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Dili

AI-native compliance platform for the industries powering America's infrastructure buildout

4 open rolesSeries A Β· $15M
size
15
backers
KVLYCGALL+2
hq
New York
industry
B2B

Open roles at Dili

4 positions we're tracking, re-checked daily

  • AI/ML Engineer

    new york, ny, usaMid-levelfirst seen last month
    apply β†—
  • Full-Stack Engineer

    new york, ny, usaMid-levelfirst seen last month
    apply β†—
  • Product Manager

    new york, ny, usaMid-levelfirst seen last month
    apply β†—
  • Go-to-Market / Account Executive

    new york, ny, usaMid-levelfirst seen last month
    apply β†—
tracking Dililast checked October 2, 2026

Know when Dili is hiring before anyone else

A role stays uncontested for about four days. Here's the window, and where we put you in it.

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  1. livewatching Dili0 applicants
  2. +2hrole spotted & verified1
  3. +4hyou get the alert1
  4. day 3you've applied~8
  5. day 7+hits the job boards250+
the product

What Dili is building

Dili is an AI compliance platform for the 'built world' β€” energy, infrastructure, construction, data centers, advanced manufacturing β€” especially projects receiving federal funding. These projects carry strict labor-compliance conditions (e.g., Davis-Bacon prevailing wage, prevailing-wage-and-apprenticeship rules) that unlock billions in funding and tax credits, and one missed requirement can put hundreds of millions at risk. Per Dili's release, 'auditors like Big Four firms KPMG, EY, PwC, and Deloitte have periodically sampled roughly 10% of data, delivered findings every six months, and taken one to two years to close an engagement,' whereas Dili checks 100% of project data in real time β€” combining AI extraction with deterministic rule enforcement. Roughly half of customers use it as an in-house tool; the other half outsource compliance to Dili on a contractor model.

the money

Why this matters

Khosla Ventures leading (Vinod Khosla publicly endorsed the real-time assurance layer), with strategic backing from Allianz and construction-focused Brick and Mortar Ventures, targets a specific, timely wedge. The traction is concrete: 700+ federal projects, $1.4B+ in gross wages processed. CEO Anand Chaturvedi's line captures the pitch: 'The first time we ran a look-back on a customer's historical data, we found in four days what would have taken their consultants months to find by sampling, if they'd found it at all.'

Investors: Khosla Ventures (lead), Y Combinator (Garry Tan), Allianz, Brick and Mortar Ventures (Darren Bechtel), Rebel Fund

the outlook

Hiring outlook

The $15M Series A is explicitly to hire across engineering, product, and go-to-market. Riding a real macro tailwind (IRA, CHIPS Act, infrastructure bill, data-center buildout) with strong traction means aggressive, broad hiring in NYC.

Hiring intensity8/8

Working at Dili

Dili is a B2B, Finance and Accounting company based in New York, NY, USA. Working at a B2B, Finance and Accounting company at this stage means broad remit, direct access to founders, and equity that still means something if the company works out.

New York, NY, USA is where most Dili positions are located.

How to actually get hired at Dili

Why applying the normal way doesn't work

At <50 people, Dili has no recruiting team. Your application lands with a founder who is also running sales, product and payroll. The obstacle isn't a queue or an ATS, it's being seen at all. Cold outreach outperforms the form here, consistently.

Who to contact at Dili

Who decides
a founder or department head
Best channel
LinkedIn or direct email

Founding team

AC
Anand Chaturvedi
Co-founder & CEO

Chaturvedi co-founded Dili in 2023 (YC Summer 2023) after seeing that high-stakes audit and diligence work still ran through email and spreadsheets. He previously built products at Coinbase tied to more than $50M in revenue, did machine-learning research at Apple, and was a Kleiner Perkins Fellow.

BF
Brian Fernandez
Co-founder & CTO

Fernandez co-founded Dili and leads engineering. He previously led engineering projects for core retail infrastructure at Coinbase, where he worked with Chaturvedi. Detailed prior history beyond Coinbase/Dili is thinly documented publicly.

What to show them

Show you can build reliable document-extraction and rule-enforcement systems where accuracy is non-negotiable (errors = fines). Experience with structured/deterministic validation on top of LLM extraction, or regulatory/compliance data, is the edge.

A cold email that works at Dili

Subject: AI/ML Engineer, [your one-line proof]
Anand β€” the four-days-vs-months look-back stat sold me. I've built [document extraction / deterministic validation system] where a wrong answer had real consequences, and I understand why sampling 10% doesn't cut it for Davis-Bacon compliance. I'd like to help.
Get personalised templates β†’

What Dili screens for

Naming specific rules (Davis-Bacon, prevailing-wage-and-apprenticeship, certified payroll) and understanding the AI-extraction-plus-deterministic-enforcement architecture shows real homework. Knowing the founders are ex-Coinbase (Chaturvedi also ex-Apple ML, KP Fellow) is a plus.

Customize your CV for the Dili role. Matching the job description language helps clear ATS filters.

avoid

Don't make these mistakes

Don't pitch generic 'AI for compliance' β€” Dili's edge is domain depth in construction/federal labor rules (Davis-Bacon, prevailing wage, certified payroll) plus deterministic enforcement, not just LLM extraction. Reliability matters because errors trigger large fines; don't wave that away.

Mistakes that kill Dili applications

  • A recycled CV gets rejected fast at Dili (<50 people). They notice.

  • Don't open with what you want. Open with what Dili is dealing with right now β€” Khosla Ventures leading (Vinod Khosla publicly endorsed the real-time assurance layer), with strategic backing from Allianz and construction-focused Brick and Mortar Ventures, targets a specific, timely wedge, and what you'd do about it.

  • Most B2B, Finance and Accounting applications get ghosted. A day-five follow-up can double your response rate.

tracking Dili

Applying to Dili? Get the contact, not the form.

notify me when Dili hires

The Dili interview process

3 stages7 days typicaltake-home: nomodelled from similar companies

We don't yet have verified candidate reports for Dili. What follows is the typical process for a <50-person B2B, Finance and Accounting company, so treat it as a model, not confirmed detail.

Interview stages

  1. 1

    Intro Call

    Video call Β· 30 min

    What it testsCulture fit and role expectations
    Usually run byFounder or hiring manager
  2. 2

    Technical Deep Dive

    Video call or in-person Β· 60 min

    What it testsPast projects and problem-solving approach
    Usually run byTechnical founder or lead
  3. 3

    Final Round

    In-person or video Β· 45 min

    What it testsTeam fit and offer discussion
    Usually run byFounding team

Dili interview timeline

Timeline: ~7 days. That's faster than the B2B, Finance and Accounting median (10 days at <50 people).

Interviewed at Dili?

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 Dili interview experience β†’

Dili jobs, frequently asked questions

How many jobs does Dili have open?

As of October 2, 2026, Dili has 4 open positions.

Does Dili hire remotely?

All current Dili roles are based in New York, NY, USA.

What roles is Dili hiring for?

Dili is hiring across Engineering, Product, Marketing. The most recent opening is AI/ML Engineer.

How do I apply for a job at Dili?

Use the apply links above, or check our guide to getting hired at Dili.

Does Dili respond to cold emails?

Response rate data for Dili not yet confirmed.

Who is the hiring manager at Dili?

At this size, hiring is usually run by a founder or department head.

How competitive is it to get hired at Dili?

<50-person B2B, Finance and Accounting companies see ~50-100 applicants per role in two weeks. The 72-hour window is your advantage.

How many rounds is the Dili interview?

3 stages: Intro Call, Technical Deep Dive, Final Round.

Is the Dili interview hard?

Expect relevant experience and culture fit, not algorithm trivia. Candidates report Final Round as the toughest stage.

Does Dili give a take-home task?

No, Dili does not include a take-home stage.

How long does Dili take to get back to you?

Around 7 days across the full process.

What should I prepare for the Dili interview?

relevant experience and culture fit is the priority. Show you can work autonomously β€” that matters more than algorithms at <50 people.

Where is Dili based?

Dili is headquartered in New York, NY, USA.

tracking Dililast checked October 2, 2026

Get Dili roles before they're posted

A role stays uncontested for about four days. Here's the window, and where we put you in it.

notify me when Dili hires

From $5.99/week, cancel any time.

  1. livewatching Dili0 applicants
  2. +2hrole spotted & verified1
  3. +4hyou get the alert1
  4. day 3you've applied~8
  5. day 7+hits the job boards250+

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