ChatGPT releases "Computer History"
PLUS: Lovable raised $400M at a $13.3B valuation, Wispr Flow's $280M raise, and more.
ChatGPT releases "Computer History"
PLUS: Lovable raised $400M at a $13.3B valuation, Wispr Flow's $280M raise, and more.
Steven Van
August 23, 2026
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In today's issue:
ChatGPT released “Computer History,” letting it learn from what you do on your Mac to pick up tasks where you left off.
Lovable raised $400M at a $13.3B valuation to become the one place people build and run their businesses.
Wispr Flow raised $280M at a $2B valuation to move voice beyond dictation.
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ARTIFICIAL INTELLIGENCE
🧠 ChatGPT releases "Computer History"
ChatGPT can now remember what you do on your Mac.
The new "Computer History" feature turns your activity across apps and websites into memories and a timeline, so ChatGPT understands how you work, picks up tasks where you left off, and suggests automations based on your habits.
Note: Computer History is opt-in (off by default) and currently limited to the Mac desktop app for Pro, Business, and Enterprise users, with the EEA, UK, and Switzerland to follow in the coming weeks.
How it works: It records interaction events like clicks, typing, keyboard shortcuts, and app switches (not screenshots, screen recordings, or audio), then turns them into memories stored locally on your Mac.
With Computer History, you can now:
Jump back in: Ask things like "what was I working on yesterday?" and pick up half-finished projects without re-explaining the context.
Turn habits into automations: Recurring patterns become reusable skills and automations.
Stay in control: You choose which apps and websites it can see, can pause it anytime from the menu bar, and can clear specific sessions or everything at once. Temporary activity files are deleted after 48 hours.
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TOP STORY
🦄 Lovable raised $400M at a $13.3B valuation
Lovable raised $400M at a $13.3 billion valuation, led by Menlo Ventures and co-led by EQT's Scaleup Europe Fund.
The AI app builder says the money goes toward becoming the one place where people create new businesses and transform existing ones.
The numbers: Since launching in November 2024, people have created more than 60 million projects on Lovable, and Lovable-built apps now see over 900 million visits every month.
Who's building: Nearly 8 in 10 users are building a business or side project they hope to monetize, and more than a third of those are already earning revenue.
Recent additions: Payment features, SEO and AI-search discoverability tools, and automatic security scanning have all shipped since December's Series B.
What's next: A more proactive product (one that spots what needs attention without waiting to be prompted), deeper integrations with tools like Google Workspace, Stripe, and ElevenLabs, and a team growing to roughly 450 people this year.
PRODUCTIVITY
🎙️ Wispr Flow raised $280M at a $2B valuation
Wispr, the company behind the AI dictation app Wispr Flow, raised a $280M Series B at a $2 billion valuation, led by Menlo Ventures.
Flow lets you speak naturally into any text field (emails, scripts, docs, chats with AI tools) and turns your voice into clean, formatted text with the filler words removed.
New model: Alongside the raise, Wispr previewed "Canto," its first proprietary speech model, which it says dramatically cuts error rates in tough conditions like background noise and strong accents.
The traction: Revenue has grown more than 150% in each of the past four quarters, and Flow is now used across more than 125,000 businesses.
Beyond dictation: Wispr recently released a meeting note-taker and wants voice to become the main way you interact with your computer, eventually extending into other devices and hardware.
MARKETING
How Jennifer Aniston’s LolaVie brand grew sales 40% with CTV ads
For its first CTV campaign, Jennifer Aniston’s DTC haircare brand LolaVie had a few non-negotiables. The campaign had to be simple. It had to demonstrate measurable impact. And it had to be full-funnel.
LolaVie used Roku Ads Manager to test and optimize creatives — reaching millions of potential customers at all stages of their purchase journeys. Roku Ads Manager helped the brand convey LolaVie’s playful voice while helping drive omnichannel sales across both ecommerce and retail touchpoints.
The campaign included an Action Ad overlay that let viewers shop directly from their TVs by clicking OK on their Roku remote. This guided them to the website to buy LolaVie products.
Discover how Roku Ads Manager helped LolaVie drive big sales and customer growth with self-serve TV ads.
The DTC beauty category is crowded. To break through, Jennifer Aniston’s brand LolaVie, worked with Roku Ads Manager to easily set up, test, and optimize CTV ad creatives. The campaign helped drive a big lift in sales and customer growth, helping LolaVie break through in the crowded beauty category.
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