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Founding Engineer - AI ($200k+ + Equity) at VC-backed pre-construction AI startup

June 1, 2026

This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers. She will pick the best candidates from Jack's network. The next step is to speak to Jack. Job Title Founding Engineer - AI Salary $200k+ + Equity Company Description SF-based AI construction startup backed by top-tier VCs who invested in PlanGrid and BuildingConnected Job Description As a Founding Engineer, you will own the AI stack for a platform automating the $13T pre-construction industry. You will build multi-agent systems and RAG pipelines that process 1,500-page plan sets, turning weeks of manual bid comparisons into hours of automated work while making million-dollar decisions reliable. Location San Francisco, USA Why this role is remarkable <ul><li>Chart the map for the "pre-construction" category, a massive $13 trillion market that still relies on spreadsheets and manual document review.</li><li>Join a high-caliber founding team of Cornell alumni and ex-founders backed by the premier investors in the construction tech space.</li><li>Direct impact from day one by shipping agentic workflows that manage multimillion-dollar bids and save hundreds of hours for general contractors. </li></ul>What You Will Do <ul><li>Design and deploy agentic workflows using Python and tool-use orchestration to automate complex tasks across Procore APIs and Excel.</li><li>Build and optimize production RAG systems capable of accurately parsing messy, unstructured 2D construction drawings and 1,500-page specifications.</li><li>Collaborate directly with customers on-site to translate manual estimation workflows into intelligent agents that solve real-world industry bottlenecks. </li></ul>The ideal candidate <ul><li>4+ years of technical experience with a proven track record of shipping applied AI, computer vision, or LLM-based products to real users.</li><li>Scrappy, 0→1 builder mentality with prior experience as a founder, ex-CTO, or early engineer at a fast-growing startup.</li><li>Highly proficient in the AI stack, including Python (FastAPI), vector databases, agentic frameworks, and managing dockerized workloads on cloud infrastructure. </li></ul>Who are Jack & Jill? Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support. And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate. How does this work? <ul><li>Jack's an AI agent for job searching and career coaching. He works for you.</li><li>Jill is the AI recruiter working for the company. She recruits from Jack's network.</li><li>If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives. </li></ul>We never post fake jobs This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network. Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description. We appreciate this can make them look a bit suspect, but there isn't much we can do about it. Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...