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Assistants›Caddy

Caddy

Personal AI assistant you text for tasks, reminders, and planning

Free tieriMessage · SMSNot statedStartup

86% positive in 26 public quotes

In reports: Best AI assistant for travel and bookings · Best AI assistant for your inbox and calendar · Best free AI assistant you can text · Best AI assistant for iMessage and WhatsApp · AI assistant with the best memory

Overall6.4Raw average 7.2
Rank#14
Tested6 / 10Last tested
Reply time23s

Scores by dimension

Getting things done

Online taskPass
8
Travel bookingPass
9
PurchasingPass
7
Phone callsN/A
N/A

Communication

Email repliesPass
7

Judgment

Proactive helpNot tested
—
RoutinesNot tested
—

Trust

Connected appsPartial
6
MemoryPartial
6

What people say 26 quotes, linked to source

@kylediaz_com
· X

@try_caddy is the third best personal assistant, and it will be the first after I can get @ConnorWaslo to approve my fucking PR stack

@ConnorWaslo
· X

oh shit I didn’t know this existed @try_caddy found me $50 I’ll take that

@ConnorWaslo
· X

Stoked to hear what you think of @try_caddy

@try_caddy
· X

Not the Caddy Labs I imagined but we'll take it.

@ConnorWaslo
· X

excited to announce that we're launching an in house foley studio at @try_caddy

rajiv
· linqapp.com

We took the same backend. We threw it into email, we threw it into Slack, we threw it into iMessage. iMessage immediately took off.

Rajiv Ayyangar
· linqapp.com

iMessage immediately took off. It took off for us. Like we just started using it all the time.

@try_caddy
· X

Never show up to a meeting unprepared again. Video best experienced with headphones 🎧

@bbjzoom
· X

Why is it so pretty. I use @try_caddy everyday.

@try_caddy
· X

Make life in the city easier at https://caddy.app/nyc

@try_caddy
· X

We taught Caddy how to live here. Book the resy. Plan drinks with friends. Find an apartment. Check the subway.

@hudsonliao
· X

Caddy finding a $2 beer pays for itself already

@_hannahswann
· X

Yesssss Caddy take the wheel

@ConnorWaslo
· X

@hudsonliao @try_caddy a beautiful sight in this city 🥲

@_hannahswann
· X

My favorite way to use Caddy is to get it to help me find gallery openings + lectures… then put those on my cal 😎

@try_caddy
· X

Caddy's your new personal trainer Set your goals, track your progress, and finally stop skipping leg day

@StackDhruv
· X

It pushed Gmail before I asked for it - it kept pitching features instead of following the conversation - It asked too many questions back-to-back

UseCarly
· usecarly.com

Caddy (caddy.app, from Y Combinator's Fall 2025 batch) is a newer personal AI for everyday work that lives in your texts, currently in a free public beta with pricing not yet published.

@cooperbrown9
· X

This is the only feature I use and I work here

nikkigoodson
· linkedin.com

sounds like caddy is handling the productivity/email workflow stuff really well for u.

@sanchetio
· X

appreciated the opportunity to work with you @iamnotsrc 🔥

@cooperbrown9
· X

It literally just works

@ConnorWaslo
· X

free while we’re in public beta

@sanchetio
· X

We added 6 new integrations to @try_caddy last week.

@skygodkingdom
· X

This is great guys, I love the wisper flow on steroids

@ConnorWaslo
· X

Join the waitlist and DM me if you want to try it

Quotes are short excerpts, linked to where they were posted. Posts from the company itself are labelled and left out of the positive share.