/
© 2026 RiffOn. All rights reserved.
  1. This Week in Startups
  2. Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201
Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups · Oct 30, 2025

TWiST covers 37signals' sabbaticals, Superhuman's major rebrand, OpenAI's new structure, Nvidia's $5T valuation, and the rise of robotics.

Generous Perks like Sabbaticals Are a Luxury of Profitable, Founder-Owned Companies

Perks like 37signals' six-week sabbaticals are not a widespread trend but a luxury afforded by their specific business model: highly profitable, stable, with no investors. This allows them to prioritize employee retention and a unique culture over the hyper-growth demanded by VCs.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

OpenAI's Spending Claims Are a Strategic Psyop to Deter Competitors

OpenAI's publicly stated plan to spend $1.4 trillion on AI infrastructure is likely a strategic "psyop" or psychological operation. By announcing an unbelievably large number, they aim to discourage competitors like xAI, Microsoft, or Apple from even trying to compete, framing the capital required as insurmountable.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

Grammarly Rebranded to Superhuman to Signal a Platform Ambition Beyond a Single Feature

Grammarly's rebrand to Superhuman represents a strategic shift from a single-feature product to an ambitious platform. Elevating the "Superhuman" sub-brand to the parent signals a broader mission of empowering human potential across various tasks, not just correcting grammar. The key is focusing on "human" empowerment.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

The Affluent Sort 'High-to-Low' on Price, Seeking Upgrades Not Savings

Affluent consumers and the mass market have fundamentally different approaches to purchasing. The wealthy often sort search results from "high to low" price, seeking to upgrade their lifestyle and find the best quality. In contrast, the majority sort "low to high," managing a budget. This is a critical psychological distinction for brand positioning.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

Governments Are Backing Nuclear Power to Avert Backlash Against AI's High Energy Costs

The massive energy requirements for AI data centers are causing electricity prices to rise, creating public resentment. To counter this, governments are increasingly investing in nuclear power as a clean, stable energy source, viewing it as critical infrastructure to win the global AI race without alienating consumers.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

The US Four-Day Workweek Will Be Four 10-Hour Days, Not Less Total Work

Jason Calacanis predicts the four-day workweek will become a reality in the United States. However, it won't be about working less, but rather consolidating work into four intense, 10-hour days. This model may better suit some workers' rhythms than the traditional five eight-hour days.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

Economic Anxiety Persists Because Cumulative Price Hikes Outpace Wage Growth

Official inflation metrics may be low, but public perception remains negative because wages haven't kept pace with the *cumulative* price increases since the pandemic. Consumers feel a "permanent price increase" on essential goods like groceries, making them feel poorer even if the rate of new inflation has slowed.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

Superhuman Go's Open Agent Platform Lets Third Parties Build AI Tools That Work Everywhere

Superhuman Go is not just another AI assistant; it's a platform designed to be the "mass transit" for third-party AI agents. By providing the underlying infrastructure, they enable partners like Radical Candor to embed their unique knowledge directly into users' workflows across any application, a powerful distribution strategy.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

OpenAI's Nonprofit-to-For-Profit Flip Unlocks Funding By Emulating Mozilla's Legal Structure

OpenAI’s complex conversion from a nonprofit to a for-profit benefit corporation, modeled after Mozilla's legal structure, was a strategic necessity. This allows it to operate like a for-profit entity, unlocking massive investments from partners like SoftBank, while navigating the complex tax and governance rules governing its nonprofit origins.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

Superhuman's 'One of N' Pricing Bundle Uses Power Users of One Product to Drive Suite Adoption

Superhuman's new suite uses a "one of n" bundling strategy. If a customer is a paid power user of any single product (like Coda or Superhuman Mail), they get access to the entire suite for roughly the same price. This leverages deep loyalty in one area to drive adoption and discovery across the platform.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

Uber Re-Entered Self-Driving by Partnering with Nvidia, Shifting from Building to Orchestrating

After selling its internal self-driving unit, Uber has successfully re-entered the market by becoming a network orchestrator instead of a builder. By partnering with Nvidia for the hardware/cloud stack and various carmakers, Uber leverages its massive user base and data to create a powerful ecosystem without bearing all the R&D costs.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago

1X's Neo Robot at $500/Month Is Already Priced Competitively Against Human Labor

The humanoid robot company 1X is pricing its Neo robot at $20,000 to buy or $500/month to rent. This price point is a major signal for the industry because it's already competitive with, or cheaper than, human labor for tasks like housekeeping. This makes economic viability a near-term reality, even before full autonomy is achieved.

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201 thumbnail

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

This Week in Startups·4 months ago