Connor Waslo

Building @try_caddy (YC F25)

[Connor Waslo @ConnorWaslo]

Today we’re launching Caddy to public beta.

We think AI should work just like a caddy: it carries your heavy shit, gives advice, and take work off your plate so that you can focus on what matters.

It lives in your iMessage and helps you stay on top of work and life without opening another app.

Give it a try.

[Connor Waslo @ConnorWaslo]

@zenorocha Michael is the 🐐

[Connor Waslo @ConnorWaslo]

users keep telling us that Caddy's notifications are really good, but @cooperbrown9 made them elite today

also pls submit your expenses bro damn

[Cooper @cooperbrown9]

It literally just works

@try_caddy

[Connor Waslo @ConnorWaslo]

beautiful day in nyc to break out a lawn chair in front of the swatch store

[Connor Waslo @ConnorWaslo]

need more testimonials like this

appreciate you @samrathchadha

[Iman Radjavi @imanradjavi]

my only goal in life is for @specific_dev to be listed on these without having to reply

[Connor Waslo @ConnorWaslo]

@imanradjavi idk i think you had more in the tank

[Connor Waslo @ConnorWaslo]

we've gotten so much feedback the past few days. some use cases that have been getting love

- tons of research, from looking into job opportunities to planning dinners
- finally getting to inbox 0
- nfl offseason news
- expenses on autopilot
- prep for sales calls

love it

[Connor Waslo @ConnorWaslo]

looking to hire a marketing lead with past experience at a mid nyc bagel spot

[Connor Waslo @ConnorWaslo]

@imanradjavi @imanradjavi our true day one

[Connor Waslo @ConnorWaslo]

@itsdannyyt Thanks Danny 🙏

[Connor Waslo @ConnorWaslo]

Some of my favorite things users have been doing:

Voice memo → actual work. Brain dump a voice memo walking between meetings and turn it into Linear tickets, notion docs, emails, and more.

Dropped threads. Ask Caddy to send you a list of any important emails you forgot to follow up on.

Inbox cleanup. Have Caddy filter through the endless inbound you get to auto-archive nonsense, label emails, or auto-draft responses when it can.

[Connor Waslo @ConnorWaslo]

Today we’re launching Caddy to public beta.

We think AI should work just like a caddy: it carries your heavy shit, gives advice, and take work off your plate so that you can focus on what matters.

It lives in your iMessage and helps you stay on top of work and life without opening another app.

Give it a try.

[Connor Waslo @ConnorWaslo]

A little more on how it works

When something important comes in across your email, calendar, slack, etc. it texts you the gist and how it can help.

Just reply and Caddy takes care of it.

[Connor Waslo @ConnorWaslo]

@anirudh_manjesh congrats!

[Connor Waslo @ConnorWaslo]

@after_ephemera solid validation loops might be the biggest possible accelerator rn. this is sick

[Connor Waslo @ConnorWaslo]

@nwthomas @cursor_ai @cursor_ai hit the jackpot. congrats dude

[Connor Waslo @ConnorWaslo]

so less is more, but sometimes more is more too so we added a bunch this past week:
- totally revamped experience creating recurring agents
- have caddy run an action based on what's on your calendar (e.g. 30min before every call do X/Y/Z)
- chat experience is more delightful

[Connor Waslo @ConnorWaslo]

well.... cutting half of our product was definitely the right move, but now we're addicted and we can't stop chopping shit. switched to swift and cut our app size down 97%.

[Connor Waslo @ConnorWaslo]

well.... cutting half of our product was definitely the right move, but now we're addicted and we can't stop chopping shit. switched to swift and cut our app size down 97%.

[Connor Waslo @ConnorWaslo]

why is h&r block’s social media team cooking rn