Line of Sight

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

After more than a decade leading strategy, GTM, and partnerships at companies like Zappos, Amazon, Merrill Lynch, Pitney Bowes, and Aurora Solar, I have overseen acquisitions, scaled ecosystems generating hundreds of millions in revenue, and designed growth systems that compound.

Line of Sight helps operators see the full system: how AI reshapes cost structures, how strategy drives leverage, and how design decisions scale both revenue and careers. Each piece connects technology, markets, and execution through a single focus on building durable advantage.


What You’ll Learn

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

  • AI & Automation
    How AI is becoming a new utility layer that transforms workflows, pricing, and the structure of work itself.

  • Market Intelligence
    How to read filings, investor decks, and consolidation patterns so you can spot structural shifts before they reach the market.


The Premium Subscription

Free content delivers concise insights you can read in under ten minutes. Premium members gain access to complete frameworks, playbooks, and strategy briefs that apply directly to scaling revenue and navigating AI-driven growth.

Every premium post must deliver a tenfold return on your time or it does not get published.


Can You Expense This?

Yes. Many readers expense Line of Sight under Learning and Development or Professional Growth.

Here is a template you can use in 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 playbooks, revenue models, and competitive 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.


About Kyle Kelly

Kyle Kelly is a strategy, GTM, and partnerships leader with more than fifteen years of experience building systems that scale. He has led growth and corporate development initiatives at Zappos, Amazon, Merrill Lynch, Pitney Bowes, and Aurora Solar.

He writes Line of Sight to help operators translate AI, strategy, and systems thinking into real-world leverage.

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Exploring how AI, capital, and GTM strategy reshape how operators build, buy, and partner to create durable advantage.

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Get a Line of Sight into how AI, strategy, and systems create leverage. Written by Kyle Kelly, a strategy and growth leader with experience at Zappos, Amazon, Merrill Lynch, Pitney Bowes, and Aurora.