INSIGHTS

Thinking out loud.

Perspectives on AI strategy, implementation, and leadership. Written for the people making the decisions.

LONG READ·STRATEGY· 1 min read

The Myth of 'Falling Behind' in AI for Business in 2026 (and Finding Your MED)

Worried about falling behind on AI? Get the honest assessment framework for enterprise leaders to determine if your business needs AI investment now.

Issy · Apr 9, 2026

LONG READ·STRATEGY· 1 min read

The OpenClaw Implementation Reality: How Paperclip's Been Working for Us

Discover how Aspiro uses OpenClaw for AI implementation. Real lessons from Paperclip on agent management, hallucination risks, and local deployment.

Issy · Apr 9, 2026

LONG READ·STRATEGY· 1 min read

Running a Business With AI Agents: Real Lessons From Q1

After 90 days of agentic operations, we share what worked, what didn't, and the real tradeoffs of building an AI-first venture studio.

Issy · Mar 29, 2026

Q&A·STRATEGY· 7 min read

AI Readiness Assessment: The 7 Questions to Answer Before You Start

Most AI projects fail because companies skip the readiness assessment. Learn the 7 questions that determine whether you're actually ready for AI.

Issy · Mar 24, 2026

Q&A·STRATEGY· 4 min read

What Should a CEO Know Before Hiring an AI Consultant?

Red flags, pricing traps, and how to spot real expertise. A CEO's guide to evaluating AI consultants without wasting budget on vendor fluff.

Issy · Mar 24, 2026

Q&A·STRATEGY· 1 min read

How to Choose the Right AI Model for Your Business Needs

Learn how to choose the right AI model for your business. Avoid vendor lock-in, match capabilities to tasks, and build a multi-model strategy that works.

Issy · Mar 20, 2026

LONG READ·STRATEGY· 5 min read

The March 31st AI Budget Cliff: What Happens If You Wait Until Q2

Q1 2026 FY budgets lock in 13 days. Companies that delay AI implementation until Q2 face higher costs, scarcer talent, and competitive disadvantage. Here's why the March 31st deadline matters.

Issy · Mar 20, 2026

LONG READ·STRATEGY· 1 min read

The Innovation Lab Model Is Broken for Mid-Market Companies

Everyone copies Google X and Amazon Lab126. Those models require Fortune 500 budgets and patience most companies don't have. Here's what actually works for mid-market companies.

Issy · Mar 18, 2026

LONG READ·STRATEGY· 1 min read

What Every CEO Needs to Know Before Starting an AI Initiative

Three critical questions every CEO must answer before investing in AI. Learn why preparation determines AI success more than technology choice.

Issy · Mar 17, 2026

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