Skip to content
Ajay Krishnan, cut in black ink against a vermillion disc.

Ajay Krishnan

AI-native lawyer and technology executive.

Adopting AI is a management problem.

I build software, lead engineering teams, and turn legal experience into working products.

Shipping software since 2004. Called to the Ontario bar, 2012.

Work and projects

Work

Savvica, 2004

E-learning. J2EE, then Rails. Acquired by Educomp.

I co-founded an e-learning company in 2004. We wrote it in J2EE, rewrote it in Rails, and sold it to Educomp.

Barclays Capital, 2006

Regulation W compliance. Credit pricing on the grid. Eleven engineers.

Embedded at Barclays Capital. I built a Regulation W compliance system and a structured-credit pricing engine, and moved the quants' Excel toolkits onto grid services. The team grew to eleven.

The Ontario bar, 2012

Articled at Davies. Called to the bar in 2012.

I articled at Davies and have practised law since 2012.

Tim Hortons, 2017

3,500 restaurants. One espresso machine each.

Tim Hortons put espresso in every Canadian restaurant. I owned the program — vendor negotiation, product approval, installation — until 3,500 of them had a machine.

Milk, five years

Roughly 45 million litres a year.

I led procurement and negotiated a five-year national dairy supply for the Canadian restaurants. Roughly 45 million litres of milk and cream a year.

Lobo Genetics, 2018

A swab kit through Health Canada, and the lab that read it.

I wrote the entire backend in Rails, took a buccal-swab test kit through Health Canada, and stood up the certified lab that processed it. Entheon bought us.

Caravel, fractional

AI governance, privacy, licensing.

Technology counsel, fractional, alongside the operating jobs. AI governance, privacy under PIPEDA and GDPR, and SaaS and IP licensing from seed stage to enterprise.

Fishtail, 2022

Cross-border trade collateral. Rails on GKE.

I architected and built the trade-collateral platform — Rails, PostgreSQL and Hotwire on GKE, with real-time document processing — and ran the first pilots with smaller exporters.

City Lifestyle, 2024

180 magazines to 350. Twenty-one engineers.

CTO and general counsel. Twenty-one engineers through three leads. I wrote the sales qualifier in Symfony myself. The network went from 180 magazines to 350 while I was there.

AI Growth Labs, now

Founding engineer.

After the executive seats I went back to writing code full time. Hands-on is where the work is, and how I learn.

Built alone

Blackline

Canadian employment and contract research, free.

Coding agents read a treatise corpus in a sandbox of your own and answer with the passage attached. Waitlist-gated early trial, free.

Open Blackline

Greenroom

Argue aloud against an AI jurist.

Upload the brief and the record, then argue out loud. The jurist interrupts with questions tied to a passage, and keeps the transcript. Invite-only beta.

Open Greenroom

Slate

First-round voice interviews, scored against your rubric.

A recorded voice interview against the employer's own weighted rubric. A score may only cite that candidate's own answers. Live alpha, free.

Open Slate

Lintel

Ontario real estate, from the APS to the reporting letter.

AI real estate clerk and receptionist for Ontario lawyers. Send the APS; it carries the file to the reporting letter. The lawyer reviews, signs, registers and controls funds.

Open Lintel

Mine

Not a job

The rest of it.

Not everything is a job.

Ajay on a fire truck, printed as a two-colour risograph.

The thesis

Most companies try to adopt AI by buying new software and asking people to learn it. It rarely sticks.

The models learned from centuries of people organising work: letters, memos, handoffs, sign-off. So treat agents as new hires. Give them the tools your people already use, a clear role, limits on what they may do and someone to report to. Then manage them.

I build AI agents that work the way people already work: by email, phone, chat, calendar and to-do list, managed like people.

Your team doesn't learn a new tool. They reply to an email.

Building now

Lintel

An AI clerk for Ontario real estate lawyers, with no interface. The lawyer emails, texts or faxes the agreement. Lintel runs the searches, chases the lender and the other side, and drafts everything up to the reporting letter. The lawyer reviews, signs, registers and controls the funds.

Open Lintel

Also built on my own

  • Blackline Canadian employment and contract research, free.
  • Greenroom Argue aloud against an AI jurist.
  • Slate First-round voice interviews, scored against your rubric.

How I got here

  1. 2004

    Savvica

    Co-founded an e-learning company, then sold it to Educomp.

    Teach people inside the tools they already use, and they learn.

  2. 2006

    Barclays Capital

    Built a Regulation W compliance system. The team grew to eleven.

    A compliance system can check every trade. A person still signs.

  3. 2012

    The Ontario bar

    Practised law since 2012.

    Law comes down to one question: who may approve what?

  4. 2017

    Tim Hortons

    Owned the national espresso program: vendor negotiation, product approval, installation.

    3,500 restaurants got an espresso machine. 3,500 crews had to learn it.

  5. 2018

    Lobo Genetics

    Took a swab kit through Health Canada and stood up the certified lab that read it.

    In a certified lab, a qualified person signs off every result. Agents need the same.

  6. 2024

    City Lifestyle

    CTO and general counsel. Twenty-one engineers through three leads. Led AI adoption across the franchise network, reaching 220 franchises.

    Franchise owners adopt what saves them time this week.

  7. Now

    Lintel

    Founded Lintel. My own work runs through a team of AI agents, each with a set role.

    Lawyers email Lintel like a clerk, and manage it like one.

Writing

  1. Manage your agents like people

    I give my AI agents an email address, a calendar and a to-do list, and I manage them the way I'd manage people. Here is why it works, what it costs and where it breaks.

All writing

Working out how to put agents to work?

I'm glad to compare notes with people adopting AI in their teams, building agents, or hiring for this work. Connect on LinkedIn, find a time, or email me.

Ajay Krishnan

AI-native lawyer and technology executive.

Called to the Ontario bar, 2012.

A few detours.

An ink-wash portrait of Ajay Krishnan. Still making things.

Read the film

A 32-second film about Ajay: software, law, kitchens, a lab, and what he makes now. Graphic scenes are illustrations, not archival footage. The costume and fire-truck photographs are real.

  1. I started with code. Savvica, 2004.
  2. Then law. Called to the Ontario bar in 2012.
  3. 3,500 kitchens. Tim Hortons, 2017.
  4. A lab, too. Lobo Genetics, 2018.
  5. Law. Code. Both. Blackline, Greenroom, Slate and Lintel. Earlier work at Caravel, Fishtail and City Lifestyle.
  6. Not always serious. The costume and fire-truck photographs.
  7. Ajay Krishnan. Still making things.
Open the film