/
© 2026 RiffOn. All rights reserved.
  1. This Week in Startups
  2. Is $MSTR over? Jason takes his victory lap. | E2216
Is $MSTR over? Jason takes his victory lap. | E2216

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups · Dec 2, 2025

Unpacking MicroStrategy's meltdown & Tether's risk downgrade. Plus, David Sacks' DC role debate & the rise of 'glue employees' and home robots.

Convoluted Financial Engineering Is a Clear Warning Sign for Investors

Instead of simply holding Bitcoin, MicroStrategy layered on complex debt instruments like preferred stock. This convolution made it difficult for investors to understand the true risk and preference stack, contributing to the stock trading at a discount to its own assets when sentiment turned. Simplicity is safer.

Is $MSTR over? Jason takes his victory lap. | E2216 thumbnail

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups·3 months ago

Major Banks Will Turn Stablecoins into a Low-Margin Customer Acquisition Tool

The high profits enjoyed by stablecoin issuers like Tether and Circle are temporary. Major financial institutions (Visa, JPMorgan) will eventually launch their own stablecoins, not as primary profit centers, but as low-cost tools to acquire and retain customers. This will drive margins down for the entire industry.

Is $MSTR over? Jason takes his victory lap. | E2216 thumbnail

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups·3 months ago

Stablecoin Issuers Gain US Regulatory Favor by Purchasing US Treasuries

For stablecoin companies like Tether seeking legitimacy in the US market, the simplest path is to back their assets with US treasuries. This aligns their interests with the US government, turning a potential adversary into a welcome buyer of national debt, even if it means lower returns compared to riskier assets.

Is $MSTR over? Jason takes his victory lap. | E2216 thumbnail

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups·3 months ago

Crypto Firms Use "Attestations" to Avoid Audits They Can't Pass

Companies like Tether use "attestations" instead of full audits. An attestation is just a point-in-time snapshot of assets, unlike a comprehensive audit that reviews processes over time. Per Occam's razor, the logical reason for a firm to avoid a proper audit is the high probability of failing it.

Is $MSTR over? Jason takes his victory lap. | E2216 thumbnail

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups·3 months ago

Government Can Leverage Private Sector Talent via a "Tour of Duty" Model

An effective governance model involves successful private sector leaders doing a "tour of duty" in government. This brings valuable, real-world expertise to policymaking. While critics cite conflicts of interest, the benefit is having qualified individuals shape regulations for national benefit, rather than career bureaucrats.

Is $MSTR over? Jason takes his victory lap. | E2216 thumbnail

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups·3 months ago

Build Anti-Fragile Teams by Rotating Roles in a Pilot/Co-Pilot System

To prevent single points of failure, implement a "pilot/co-pilot" system. Regularly rotate employees, promoting the co-pilot to pilot and bringing in a new co-pilot. This develops well-rounded talent, breaks down knowledge silos, and makes the company anti-fragile, despite initial employee resistance to change.

Is $MSTR over? Jason takes his victory lap. | E2216 thumbnail

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups·3 months ago

Identify Overlooked "Glue Employees" Who Multiply Team Output

"Glue employees" are team members with high EQ who proactively help others and prioritize the team's success. They are multipliers but often go unnoticed because they aren't traditional "star" performers. Leaders should actively identify them by asking team members who helps them the most and then reward them accordingly.

Is $MSTR over? Jason takes his victory lap. | E2216 thumbnail

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups·3 months ago

Evaluate Risky Investments Using Three Red Flags: Complexity, Hype, and No Audits

A simple framework for assessing financial products involves checking for three warning signs. If it's too complex to explain to a 12-year-old, seems too good to be true, or lacks proper auditing, it's a major red flag. This heuristic helps investors cut through hype and avoid potential blow-ups like MicroStrategy's.

Is $MSTR over? Jason takes his victory lap. | E2216 thumbnail

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups·3 months ago