Line of Sight

I study how durable businesses are built, scaled, and bought, and I turn those lessons into frameworks for operators like us building advantage in the AI era.

After more than a decade leading corporate development and strategic partnerships at companies like Zappos (Amazon), Merrill Lynch, Pitney Bowes, and Aurora Solar, I have overseen M&A transactions, built ecosystems that generated hundreds of millions in revenue, and designed go-to-market systems that scale.

Line of Sight exists to turn noise into strategy. Every piece is written for people who need to see the full system: how intelligence reshapes cost structures, how capital flows rewire industries, how deals restructure markets, and how careers can be designed to compound like capital. And boardroom narratives even if you do not sit in one yet.


What I Write About

  • Strategic Growth
    How to design growth that compounds through loops, ecosystems, GTM models, partnerships, and acquisitions.

  • AI & Automation
    How AI is becoming the new utility layer, reshaping cost stacks, workflows, pricing, and go-to-market systems.

  • Market Intelligence
    How to read SEC filings, investor relations decks, M&A signals, and consolidation patterns so you can spot structural shifts before they hit.


The Premium Subscription

Free content gives you sharp insights in five to seven minutes. Premium content goes deeper with playbooks, models, and operator guides designed to compound your career and your company’s growth.

Premium pieces include:

  • The Architecture of Compounding Growth

  • The AI Cost Stack No One is Talking About

  • Reading the Signals in Take-Private Frenzy

  • The Three Forms of Operator Leverage

Every premium post is designed to deliver more than a 10x return on your time. If it does not create that level of value, it does not get published.


Can You Expense This?

Yes. Some readers expense Line of Sight under Learning & Development or Professional Development budgets.

This subscription gives you frameworks, models, and playbooks that apply directly to scaling revenue, structuring partnerships, and navigating AI-driven growth. In other words, it is training material you can apply immediately at work.

This subscription gives you frameworks, models, and playbooks that apply directly to scaling revenue, structuring partnerships, and navigating AI-driven growth. In other words, it is training material you can apply immediately at work.

Here is a template you can copy into your reimbursement request:

I would like to expense a subscription to Line of Sight by Kyle Kelly. It is a professional strategy publication focused on growth architecture, AI-driven advantage, and market intelligence. The premium content includes board-ready playbooks, revenue models, and competitive strategy frameworks that directly support my role and our company’s growth. The cost is significantly lower than comparable executive education programs and provides ongoing, actionable insights.


Start free. Upgrade when you are ready for the full library of playbooks and operator frameworks.

By Kyle Kelly
LinkedIn / Twitter

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How tech leaders Build, Buy, and Partner to drive strategic growth in the age of AI.

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Get a Line of Sight into how AI, capital, and systems drive growth. Corporate Development + Strategic Growth leader with 15+ years of experience at Zappos, Amazon, Merrill Lynch, Pitney Bowes, Aurora.