Pre-seedConfidentialUpdated May 2026

The career platform that knows you, not your resume.

One profile. One AI brain. Every screen, jobs, Forge, chat, AI Arena, tracker, calendar, reads the same context. Dilly grows with a person from first internship to late-career decisions, instead of restarting at every life-event.

50,184
Active jobs · live in production feed
May 2026 · 7,649 internships
49
Fields · path-aware advisor lenses
30+
ATS & sourcing integrations
Greenhouse · Lever · Workday · Ashby · Workable + 25
573
iOS builds shipped to production
v1.0.4 · daily release cadence

Thesis

Career tools die the moment status changes. Dilly is engineered for the opposite.

Every other career product re-asks who you are at every transition: from school to first job, between jobs, into management, out of a company. Dilly carries the profile across every state, lets the AI learn from every screen, and only ever tells you what to do next based on what it actually knows about you.

A person has one career. It deserves one system, not a scrapbook of tools.

Core thesis

Three modes, one profile

One product, three operating states.

Career state changes constantly. The product reframes itself, but the underlying record never resets. The same identity survives every flip.

Mode 01 · Student

Pre-first-job

Internship hunt. Audits and ATS-tailored resumes. Built around .edu verification for college-tier pricing. Family plans live here.

Mode 02 · Seeker

Actively applying

Fit narratives on every listing, tailored resumes per role, pipeline tracker, and outreach assistance that doesn't feel canned.

Mode 03 · Holder

Employed · benchmarking

Comp benchmark, role-radar timeline, AI-disruption pulse for the field, raise brief, one-tap escape back to Seeker. Career management for the 90% of time you aren't applying.

Mode flips are user-initiated life events ("I got a job" / "I lost my job"). The profile, wins, and AI history all carry across.

What is shipped

Live system, not a demo.

Every claim below is observable in production today: real users, real jobs ingested nightly, real Stripe checkouts, and AI scoring grounded in a Truth Ledger that maps every resume bullet back to a profile fact.

  • AppiOS · the App Store ()
  • BackendFastAPI on Railway · 50+ routers · daily deploys
  • DataPostgres on AWS RDS · pgvector planned · encryption at rest + TLS in transit
  • Job pipelineDaily crawl 02:00 UTC · 30+ ATS & niche sources · 50K+ active
  • BillingStripe across three checkout flows (.edu / standard / Pro)
  • AIAnthropic Claude Haiku 4.5 · structured prompt cache · LLM cost target $1.50/user/mo at scale
Dilly home screen on iOS
Home · iOSBuild 573

Roadmap

From one consumer product to a career platform.

Dilly today is the first live consumer system. The roadmap layers field-specific verticals, a B2B layer, and a single profile that ties every product together. Status labels reflect reality, not aspiration.

Q2 2026
Shipped

Dilly Core · Student / Seeker / Holder

iOS app live on the App Store. Profile spine, Forge, fit narratives, AI Arena, tracker, calendar, Stripe billing. The system you can verify in a 10-minute demo.

Q2 2026
Shipped

Dilly Skills v0.1

Free curated learning library at skills.hellodilly.com. 49 fields, 1,300+ videos, certifications that stack into the user profile.

Q3 2026
Building

Dilly Agent · alpha

Background agent that applies, tailors, and follows up while the user sleeps. Initial alpha field by end of Q3.

Q4 2026
Planned

Dilly High School · Dilly International · Dilly Medical

Field-specific verticals on the same profile spine. High School is the priority for the 2026–27 school year.

2027
Planned

Dilly Recruiter · B2B layer

Verified-candidate API and Blind Audition for recruiters. Recruiter MVP scaffolding is in the codebase today.

See the full roadmap

$1.2M pre-seed. Open now.

If you fund infra and ten generations of operating systems and you want to back the next one, this is the round.

Request the deck Tour the product