Line of Sight

Line of Sight is a strategy publication for operators building durable advantage in the AI era.

I study how real businesses are built, scaled, and sustained, then translate those lessons into clear frameworks for leaders accountable for growth, capital, and outcomes.

This is not commentary for spectators.
It’s for operators inside the system.


What Line of Sight Covers

Most strategy fails because it stops at ideas.

Line of Sight focuses on systems:

• How AI reshapes cost structures, workflows, and leverage
• How Build, Buy, Partner decisions compound or collapse advantage
• How markets consolidate and where power actually accrues
• How operators turn complexity into repeatable execution at scale

Every post connects technology, markets, and decisions through a single lens: durability.


Who This Is For

Line of Sight is written for:

• Executives and senior operators
• Strategy, corp dev, GTM, and partnerships leaders
• Builders navigating AI-driven change inside real organizations

If your job is to make decisions that compound over time, you’re in the right place.


What You’ll Learn

Strategic Growth

How to design growth systems that compound through loops, ecosystems, partnerships, and acquisitions.

AI and Automation

How AI is becoming a utility layer that restructures pricing, labor, and organizational design.

Market Intelligence

How to read filings, investor decks, and consolidation patterns to spot structural shifts early.

Operator Playbooks

Frameworks you can apply immediately, not theory decks.



The Premium Subscription

Free posts deliver concise insights you can read in under ten minutes.

Premium members get full frameworks, strategy briefs, and operator-grade playbooks designed to influence real decisions around growth, M&A, and AI adoption.

Every premium post is held to a simple bar:

If it doesn’t deliver a 10x return on time, it doesn’t get published.


Can You Expense This?

Yes.

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

Reimbursement template:

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



About Kyle Kelly

Kyle Kelly is a strategy, GTM, and partnerships leader with over fifteen years of experience building systems that scale.

He has led growth, ecosystem, and corporate development initiatives at Zappos, Amazon, Merrill Lynch, Pitney Bowes, and Aurora Solar, overseeing acquisitions, partner-led revenue engines, and AI-enabled operating models.

He writes Line of Sight to help operators turn strategy into leverage and decisions into durable advantage.

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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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