to cut as much as 80% to 90% of its workforce, replacing most of its workers with AI, aimed at cutting costs and unlocking significant efficiencies.</p>



<p>He noted that the process to sell one home, which previously involved 11 people, now takes just one, a shift that happened &#8220;just in the last month.&#8221; </p>



<p>According to Jackson, the company's long-term vision includes a streamlined process in which sellers can receive cash offers and credit lines in the same app session, aimed at allowing them to begin shopping for their next home. </p>



<p>The company is aiming for &#8220;three-day closings,&#8221; a dramatic shift from the weeks-long timelines that define traditional real estate transactions. </p>



<figure class="wp-block-embed aligncenter is-type-rich is-provider-twitter wp-block-embed-twitter"><div class="wp-block-embed__wrapper">
<blockquote class="twitter-tweet" data-width="500" data-dnt="true"><p lang="en" dir="ltr">An inspiring conversation with investor and entrepreneur <a href="https://twitter.com/ericjackson?ref_src=twsrc%5Etfw">@ericjackson</a>. <br><br>He shares insights into finding 100x investing opportunities, disrupting the real estate market to make homes more affordable, the importance of "buying quality" and why he's "bullish as Michael Saylor" on… <a href="https://t.co/FpuLjwWZnJ">pic.twitter.com/FpuLjwWZnJ</a></p>&mdash; Natalie Brunell &#x26a1;&#xFE0F; (@natbrunell) <a href="https://twitter.com/natbrunell/status/1993399067041309022?ref_src=twsrc%5Etfw">November 25, 2025</a></blockquote><script async src="https://platform.twitter.com/widgets.js" charset="utf-8"></script>
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<h2 class="wp-block-heading">Analysts Turn Bullish</h2>



<p>Jackson has an <a href="https://www.benzinga.com/markets/equities/25/09/47661194/eric-jackson-rejects-roaring-kitty-label-open-isnt-a-meme-stock-its-a-cult-stock-unlike-gme">aggressive target for Opendoor</a>, going all the way up to $500 per share, which represents a phenomenal 6,326% upside from its current levels. </p>



<p>While in no way close to his target, JPMorgan analyst <strong>Dae K Lee</strong> has broadly <a href="https://www.benzinga.com/markets/tech/25/11/48751008/opendoors-major-transformation-is-underway-with-2026-breakeven-in-sight-jpmorgan-says">backed Jackson&#8217;s claims</a> with an &#8220;Overweight&#8221; rating on the stock, while increasing their Price Target to $8 per share, which represents an upside of 2.8% from current levels.</p>



<p>Lee noted the &#8220;major transformation&#8221; that is currently underway at the company, while predicting its turn toward sustainable profitability as a result of these structural resets. JPMorgan now projects Opendoor&#8217;s 2027 revenue around $8 billion, with contribution margins in the 5% to 7% range.</p>



<p>Shares of Opendoor were up 0.52% on Wednesday, closing at $7.78, and are down 0.77% overnight. The stock scores high on Momentum in <strong>Benzinga&#8217;s Edge Stock Rankings</strong>, with a favorable price trend in the Medium and Long terms. Click <a href="https://www.benzinga.com/premium/ideas/benzinga-edge-4/#:~:text=Turn%20Market%20Chaos,when%20markets%20rebound">here</a> for deeper insights into the stock, its peers and competitors.</p>



<figure class="wp-block-image aligncenter size-full"><a href="https://www.benzinga.com/premium/ideas/benzinga-edge-4/#:~:text=Turn%20Market%20Chaos,when%20markets%20rebound"><img loading="lazy" decoding="async" width="764" height="110" src="https://editorial-assets.benzinga.com/wp-content/uploads/2025/11/28005705/Screenshot-2025-11-28-at-11.26.49-AM.png" alt="" class="wp-image-1187443" srcset="https://editorial-assets.benzinga.com/wp-content/uploads/2025/11/28005705/Screenshot-2025-11-28-at-11.26.49-AM.png 764w,https://editorial-assets.benzinga.com/wp-content/uploads/2025/11/28005705/Screenshot-2025-11-28-at-11.26.49-AM-300x43.png 300w" sizes="(max-width: 764px) 100vw, 764px" /></a></figure>



<p><strong>Read More: </strong></p>



<ul class="wp-block-list">
<li><strong><a href="https://www.benzinga.com/trading-ideas/movers/25/11/49044542/opendoor-open-stock-is-flying-high-today-heres-why-fed-news-changes-everything">Opendoor (OPEN) Stock Is Flying High Today: Here&#8217;s Why Fed News Changes Everything</a></strong></li>
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<p><em>Photo Courtesy: PJ McDonnell from Shutterstock </em></p>