Blair Livingston

Building at the intersection of capital markets and technology.

Contextual Markets is where I'm working on what's next — after twelve years building software for the sell side.

Previously founded Street Context (2012–2025), a sales-enablement and email-intelligence platform used by 150+ broker-dealers across 50 countries. Acquired by BlueMatrix, a Thoma Bravo company, in January 2025.
About

From the sell side to building for it.

I started my career as an analyst in equity sales & trading at RBC Capital Markets, then moved into marketing at IEX Group. In 2012, I founded Street Context to help sell-side brokerages distribute and manage research, market commentary, and client communications.

Over twelve years, Street Context grew into a global platform spanning sales, trading, research, and investment banking — serving more than 150 broker-dealers in 50 countries.

12years building Street Context
150+broker-dealers served
50countries

The company was backed by 8VC as lead investor, alongside iNovia Capital, Point72 Ventures, Portage Ventures, Social Leverage, Communitas Capital, Generation Ventures, and a group of executives and CEOs from major investment banks, hedge funds, and exchanges.

In January 2025, Street Context was acquired by BlueMatrix, a Thoma Bravo company, bringing together research authoring, financial data, and consumption analytics into one platform for the sell side.

"AI compresses workflow — it doesn't replace traders." From a recent talk: AI in Markets — From Hype to Practical Advantage

Now I'm building Contextual Markets: a home base for what's next, at the same intersection of capital markets, technology, and AI.

Products

A few things in motion.

I'm currently building at the intersection of capital markets and AI. Nothing to show publicly yet — details soon.

Want to hear when something's ready?

Leave your email and I'll let you know when there's something worth seeing.

Writing

Thought pieces on markets, technology, and AI.

Occasional writing on capital markets, building software for Wall Street, and where AI actually changes the workflow versus where it doesn't.

First piece coming soon.

Subscribe below to get new posts by email.

Subscribe on Substack →
Contact

Get in touch.

Happy to talk capital markets, AI, building for the sell side, or anything in between.

© 2026 Contextual Markets

Toronto, ON