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Caddy
Your partner for everyday work, lives in iMessage
Last verified August 17, 2026 · Updated daily
Open roles at Caddy
Nothing live right now. We re-check Caddy daily and this page updates the moment they post.
Want their roles the day they go up, before the job boards index them?
Get started →Know when Caddy is hiring before anyone else
A role stays uncontested for about four days. Here's the window — and where we put you in it.
From $9/month, cancel any time.
Watching Caddy
0 applicantsRole spotted & verified
1You get the alert
1You've applied
~8Hits the job boards
250+Working at Caddy
Caddy is Your partner for everyday work, lives in iMessage, founded in and now <50 people. What this means for you: broad remit, direct access to founders, and equity that still means something if the company works out.
New York City, NY, USA is where most Caddy positions are located.
How to actually get hired at Caddy
Why applying the normal way doesn't work
With only <50 employees, Caddy doesn't have dedicated recruiters. Founders review applications between running the company. The challenge isn't competition — it's visibility. Direct outreach wins.
Who to contact at Caddy
We're still mapping Caddy's hiring process. At this size (<50 people, B2B, Engineering, Product and Design), a founder or department head typically decides, but we haven't confirmed it yet.
What Caddy screens for
relevant experience and ability to operate autonomously
Tailor your CV to the specific Caddy role rather than sending a general one. Applications that mirror the language of the job description clear automated filters at a materially higher rate.
Mistakes that kill Caddy applications
Don't send the same CV you sent everywhere else. At <50 people it's obvious, and it's the fastest rejection there is.
Nobody cares what you want. Start with is growing and how you'd help.
Most B2B, Engineering, Product and Design applications get ghosted. A day-five follow-up can double your response rate.
Applying to Caddy? Get the contact, not the form.
The Caddy interview process
3 stages · 7 days typical · take-home: no · modelled from similar companies
We don't yet have verified candidate reports for Caddy. What follows is the typical process for a <50-person B2B, Engineering, Product and Design company — treat it as a model, not confirmed detail.
Interview stages
Intro Call
Video call · 30 min
Culture fit and role expectations
Founder or hiring manager
Technical Deep Dive
Video call or in-person · 60 min
Past projects and problem-solving approach
Technical founder or lead
Final Round
In-person or video · 45 min
Team fit and offer discussion
Founding team
Caddy interview timeline
Caddy runs about days from first contact to offer. The median for B2B, Engineering, Product and Design companies at <50 people is 10 days, so Caddy is faster than most.
Interviewed at Caddy?
Tell us how it went — stages, questions, timeline. Takes 90 seconds and it's how this page stays accurate for the next person.
Submit your Caddy interview experience →Caddy jobs, frequently asked questions
Is Caddy hiring right now?
We aren't tracking any live Caddy vacancies today. We re-check daily and this page updates as soon as a role appears.
How do I apply for a job at Caddy?
Click through to apply, or see our detailed guide on landing a job at Caddy.
Does Caddy respond to cold emails?
We haven't verified response rates at Caddy yet.
Who is the hiring manager at Caddy?
At this size, hiring is usually run by a founder or department head.
How competitive is it to get hired at Caddy?
Roles at <50-person B2B, Engineering, Product and Design companies typically draw 50-100 applicants in the first two weeks. Applying inside 72 hours of a posting going live is the single biggest lever you control.
How many rounds is the Caddy interview?
3 stages: Intro Call, Technical Deep Dive, Final Round.
Is the Caddy interview hard?
The interview emphasizes relevant experience and culture fit over abstract problems. Hardest stage: Final Round.
Does Caddy give a take-home task?
No, Caddy does not include a take-home stage.
How long does Caddy take to get back to you?
Around 7 days across the full process.
What should I prepare for the Caddy interview?
Study relevant experience and culture fit. At this size (<50), they care about self-sufficiency over textbook knowledge.
Where is Caddy based?
Caddy is headquartered in New York City, NY, USA.
Get Caddy roles before they're posted
A role stays uncontested for about four days. Here's the window — and where we put you in it.
From $9/month, cancel any time.
Watching Caddy
0 applicantsRole spotted & verified
1You get the alert
1You've applied
~8Hits the job boards
250+