Matthew Wilson

Co-Founder/CEO @ Jack & Jill | Fixing job search and hiring

[Matthew Wilson @MattJonWilson]

Over 250,000 people now have Jack working exclusively for them.

A quarter of a million professionals who've chosen him as their agent for the next step in their career.

When we founded @Jackandjillai, we had one goal: make sure every professional has someone working only for them.

1,000,000 milestone next.

[Matthew Wilson @MattJonWilson]

24,000 people upvoted a Reddit post about job searching because it's an experience we all know.

Ghost listings. Applications into silence. Hiring managers who'd already decided.

We built @Jackandjillai around one idea: the best next role should find you.

[Matthew Wilson @MattJonWilson]

@SebJohnsonUK These changes are good but exacerbate the problems of the 90 day post termination exercise window coupled with the fair market value methodology adopted in the last few years.

Vested seed stage employees needing to pay six figure sums to get illiquid common stock is a disaster.

[Matthew Wilson @MattJonWilson]

@axepreneur Lets do something together?

[Matthew Wilson @MattJonWilson]

Curious about how we ship so fast?
We went from 0 to 130K people talking to Jack and 1,000 companies talking to Jill in 12 months.
Founding Engineer, Sam, shares some insights on how we build our voice agents.
https://t.co/2q7nGYQmBw

[Matthew Wilson @MattJonWilson]

I intentionally decided to base Jack & Jill in the UK not San Francisco. I think the talent in London is stronger.
I told the AI Minister of the UK this, when visiting Parliament. Do you agree?
https://t.co/JoRKJ8bG1Z

[Matthew Wilson @MattJonWilson]

Tired of working with agency recruiters?
Meet Jill, our AI recruiter who will find your perfect hire in minutes.
At half the cost too.
No win, no fee.
https://t.co/8Vz69AvYAq

[Matthew Wilson @MattJonWilson]

@b1rdmania Get us in there - @Jackandjillai up at Shoreditch Exchange

[Matthew Wilson @MattJonWilson]

10) The truth is we are all still learning the right interfaces for agents. But shipping, listening, and iterating has made our thinking a lot more nuanced in the last two months.

[Matthew Wilson @MattJonWilson]

1) We built Jill to be voice-first. This week we shipped the opposite.

[Matthew Wilson @MattJonWilson]

9) Voice is not gone. You can still dictate. But the workflow is now built around text, context, and decision-making.

We have also quietly reworked Jack to be fully multi-modal too. Voice, live chat, and async messaging give people more choice.

[Matthew Wilson @MattJonWilson]

Free for founders, apply to join here: https://t.co/KUkivErhQB

[Matthew Wilson @MattJonWilson]

On February 24, I’m speaking at the Lovable x Zendesk Hackathon about “building at 100mph."

I scaled my last company from 0 -> $20m ARR in 3 years and we’re on track to smash that pace at Jack & Jill.

[Matthew Wilson @MattJonWilson]

Join a group of 25 fellow startups, plus investor mentors from Creandum, Atomico, firstminute capital, Notion Capital, Felix Capital, and Northzone on 24–25 February at Zendesk’s London offices for two days of building, testing, and insights.