Dayjob - Founding Forward Deployed Engineer

Location: United Kingdom (on-site)

Company: Dayjob.AI

About Dayjob (YC P26)

DayJob builds AI agents for short-haul trucking - a $45bn market still run on spreadsheets, phone calls and software from the 1990s.

 

We've just completed Y Combinator, are scaling towards $1M ARR, growing ~20% month-on-month, and launching in the US. Our customers include some of the largest waste and recycling operators in the UK and US, and we're backed by leading investors including Paul Graham (Founder of Y Combinator) and Harry Stebbings (Founder of 20VC).

 

If you want to deploy AI inside real operations - and on the ground as we launch new customers - this is the role.

Founding Team

Fred & George met at the University of Oxford.

• George (CEO) was Head of Sales at Otta and launched Deliveroo’s Grocery division, scaling it to £100M GMV.

• Fred (CTO) builds products that optimise complex supply chains using AI and advanced analytics.

The Role: Forward Deployed Engineer

This is a rare opportunity to be our first FDE on the ground, sitting at the front line of every customer deployment.

You’ll work directly with the founders, the sales team, and our customers to get fleets live on Dayjob: integrating their existing systems, tuning the optimization model so plans hold up against reality, and feeding what you learn back into the product.

This is not a back-office engineering role - you’ll be where the software meets the operation, owning the technical success of our UK customers end-to-end.

What You’ll Work On

• Owning the optimisation model settings for our customers - speed factors, service times, depot and tip times, zones, vehicle types, and time-window constraints - and validating them against real GPS and job-completion data.

• Supporting sales by setting up and tuning the model for demos, trials, and proofs of concept, so prospects see plans that reflect how their fleet really runs.

• Integrating customers’ legacy ERP, job-management systems and vehicle telematics with Dayjob, on-site - mapping data, designing the flows, and building the connections.

• Acting as first-line technical support for your customers during go-live: triaging issues, diagnosing whether the problem is data, settings, or platform, and escalating cleanly to engineering.

• Gathering customer requirements and translating them into clear input for product and engineering.

• Writing SQL and building reports (e.g. in Metabase) on fleet performance, jobs-per-hour, utilisation, and plan quality.

Who You Are

We’re looking for a strong technical generalist who is happy being the person a customer relies on, in messy real-world environments.

You likely have:

• 3+ years in a technical, customer-facing role (forward deployed / solutions / integration / implementation engineering or similar).

• Strong SQL - you can write your own queries against a non-trivial schema and read the results critically.

• Experience integrating systems, ideally including legacy or ERP-style platforms with imperfect data (APIs, file-based pipelines, data mapping).

• Comfort working with messy operational data and edge-case-heavy workflows.

• Clear communication with non-technical operators, and a willingness to travel to US customer sites.

• An ownership mindset - you diagnose root causes, follow through, and keep customers unblocked.

Bonus If You’ve Worked On

• Contributing to a production codebase where it helps a deployment land.

• Internal tooling and back-office apps (e.g. Retool) - this role can grow into owning the customer-specific tooling we build.

• Logistics, fleet management, routing/VRP, or the waste and recycling sector.

• Optimisation- or scheduling-adjacent products, and a sense of what makes a plan good or bad.

What We Offer

• Competitive salary

• Meaningful equity

• 25 days holiday + your birthday off

• Moorgate office 4 days a week

• Learning & development budget

• A foundational role shaping how Dayjob scales

Application Process

• Intro call with the team (30 mins)

• Technical interview (60 mins)

• Final round (30 mins)

Want to be the person who turns our software into live operations across the US? We’d love to hear from you.

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Compensation: £75K – £110K • Offers Equity

• • £75K – £110K • Offers Equity

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