If becoming a spy sounds like an exciting way to live like a le Carré character, let this newest affidavit from confessed Rippling spy Keith O’Brien serve as a warning.

On Friday, an Irish judge granted O’Brien a restraining order against several men who have not yet been identified, according to the court order seen by TechCrunch. O’Brien testified that multiple men — two in a gray Skoda Superb on one occasion, and more often, a short-haired, heavy-set man in a black SUV, sometimes accompanied by a large dog — had repeatedly followed his car and watched his home.

O’Brien’s story has captured the imagination of the tech industry after his colorful confession in April, in which he alleged that he was a spy for Deel. He said he was paid €5,000 a month to steal Rippling’s internal data on everything from products to customers. Rippling caught him by setting up a honeypot Slack channel. On the day he was caught, O’Brien pretended to flush his phone down the corporate toilet and later smashed it, dropping pieces down the drain at his mother-in-law’s house, according to his affidavit. 

Now he’s the star witness for Rippling in its lawsuit against Deel. Rippling is even picking up the tab for his legal and related expenses, its lawyers testified. Deel is also countersuing Rippling, claiming it was spied on too, by a Rippling employee impersonating a customer. The two HR tech companies have been bitter rivals for years after Deel — once a Rippling customer — began offering competing products. 

In the latest part of the saga, O’Brien testified that he tried to lose the black SUV following his car by making sudden turns and taking roundabout ways to get home, only to see it reappear in his rearview mirror. He hired a security consulting company and feared that someone was placing tracking devices on his car.

O’Brien claims all of these incidents have created “emotional and psychological” damage for himself and his wife. “We have been experiencing anxiety at home and in public. It has affected our sleep and our concentration,” O’Brien said in his latest affidavit. They are fearful for the safety of their four children.

He and his lawyer speculated that this was intended as harassment related to his role as star witness. However, O’Brien’s lawyer also admitted in court that they had no evidence tying the men to Deel. Deel also denied knowing anything about the man in the black SUV.

According to the Irish publication Business Post, when granting the injunction, the judge apparently said, “As if they are in a 1970s cops and robbers” TV show. 

Whatever happens in the dueling court cases, O’Brien has made himself the rope in a bitter tug of war between these two well-funded HR startups. And from what he says in his testimony, it sounds painful.

Amazon said on Thursday that it would invest about $233 million in its India business to further build out its operations infrastructure, develop new tools for its delivery network, and work on employee safety and well-being programs.

The company said the investment helps it double down on its efforts to deliver to all pin-codes in the country.

“This investment will enhance processing capacity, improve fulfilment speed, and increase efficiency across the company’s operations network,” Amazon said in a blog post.

As part of the investment, the company will continue work on some initiatives to support its contractors and employees, including rest spots for delivery personnel; financial education and support; scholarships for associates’ children; and healthcare support for truck drivers.

Amazon said it is also developing new software and tools to help delivery personnel with navigation, safety, and the overall delivery process.

Startups don’t build themselves. The Builders Stage at TechCrunch Disrupt 2025, taking place October 27–29 at San Francisco’s Moscone West, is where investors, operators, and founders come to talk tactics — the nitty-gritty of getting something off the ground and making it work. This year, we’re bringing some of the sharpest minds in the game to the stage, including legendary investor Elad Gil, former Twitter CEO Dick Costolo, and Flexport founder Ryan Petersen. If you’re looking for real-world insights from people who’ve actually built and backed category-defining companies, this is where it happens.

Whether you’re wrestling with your first term sheet, building a GTM engine that actually converts, or wondering if AI should be your next hire, the Builders Stage has answers. Expect candid conversations, fresh strategies, and no-fluff advice from the folks who’ve been through the fire — plus audience Q&A during every session, so you can get your toughest questions answered, live.

Scale smarter with actionable insights from the leaders sitting front and center on the Builders Stage. Register now and save up to $675 on your ticket.

A first look at the Builders Stage agenda

See what’s locked in so far below and stay tuned. The Disrupt 2025 agenda is only getting bigger, with more top names and bold conversations on the way.

Raising Smart

A Conversation with Investor Extraordinaire Elad Gil 

Before most of the world had experienced ChatGPT, Elad Gil had already written seed checks to startups like Perplexity, Character.AI, and Harvey. That’s on top of early bets on companies like Airbnb, Airtable, Anduril, Brex, Checkr, Coinbase, Deel, Figma, Flexport, GitLab, Gusto, Instacart, Notion, Opendoor, Pinterest, Rippling, Square, Stripe… you get the idea.

Gil, who has also founded multiple companies like Mixerlabs (bought by Twitter) and Color Health, always seems to know what’s next. And he’s already working on the next things coming for AI and investing.

Building What’s Next with the Minds Behind Twitter and Meta
Adam Bain and Dick Costolo, co-founders and managing partners, and David Fischer, partner, at 01 Advisors

Join these three powerhouse investors from 01 Advisors for an insider fireside chat on what it really takes to build, scale, and fund early-stage startups today. From product to growth to fundraising, you’ll get candid advice and fresh perspectives from industry veterans shaping the next wave of tech success.

Seed Money Secrets Every Founder Should Know
Gabby Cazeau, partner, Harlem Capital, Marlon Nichols, co-Founder and managing general partner, MaC Venture Capital, and Maria Palma, partner, Freestyle Capital

Raising your first round is tough, but far from impossible. This panel brings together experienced investors to break down what it really takes to close a seed round. From crafting the right pitch to ensuring you are greenlighting the right partners, get actionable advice to turn investor interest into capital.

How to Raise a Series A in 2026
Sangeen Zeb, general partner, GV, and more speakers to be announced

In this unfiltered panel, top VCs reveal what really gets them to offer a term sheet with a healthy valuation — from metrics that matter to the pitch mistakes that kill deals. Learn how to position your company for its first priced, institutional investment.

What VCs Really Want to Hear in Your Pitch
Medha Agarwal, general partner, defy.vc, Jyoti Bansal, CEO and co-founder, Harness, and Jennifer Neundorfer, general partner, January Ventures

Investors hear hundreds of pitches, but only a few stand out. Hear directly from VCs on what they love, what makes them cringe, and the subtle signals founders often miss. This panel reveals insider tips to help you craft a pitch that grabs attention, builds trust, and wins the right checks.

Rethinking Startup Capital Without VCs
Erik Allebest, co-founder and CEO, Chess.com, Kay Makishi, Lupoff/Stevens Family Office, and Gale Wilkinson, managing partner, VITALIZE Venture Capital

VCs aren’t the only game in town. Join us as we explore alternative fundraising paths with an angel investor, a family office vice president, and a founder who bootstrapped to success. Learn how to tap into capital that aligns with your vision, keeps you in control, and gets you to the next stage on your terms.

Preparing Now for Your Later Stage Raise
Lila Preston, head of growth equity, Generation Investment Management, Andrea Thomaz, CEO and co-founder, Diligent Robotics, and Zeya Yang, partner, IVP

Raising later-stage rounds takes more than luck — it’s about strategy from day one. Join these three exceptional VCs as they share how to build metrics, storytelling, and relationships that position your startup for future funding success. Learn the key moves that set you up to close bigger rounds with confidence.

Where VCs Are Placing Their Bets in 2026
Nina Achadjian, partner, Index Ventures, Jerry Chen, general partner, Greylock, and Viviana Faga, general partner, Felicis 

Curious where the smart money is heading next? This panel brings together top VCs to share their 2026 investment priorities, emerging sectors, and what innovations are catching their eye. Early-stage founders, this one is for you! Get a rare glimpse into the trends and technologies that could shape your business in the year ahead.

Scaling Smart

Building in a Time of Uncertainty
Ryan Petersen, founder and CEO, Flexport

Uncertainty is the new normal, but it’s also an opportunity. In this fireside chat, Ryan Petersen, CEO of global logistics unicorn Flexport, shares his hard-won insights. With $2.3B raised, Flexport’s shipping technology intersects international business and policy, giving Petersen almost prescient economic insights. He’s been vocal about everything from tariff policy to AI. He’s also experienced personal volatility, famously leaving his CEO role and then returning less than a year later. Founders, take notes: this is how you build when the rules keep changing. 

How to Nail Product Market Fit
Rajat Bhageria, founder and CEO, Chef Robotics, Ann Bordetsky, partner, NEA, and Murali Joshi, partner, ICONIQ

Building a product is hard. Building one that customers are chomping at the bit to get, that’s priced right, and delivers on its promises is even harder, and it’s always messy. But once you hit the holy grail of product-market fit, your startup is on a fast track to growth, funding, and traction. Hear from a founder who’s lived it and two investors who’ve helped many others get there. This panel breaks down how to test smarter and iterate with intention so you can stop guessing and start growing.

How Much Salary and Equity Should You Really Offer Early Employees?
Randi Jakubowitz, head of operations and talent, 645 Ventures, Rebecca Lee Whiting, fractional general counsel for early-stage startups, Epigram Legal P.C., and Yin Wu, CEO and founder, Pulley

Early hires shape your startup’s future, but only if you can attract and keep them. This panel dives into building equity and benefits packages that compete with big tech without breaking your burn rate. Hear real-world strategies to align incentives, boost retention, and build a team that scales.

With Vibe Coding, Do Early Stage Startups Still Need to Hire 10x Engineers?
David Cramer, co-founder and CPO, Sentry, Lauri Moore, partner, Bessemer Venture Partners, and a speaker to be announced

Vibe coding products have completely changed the speed, cost, and technical skill needed to build products, from prototypes to shipping. This is especially true for early stage startups. Some makers of these products have even declared that no one needs to learn to code anymore. If so, that means startups don’t need to fill their early rosters with the famed 10x coders. But how much of that is hype and how much is reality? Our panelists will dive into how the developer tool world is changing and what comes next. 

Should You Hire AI as Early Employees?
Caleb Peffer, co-founder and CEO, Firecrawl, and more speakers to be announced

Most startups today are using AI in some capacities: vibe coding prototypes or new features, deep research via their favorite chat before sales calls. Many are also building AI products, or at least including AI options and features. So, should you embed AI at the root operations of your businesses, like hiring AI agents instead of humans for sales? For customer support? To automate your billing? Learn how to pick the right use cases, build smarter workflows, and get the biggest impact with limited resources.

Do Startups Still Need Silicon Valley?
Anh-Tho Chuong, CEO and co-founder, Lago, Heather Doshay, partner, head of talent, SignalFire, and David Hall, managing partner, rise of the rest seed fund, Revolution 

While Silicon Valley is still the startup capital, how important is access to it anymore? This panel debates whether founders must plant roots in the Valley to succeed or if opportunity is so strong elsewhere that they don’t need it. Hear perspectives from investors and founders redefining what it means to build, scale, and fund a company in today’s decentralized tech world.

Building a GTM Engine that Actually Works
Max Altschuler, founder and general partner, GTMfund, and more speakers to be announced 

A killer product needs a killer go-to-market strategy. This panel breaks down how early-stage startups can build a GTM function that drives growth, wins customers, and scales efficiently. Hear from founders and GTM experts on hiring, messaging, sales tactics, and the key metrics that prove your approach is working.

Want to see more?

Not only will you gain invaluable insights from these tech giants live at Disrupt 2025 alongside 10,000+ startup, tech, and VC leaders this October, but you can also save up to $675 on your pass today. Register here to lock in your savings.