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C

Caddy

SeedFunding signal
caddy.app/B2BNY, USA
Market index

Market data is refreshed once per day from public sources. Information may be incomplete or outdated — verify independently before making decisions. This is not investment advice.

Investor read

Evidence-bound summary — expand sections for movement, risks, and signals.

Memo snapshot · May 20, 2026, 5:58 PM

Insufficient evidenceEvidence-bound analyst verdict
  • •Funding: Latest: Seed. Investors: Y Combinator.
  • •Named backers in indexed sources: Y Combinator.

What would change this read

  • →Open roles appearing would signal burn capacity and growth intent.
  • →Product launches or public engineering activity would evidence execution.

DealFlow OS uses public web data and automated enrichment. Research may be incomplete, outdated, or incorrect. Verify important information before making investment or outreach decisions.

TL;DR

Seed (YC)

Caddy | Your personal AI

Funding

Latest: Seed. Investors: Y Combinator. (High).

Quick read

  • •Caddy | Your personal AI
  • •Sector narrative limited in indexed snippets; verify on primary sources (caddy.app).

Key signals

Funding

Latest: Seed. Investors: Y Combinator. (High).

Product / news

Limited product/news coverage in corpus (Low).

Evidence summary

Verified facts

  • •Caddy | Your personal AI
  • •Sector narrative limited in indexed snippets; verify on primary sources (caddy.app).

Recent movers

  • •May 20, 2026 · ycombinator.com — Caddy: Your partner for everyday work, lives in iMessage | Y Combinator
  • •May 20, 2026 · ycombinator.com — Caddy: Your partner for everyday work, lives in iMessage | Y Combinator
  • •Y Combinator

Suggested next steps

  • ▸Run a manual rescrape or add sources before forming a view — the current corpus is too thin.

Funding & hiring signals

funding_articleConfidence: low

Caddy: Your partner for everyday work, lives in iMessage | Y Combinator

Fall 2025 batch; voice/desktop work assistant from ex-Loom AI leads.

Affected score: noObserved: May 20, 2026

Weak funding evidence: mention does not include a parsed raise amount/round and may refer to non-funding context.

Open roles (indexed)

No open roles indexed yet.

Public index
95Activity 98/100Strong public activity signal
7D-1 (-1.0%)
30D+15 (+18.8%)
Needs Review

The index price and activity score are algorithmic estimates based on observed public company-level signals. They may be incomplete, stale, or inaccurate and are not investment, legal, tax, or business advice.

Source health

  • githubok
    Last checked Mon, Jun 29, 04:50 PM
  • socialok
    Last checked Mon, Jun 29, 04:50 PM

    Caddy:reddit_credentials_not_configured

  • public_market_enrichmentok
    Last checked Sun, Jun 28, 06:37 PM
  • public_page:_ok
    Last checked Sun, Jun 28, 06:37 PM

Signal timeline

23 dated public signals · newest on the right

Funding
Code
Press
Social
Company
Other
Oct 16, 2021Mar 26, 2024Sep 3, 2026
Funding (1)Code (15)Press (1)Social (2)Company (1)Other (3)

Signal breakdown

Latest momentum signal per category. Expand a card to inspect raw payloads.

Public source summary

Total evidence rows
23
Latest evidence
Mon, Jun 29, 04:50 PM

Source types found

company_sitefunding_articlegithubofficial_siteotherpresssocial

Strongest / recent news-style rows

  • Caddy: Your partner for everyday work, lives in iMessage | Y Combinator

    Wed, May 20, 05:58 PM · confidence 88%high quality

  • Caddy

    wikipedia · Mon, Jun 29, 04:49 PM · confidence 50%medium quality

  • Caddyshack

    wikipedia · Mon, Jun 29, 04:49 PM · confidence 50%medium quality

Public signal timeline

Newest first · 23 event(s)

1
Mon, Jun 29, 04:49 PM · official_site · 75% · publichigh qualityMeet Caddy, your Personal AI in Messages

Source: official_site

Login Get started Stay on top of work and life Meet Caddy, your Personal AI Message Caddy Johnathan 8:28AM Can you take Bailey to his vet appointment tomorrow? Today 9:41 AM Tackle any task with Caddy Get things on the calendar. Jot down reminders. Stay on to…

Source ↗
2
Wed, May 20, 05:58 PM · funding_article · 88% · verified_publichigh qualityCaddy: Your partner for everyday work, lives in iMessage | Y Combinator

Fall 2025 batch; voice/desktop work assistant from ex-Loom AI leads.

Source ↗
3
Wed, May 20, 05:58 PM · company_site · 85% · verified_publichigh qualityCaddy | Your personal AI

Indexed marketing site for personal AI product.

Source ↗
4
Mon, Jun 29, 04:50 PM · github · 55% · publicmedium qualitycaddy

Source: npm_registry

caddy =====

Source ↗
5
Mon, Jun 29, 04:50 PM · github · 55% · publicmedium quality@radically-straightforward/caddy

Source: npm_registry

☁️ Install Caddy as an npm package

Source ↗
6
Mon, Jun 29, 04:50 PM · github · 55% · publicmedium qualityvite-plugin-caddy-multiple-tls

Source: npm_registry

Vite plugin that uses Caddy to provide local HTTPS with derived domains.

Source ↗
7
Mon, Jun 29, 04:50 PM · github · 55% · publicmedium qualitycaddy-baron

Source: npm_registry

Downloads the Caddy binary for use in npx scripts

Source ↗
8
Mon, Jun 29, 04:50 PM · github · 55% · publicmedium quality@yawlabs/caddy-mcp

Source: npm_registry

MCP server for managing Caddy web servers via the admin API

Source ↗
9
Mon, Jun 29, 04:50 PM · social · 56% · publicmedium qualityA Caddy Cert Expired Because Systemd-Resolved Was Selectively Broken

Source: hackernews

Source ↗
10
Mon, Jun 29, 04:50 PM · social · 56% · publicmedium qualityCaddy compatibility for zeroserve: 3x throughput and 70% lower latency

Source: hackernews

Source ↗
11
Mon, Jun 29, 04:49 PM · other · 50% · publicmedium qualityCaddy

Source: wikipedia

Source ↗
12
Mon, Jun 29, 04:49 PM · other · 50% · publicmedium qualityCaddyshack

Source: wikipedia

Source ↗
13
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualitygreenpau/caddy-auth-portal

Source: github

Authentication Plugin for Caddy v2 implementing Form-Based, Basic, Local, LDAP, OpenID Connect, OAuth 2.0 (Github, Google, Facebook, Okta, etc.), SAML Authentication. MFA with App Authenticators and Yubico.

Source ↗
14
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualitylucaslorentz/caddy-docker-proxy

Source: github

Caddy as a reverse proxy for Docker

Source ↗
15
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualitycaddyserver/caddy

Source: github

Fast and extensible multi-platform HTTP/1-2-3 web server with automatic HTTPS

Source ↗
16
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualitygreenpau/caddy-security

Source: github

🔐 Authentication, Authorization, and Accounting (AAA) App and Plugin for Caddy v2. 💎 Implements Form-Based, Basic, Local, LDAP, OpenID Connect, OAuth 2.0 (Github, Google, Facebook, Okta, etc.), SAML Authentication. MFA/2

Source ↗
17
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualitycaddymanager/caddymanager

Source: github

Easily manage your Caddy2 servers using a modern web-UI, built on the MEVN stack.

Source ↗
18
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualitymholt/caddy-l4

Source: github

Layer 4 (TCP/UDP) app for Caddy

Source ↗
19
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualitycaddy-dns/cloudflare

Source: github

Caddy module: dns.providers.cloudflare

Source ↗
20
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualitytailscale/caddy-tailscale

Source: github

A highly experimental exploration of integrating Tailscale and Caddy.

Source ↗
21
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualityfabriziosalmi/caddy-waf

Source: github

Caddy WAF (Regex Rules, IP and DNS filtering, Rate Limiting, GeoIP, Tor, Anomaly Detection)

Source ↗
22
Sun, Jun 28, 06:03 PM · github · 90% · publiclow qualityabiosoft/caddy-docker

Source: github

Docker container for Caddy

Source ↗
23
Wed, May 20, 05:58 PM · press · 85% · verified_publiclow qualityCaddy on X

Official social handle linked from caddy.app.

Source ↗

Official / company site

2 row(s)

The company's own site — the authoritative description of what they sell and to whom. Marketing-controlled, so treat claims as positioning rather than verified traction.

official_site·Mon, Jun 29, 04:49 PM·Confidence 75%high qualitypublic
Meet Caddy, your Personal AI in Messages

Login Get started Stay on top of work and life Meet Caddy, your Personal AI Message Caddy Johnathan 8:28AM Can you take Bailey to his vet appointment tomorrow? Today 9:41 AM Tackle any task with Caddy Get things on the calendar. Jot down reminders. Stay on to…

Why it matters: Primary source — the company's own positioning; best read for what they sell and to whom, not for traction claims.

Open source ↗
company_site·Wed, May 20, 05:58 PM·Confidence 85%high qualityverified_public
Caddy | Your personal AI

Indexed marketing site for personal AI product.

Why it matters: Primary source — the company's own positioning; best read for what they sell and to whom, not for traction claims.

Open source ↗

News

2 row(s)

Third-party press coverage. Independent reporting corroborates company claims; repeated coverage across outlets is a momentum signal.

other·Mon, Jun 29, 04:49 PM·Confidence 50%medium qualitypublic
Caddy

Why it matters: Independent coverage — third-party corroboration of company claims; recurring coverage indicates rising visibility.

Open source ↗
other·Mon, Jun 29, 04:49 PM·Confidence 50%medium qualitypublic
Caddyshack

Why it matters: Independent coverage — third-party corroboration of company claims; recurring coverage indicates rising visibility.

Open source ↗

Funding / news

1 row(s)

Funding announcements and investor-database records. The strongest public signal of capitalization: round, amount, and syndicate quality when disclosed.

funding_article·Wed, May 20, 05:58 PM·Confidence 88%high qualityverified_public
Caddy: Your partner for everyday work, lives in iMessage | Y Combinator

Fall 2025 batch; voice/desktop work assistant from ex-Loom AI leads.

Why it matters: Funding signal — Seed per this source; verify against the linked original before relying on it.

Open source ↗

GitHub

15 row(s)

Public engineering activity. Sustained commits, releases, and stars indicate real product development and, for dev tools, developer adoption.

github·Mon, Jun 29, 04:50 PM·Confidence 55%medium qualitypublic
caddy

caddy =====

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Mon, Jun 29, 04:50 PM·Confidence 55%medium qualitypublic
@radically-straightforward/caddy

☁️ Install Caddy as an npm package

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Mon, Jun 29, 04:50 PM·Confidence 55%medium qualitypublic
vite-plugin-caddy-multiple-tls

Vite plugin that uses Caddy to provide local HTTPS with derived domains.

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Mon, Jun 29, 04:50 PM·Confidence 55%medium qualitypublic
caddy-baron

Downloads the Caddy binary for use in npx scripts

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Mon, Jun 29, 04:50 PM·Confidence 55%medium qualitypublic
@yawlabs/caddy-mcp

MCP server for managing Caddy web servers via the admin API

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
greenpau/caddy-auth-portal

Authentication Plugin for Caddy v2 implementing Form-Based, Basic, Local, LDAP, OpenID Connect, OAuth 2.0 (Github, Google, Facebook, Okta, etc.), SAML Authentication. MFA with App Authenticators and Yubico.

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
lucaslorentz/caddy-docker-proxy

Caddy as a reverse proxy for Docker

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
caddyserver/caddy

Fast and extensible multi-platform HTTP/1-2-3 web server with automatic HTTPS

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
greenpau/caddy-security

🔐 Authentication, Authorization, and Accounting (AAA) App and Plugin for Caddy v2. 💎 Implements Form-Based, Basic, Local, LDAP, OpenID Connect, OAuth 2.0 (Github, Google, Facebook, Okta, etc.), SAML Authentication. MFA/2

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
caddymanager/caddymanager

Easily manage your Caddy2 servers using a modern web-UI, built on the MEVN stack.

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
mholt/caddy-l4

Layer 4 (TCP/UDP) app for Caddy

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
caddy-dns/cloudflare

Caddy module: dns.providers.cloudflare

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
tailscale/caddy-tailscale

A highly experimental exploration of integrating Tailscale and Caddy.

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
fabriziosalmi/caddy-waf

Caddy WAF (Regex Rules, IP and DNS filtering, Rate Limiting, GeoIP, Tor, Anomaly Detection)

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗
github·Sun, Jun 28, 06:03 PM·Confidence 90%low qualitypublic
abiosoft/caddy-docker

Docker container for Caddy

Why it matters: Engineering signal — public repo activity evidences active development and possible developer adoption.

Open source ↗

Social

3 row(s)

Social presence and mentions. A soft signal — useful for gauging attention and launch reception, not a substitute for verified traction.

social·Mon, Jun 29, 04:50 PM·Confidence 56%medium qualitypublic
A Caddy Cert Expired Because Systemd-Resolved Was Selectively Broken

Why it matters: Attention signal — social mention or presence; soft signal of market interest.

Open source ↗
social·Mon, Jun 29, 04:50 PM·Confidence 56%medium qualitypublic
Caddy compatibility for zeroserve: 3x throughput and 70% lower latency

Why it matters: Attention signal — social mention or presence; soft signal of market interest.

Open source ↗
press·Wed, May 20, 05:58 PM·Confidence 85%low qualityverified_public
Caddy on X

Official social handle linked from caddy.app.

Why it matters: Attention signal — social mention or presence; soft signal of market interest.

Open source ↗

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