Insights

Thoughts on strategy, efficiency, and the practical application of AI in the enterprise.

Newsletter
May 17, 2026

ChatGPT Just Entered Personal Finance. Here’s Why That’s Good News for AI Strategy.

On May 15, 2026, OpenAI launched a personal finance experience inside ChatGPT that lets Pro subscribers connect their bank accounts, credit cards, and investmen...

Read on Substack
Newsletter
May 14, 2026

The World May Be Shifting. Here’s What It Means for Your Business.

Two events landed within 24 hours of each other this week.

Read on Substack
Newsletter
May 14, 2026

Anthropic Just Gave Small Business Owners a Real AI Operator

For years, small business owners heard the same promise: AI will change everything.

Read on Substack
Newsletter
May 12, 2026

3.8%. Rate Cuts Unlikely. What Do You Do Tuesday Morning?

Your suppliers are not waiting for the Fed.

Read on Substack
Newsletter
May 12, 2026

OpenAI Just Validated the Hardest Problem in AI. Here’s What That Means for Your Business.

OpenAI did not launch a new model this week.

Read on Substack
Newsletter
May 11, 2026

Jane Street Made $16.1 Billion in 90 Days. Here Is What Founders Should Steal.

Jane Street posted $16.1 billion in Q1 2026 trading revenue.

Read on Substack
Newsletter
May 8, 2026

Anthropic Is Building a Services Company. Here Is What It Means for the Mid-Market.

Anthropic just announced one of the most significant deals in enterprise AI this year.

Read on Substack
Newsletter
May 6, 2026

AI Is Not a Tool. It’s the Operating System Your Business Runs On.

The most important shift happening in business right now is not about which AI tools you are using.

Read on Substack
Newsletter
May 5, 2026

Your Competitors Are Paying for APIs You Can Get Free

A 432,000-star GitHub repo just exposed a gap in how most $2M–$50M businesses budget for technology.

Read on Substack
Newsletter
Apr 27, 2026

The Most In-Demand Job of 2026 Nobody Prepared For

Every major company is now hunting for AI Agent Managers.

Read on Substack
Newsletter
Apr 27, 2026

Why Generic SaaS Has a Ceiling

Every business owner reading this has at least three SaaS subscriptions they are not fully using.

Read on Substack
Newsletter
Apr 24, 2026

The Housing Market Is Getting Creative. Here's Every Card on the Table.

How lenders, sellers, and policymakers are engineering workarounds to a $103,000 problem no one wants to talk about

Read on Substack
Newsletter
Apr 24, 2026

The Boom Is Already Underway. Most Investors Are Still Waiting.

What the Data Actually Says About US Equities Right Now

Read on Substack
Newsletter
Apr 24, 2026

The Talent Reset Is Not Coming. It Already Happened.

What Microsoft, Meta, and the Big Four are actually telling the market

Read on Substack
Newsletter
Apr 24, 2026

34 Million Businesses. Zero Excuse Left.

Mark Cuban said it plainly across a podcast and CNBC interview in late 2025: customized AI integration is the next job wave, and more than 34 million US firms n...

Read on Substack
Newsletter
Apr 24, 2026

A 150-Billion-Parameter Model Now Controls LinkedIn Distribution. Here Is What Changed.

A 150-billion-parameter AI system quietly rewired how your content gets distributed.

Read on Substack
Newsletter
Apr 23, 2026

Your Business Is Bleeding Efficiency. Nobody Is Looking for It.

Most mid-market companies have six figures of operational waste hiding in plain sight. The method photonics engineers used to find it in data centers works just...

Read on Substack
Newsletter
Apr 23, 2026

The $5 Trillion Handoff. Most Businesses Won’t Survive It.

Baby boomers are exiting.

Read on Substack
Newsletter
Apr 23, 2026

The IPO Boom Is Coming. Don’t Wait for the Bell to Ring.

The private market wall is coming down. Here’s how founders, operators, and everyday investors can get in before the listing.

Read on Substack
Newsletter
Apr 22, 2026

Run Your Focus Group Tonight

A brand spent $47,000 and 11 weeks on a focus group last year. The findings landed two weeks after the launch window closed. The product underperformed.

Read on Substack
Operations & Finance

2 Cents from six50: The $3,200/Month Mistake Hiding in Manual Invoicing

Businesses lose $2,500–$4,000 per month not because customers won’t pay — but because invoices are sent late. Fixing this takes less than 7 days.

Read Article
Strategy & AI

2 Cents from six50: Why 70% of “AI Projects” Never Pay Off

Most AI initiatives fail because they automate activity, not outcomes. Projects tied to a measurable metric are 3× more likely to deliver ROI within 90 days.

Read Article
Operations & Efficiency

2 Cents from six50: One Automation That Saves 12 Hours a Week

Automating internal approvals (quotes, discounts, invoices, POs) saves 8–15 hours/week and reduces delays by 30–50% — with minimal tech changes.

Read Article
Automation Strategy

2 Cents from six50: The 3-Tool Rule That Keeps Automation from Failing

Automation stacks with more than 3 core tools see adoption drop by 40%. Fewer tools = higher usage, lower failure rates.

Read Article
Process Optimization

2 Cents from six50: Why Faster Automation Isn’t Always Better

Automating a broken process can make things worse. Teams that stabilize workflows first see 2× faster ROI and fewer rework cycles.

Read Article