This Week in Startups
This Week in Startups

New worker classification test proposal, Getir in talks to acquire Gorillas & more | E1583

J+M kick off the show by catching up after Molly's speaking gig yesterday (2:31), before breaking down the US Labor Dept proposing new rules for worker classification (16:23). Then, they discuss self-driving food-running robots (49:11) before discussing potential consolidation in the instant-de

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Episode Summary

Executive Summary: The episode centers on how labor classification rules affect startups, gig workers, and the future of work, arguing for a “third way” between rigid employment and pure contracting. The hosts debate the Biden Labor Department’s proposed gig-worker test, defend worker choice and portability, then pivot to robotics in restaurants and the growing consolidation in instant delivery. The show closes with a deeply personal Brooklyn story that underscores Jason’s worldview on entrepreneurship and hustle.

Main Topics: Labor Department gig-worker classification proposal (Priority: 5/5): A long debate on the Biden Labor Department’s proposed changes to worker classification, especially whether more factors should determine if a worker is an employee or contractor. The hosts focus on how this could affect Uber, Lyft, DoorDash, freelancers, and startups that rely on flexible labor. The case for a 'third way' in work arrangements (Priority: 5/5): Both speakers converge on the need for a middle path: workers should retain flexibility and agency while also getting protections like pooled benefits and healthcare. They argue current policy forces an all-or-nothing choice between employee status and precarious gig work. Data lineage, privacy, and consumer control (Priority: 4/5): Jason expands from labor into data regulation, arguing that enterprises need better data lineage tools to audit, classify, and delete data. He also advocates for user control over personal algorithms and automatic data expiration defaults. Restaurant robotics and labor substitution (Priority: 4/5): The discussion of Bear Robotics and other automation companies explores how self-driving service robots can handle repetitive restaurant tasks like running food and bussing tables, reducing friction and labor strain without fully replacing servers. Instant delivery market consolidation (Priority: 4/5): The hosts discuss Getir’s reported bid to acquire Gorillas as evidence that cash-burning, hypergrowth instant-delivery startups are entering a consolidation phase as capital becomes tighter and profitability matters more. Startup education and early-founder discovery (Priority: 3/5): Jason talks about Foundry University, his new founder program aimed at finding and mentoring companies earlier in their lifecycle, which he sees as a high-priority investment of time and energy. Personal Brooklyn story and worldview (Priority: 3/5): Jason ends with a vivid 1980s Brooklyn anecdote about money, hustling, and the local characters around his father’s restaurant/bar, using it to explain his appreciation for entrepreneurship, informal labor markets, and dealmaking.

Key Arguments: Gig-worker and contractor rules matter deeply to startups because they shape hiring flexibility, labor cost, and legal risk for companies using freelancers or platform labor. The current labor debate is a response to real abuses: companies misclassified workers to avoid benefits, but policy has over-corrected by forcing traditional employment structures on flexible workers. A true middle ground would allow workers to choose between flexible gig work and fuller protection, ideally with pooled benefits or healthcare that travel across jobs. Women, stay-at-home parents, and other workers seeking flexibility are disproportionately harmed by rigid employment classifications. If workers are already choosing to multi-home across Uber, Lyft, DoorDash, and other apps, policy should recognize that behavior rather than force a single-modality employment model. Enterprise data is often poorly organized and over-retained; companies need lineage/audit tooling to know what data they hold, where it came from, and what should be deleted. Consumer privacy should be controlled by default expiration settings and editable personal profiles, rather than permanent accumulation of search and behavioral data. Robotics in restaurants can improve efficiency by handling narrow, repetitive missions like delivery runs and bussing, where the environment is structured enough for automation. Instant-delivery startups are likely entering a consolidation phase because free capital is gone and the market is no longer rewarding growth-at-all-costs. The most sustainable startup strategy is to anticipate regulation, treat workers well, and design business models that workers themselves defend. Task-based marketplaces can create price discovery, but they need built-in wage floors or guardrails to prevent underpayment and labor-law violations. Universal healthcare is presented as the most effective structural fix for the labor classification problem, because it would reduce the need to tie benefits to employment status.

Data Points: Foundry University duration: 12 weeks - Jason says the new founder program requires attendance across the full 12-week course. Foundry University fee: $500 - Participants pay $500, which is refunded if they attend all sessions. Companies invested via Foundry University: 18 - Jason says they have already invested in about 18 companies from the program pipeline. LinkedIn ad credit offer: $100 - Sponsor offer for launching a first campaign. LinkedIn content amplification lift: 13x - Boosting successful organic posts with paid targeting reportedly yields a 13x lift in unique reach for seed and Series A startups. Policy Genius life insurance starting price: $17/month - A quoted starting price for $500,000 of coverage. Policy Genius coverage example: $500,000 - Life insurance coverage example used in the ad read. Bear Robotics Series B: $81 million - Bear Robotics raised this round in March. Bear Robotics valuation: $481 million - Valuation at the time of the Series B. Getir last reported raise: $768 million - Getir’s most recent funding round mentioned in the M&A discussion. Getir valuation: $11.8 billion - Reported valuation at the time of its last raise. Gorillas last reported raise: $950 million - Gorillas’ most recent funding round mentioned in the M&A discussion. Gorillas valuation: $3 billion - Reported valuation at the time of its last raise. Minimum weekly threshold referenced for Uber benefits: 15 hours - Jason cites Uber’s contribution/benefit approach for drivers above 15 hours per week. Labor participation rate mentioned: 62% - Jason says U.S. labor participation is around 62%. Historical labor participation peak mentioned: 70% - Jason notes labor participation once peaked around 70%. Open job openings referenced: 10 million - Jason cites roughly 10 million job openings to argue workers have alternatives. TaskRabbit minimum wage example: $15/hour - Used as the San Francisco minimum wage threshold in the discussion of project-based work. Mechanical Turk example payout: $0.05 per task - Jason describes microtasks paid at five cents each. Mechanical Turk example hourly math: $7/hour - Jason estimates that enough microtasks might add up to around seven dollars an hour.

Pivotal Quotes: "I want there to be a third way for employees. Yes. Like, I want them to have choice and I want them to have protection." — Molly: She summarizes her preferred policy position during the gig-worker debate. "Empowering individuals to have agency and choice is going to be a core tenant of this because I think it's something that's been lost a bit." — Jason: Jason frames his broader philosophy linking privacy, labor, and startup policy. "We need to get somewhere in the middle." — Molly: She argues that current labor policy is stuck between abuse and over-correction.

Implications: Founders should expect tighter scrutiny of gig and contractor models, design flexible benefits, and build compliance early. More broadly, the episode signals a shift toward worker agency, privacy controls, automation, and industry consolidation.

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About This Week in Startups

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

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