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Oliver Buchannon
Alex H

Challenging and reunderwriting how I think about technology & startups

The Vertical Playbook: Data, Commerce, Demand

Mar 23, 2026

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7 min read

The Vertical Playbook: Data, Commerce, Demand

Beyond Vertical SaaS, What Great Vertical Platform Looks Like?

Alex H
Alex H
Not All Verticals Are Built the Same

Mar 2, 2026

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7 min read

Not All Verticals Are Built the Same

Not all markets are equally verifiable. And that difference matters.

Alex H
Alex H
Don't Sell Software, Sell Transformation

Feb 19, 2026

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9 min read

Don't Sell Software, Sell Transformation

Case Study: How EliseAI Turned Centralization Into a Moat

Alex H
Alex H
Context Graph in 1200 Words

Feb 2, 2026

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8 min read

Context Graph in 1200 Words

The Missing Substrate for Systems of Action

Alex H
Alex H
NewFront: Tech-Enabled Insurance Platform Success

Jan 19, 2026

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8 min read

NewFront: Tech-Enabled Insurance Platform Success

How NewFront Succeed in Insurance, where most tech platforms fail?

Alex H
Alex H
Fever: The Quiet Entertainment Unicorn

Jan 12, 2026

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7 min read

Fever: The Quiet Entertainment Unicorn

How Fever built an ecosystem with its proprietary media, marketplace and merchant tools

Alex H
Alex H
Vertical Breakdowns Predictions in 2026

Jan 5, 2026

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7 min read

Vertical Breakdowns Predictions in 2026

Structural Shifts in Vertical Platforms in 2026

Alex H
Alex H
Vertical Breakdowns 2025 Year-End Letter

Dec 29, 2025

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4 min read

Vertical Breakdowns 2025 Year-End Letter

A Quick Recap and Reflection on Vertical Breakdowns + What’s Ahead in 2026

Alex H
Alex H
Vertical GTM Strategy Blueprint

Dec 22, 2025

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6 min read

Vertical GTM Strategy Blueprint

Alex H
Alex H
Rainforest: Embedded Finance as a Service

Dec 15, 2025

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8 min read

Rainforest: Embedded Finance as a Service

How Rainforest Differentiates & Competes in Payments

Alex H
Alex H
Alpha School: AI-Powered Private School

Dec 8, 2025

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8 min read

Alpha School: AI-Powered Private School

Why Most EdTech Fail

Alex H
Alex H
Current State of Vertical SaaS in 2025

Dec 1, 2025

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7 min read

Current State of Vertical SaaS in 2025

Detailed Review of Tidemark's Benchmark Report

Alex H
Alex H
a16z: Turning VC into a Network Effect business

Nov 24, 2025

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7 min read

a16z: Turning VC into a Network Effect business

Building the largest, most scalable preferential attachment machine in venture

Alex H
Alex H
Slice: The Reverse Franchise for Pizzerias

Nov 17, 2025

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8 min read

Slice: The Reverse Franchise for Pizzerias

Vertical SaaS is Increasingly Looking Like Franchise Owners

Alex H
Alex H
The Technologized Investor

Nov 10, 2025

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14 min read

The Technologized Investor

From Intelligent to Technologized

Alex H
Alex H
EliseAI: Revolutionizing Property Management

Nov 3, 2025

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7 min read

EliseAI: Revolutionizing Property Management

Evidence-based GTM Approach in Property Management

Alex H
Alex H
Counsel Health: A Doctor in Your Pocket

Oct 27, 2025

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9 min read

Counsel Health: A Doctor in Your Pocket

Defining a New Healthcare Paradigm in Asynchronous Care

Alex H
Alex H
Navan: Bundling Travel & Spend Management (S-1 Deep Dive)

Oct 6, 2025

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11 min read

Navan: Bundling Travel & Spend Management (S-1 Deep Dive)

How Navan Disrupts the B2B Travel Industry with AI

Alex H
Alex H
Moxie: Business In A Box Model 101

Sep 29, 2025

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8 min read

Moxie: Business In A Box Model 101

How Moxie Builds a Software Franchise Model for Medspas

Alex H
Alex H
Clio: Defensive Playbook Under AI Pressure

Sep 22, 2025

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7 min read

Clio: Defensive Playbook Under AI Pressure

How Clio Navigates Platform Shift with AI

Alex H
Alex H
KM Tools: Slow Venture’s First Creator Investment

Sep 15, 2025

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8 min read

KM Tools: Slow Venture’s First Creator Investment

Unveiling Slow Venture's Contrarian Bets on Creator CEO

Alex H
Alex H
Shopify: Embedded Finance Ecosystem

Sep 8, 2025

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9 min read

Shopify: Embedded Finance Ecosystem

The role of embedded finance in Shopify’s success

Alex H
Alex H
Verse Medical: Emergence of Networked SaaS

Sep 1, 2025

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8 min read

Verse Medical: Emergence of Networked SaaS

How Verse Medical Solves the Healthcare User-Buyer Chasm

Alex H
Alex H
Conquest: System of Record to System of Intelligence

Aug 25, 2025

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7 min read

Conquest: System of Record to System of Intelligence

How Conquest Integrates AI to Empower Wealth Professionals

Alex H
Alex H
Instacart: Expansion Through the Supply Value Chain

Aug 18, 2025

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7 min read

Instacart: Expansion Through the Supply Value Chain

The Grocery Delivery Marketplace Quietly Building B2B SaaS

Alex H
Alex H
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