/
© 2026 RiffOn. All rights reserved.
  1. This Week in Startups
  2. THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229
THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups · Dec 30, 2025

This Week in Startups presents the 2025 'Twisties,' awarding the year's best trends, guests, rants, and controversial moments in tech.

A Pro-M&A Regulatory Environment Is Essential for Fueling Startup Risk Capital

A restrictive stance on mergers and acquisitions stifles the entire startup ecosystem by removing viable exit paths. Allowing M&A to flourish provides the liquidity events that encourage venture capitalists to deploy risk capital into the next generation of innovative companies.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

Leverage Professional Networks on LinkedIn to De-escalate Online Harassment

When doxed by a troll, Jason Calacanis discovered the perpetrator worked for a CEO he knew. By threatening to inform their boss via a LinkedIn connection, he immediately shifted the power dynamic and forced a swift apology, turning a dangerous situation into a resolved conflict.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

AI Will Usher in an Era of Successful Single-Founder SaaS Companies

AI is predicted to reduce engineering costs to near-zero, enabling individuals with strong product taste to build, launch, and market SaaS companies alone. The critical skill will shift from coding to user testing and product insight, functions that AI cannot yet fully replace.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

Tesla's Future Dominance May Hinge on Humanoid Robots, Not Electric Vehicles

Elon Musk's Optimus project is predicted to become history's most successful product, overshadowing Tesla's automotive achievements. This suggests investors should evaluate Tesla as a robotics and AI company, not just a car manufacturer, for long-term growth.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

AI Automation and a Shrinking Gig Economy Create a Perfect Storm for Youth Unemployment

Early-career knowledge work (e.g., in law and programming) is being automated by AI while the gig economy, a traditional safety net, is shrinking. This combination severely limits opportunities for young people entering the workforce, creating a significant societal and economic challenge.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

Robinhood Scales Design by Promoting Top Practitioners, Not Professional Managers

Robinhood's CEO Vlad Tenev reveals their strategy for maintaining design quality is to place the best craftspeople in leadership roles, rather than people who are just good managers. This ensures the leaders have trusted taste and keeps the focus on high-quality work, even during meetings.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

Early Career Rejection from Authority Figures Can Fuel an Entrepreneur's Drive

Jason Calacanis recounts his high school guidance counselor laughing at his ambitions. He identifies this moment of condescension as a pivotal, lifelong motivator that fueled his drive to succeed and prove the naysayer wrong. For entrepreneurs, such negative feedback can be harnessed as a powerful advantage.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

Using OpenAI's API Risks Your IP as They Will Systematically 'Borg' Your Innovations

Developers using OpenAI's API are warned that Sam Altman will analyze their usage data to identify and build competing features. This follows the classic playbook of platform owners like Microsoft and Facebook who studied third-party developers to absorb the most valuable use cases.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

Movie Theaters Should Mimic the Ski Industry's 'Epic Pass' to Drive Customer Habit

Instead of a high-cost, per-visit model, theaters could offer an "all-you-can-eat" monthly subscription. This would remove the friction of buying individual tickets and concessions, encouraging frequent attendance and turning movie-going from an expensive event into a regular habit.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago

Sequoia's Doug Leone: VC Compensation (Fees Plus Carry) Skews Firms Toward Greed

The legendary investor calls venture capital's business model a "scam" because VCs get paid management fees regardless of performance. He argues this structure incentivizes deploying capital even on overly risky bets, as the manager's personal downside is limited while their upside is significant.

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229 thumbnail

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

This Week in Startups·2 months ago