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Todd Merrill

I am a serial Founder who just got off a five-year stint as a Partner at a boutique Management Consulting company. As an Angel Investor and LP in active AI Funds it’s hard to ignore the market wave that LLMs have spawned. SilverbackCTO.com

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The Missing Rung (Who moved my Cheese?)

New Grads are facing tough odds scoring jobs. AI is obviating the needs for inexperienced talent who used to be the grinders in the organization. Let's see how we can fix this.

What 27 Ventures In 30 Days Actually Proved

The retrospective. The numbers. The companies I’m taking forward, the ones I’m not, and what the Silverback Ventures studio actually is.

Your AI Didn’t Fail. It Hit a Ceiling.

The 95% failure rate everyone’s quoting isn’t a verdict on AI — it’s the ceiling of the chatbot era.

Shaking the Snow Globe

The economy is mid-shake. Legacy software that’s three or four years old has already been leapfrogged and the companies “waiting a year” are quietly being run over

The Tech-Fluent COO [One Smooth Operator]

The biggest new job of the next two years isn’t Chief AI Officer. It’s a Chief Operating Officer who can speak Business, People, Process, and Technology in a single conversation.

Post-GEO: When Agents Pick Their Vendors, You’d Better Be Findable

Generative engine optimization got your brand mentioned in AI answers. Agent-discoverability optimization decides whether the bots actually pick you.

Crossing the Chasm to the Dark Factory

How do we control our products when Software is made in a Dark Factory? Humans plan at an Objective level, provide context, manage releases and Coding Agents break-down, plan and execute.

Service Led, Software Leave behind. Sequoia’s Autopilot Map

Sequoia said the next $1T company will be a software firm masquerading as services. CogleGroup is the operator-side answer for mid-market companies.

The Channel-Motion Thesis: Why We’re Building For The MSP, Not The SMB

Selling cybersecurity to SMBs is a losing game. Equipping the MSPs who serve them is the winning game. After five ventures shipped from one channel motion, here’s what the data says.

When the Bot Disappears from Scrutiny

How the EU AI Act of 2026 Was Built for the Wrong Architecture — and What That Means for vCISOs Governing Real Production AI