Senior Software Engineer

FleetWorks Technology; Chicago (IL); On-site; USD 100,000 - 130,000; Full time

Benefits offered by this job

Top tier cash and equity compensation

Competitive medical, dental, and vision benefits

Fully covered lunches and dinners

Opportunities for rapid learning and growth

Job summary

FleetWorks Technology in Chicago is seeking an early engineer to lead end-to-end feature development, shaping the future of freight booking solutions. You will collaborate directly with founders and engineers, tackling challenging problems in a fast-paced setting.

The ideal candidate has over 4 years of software development experience, preferably with customer-facing products, and familiarity with TypeScript. Join us for top-tier compensation and a learning-focused culture.

Qualifications

• At least 4 years of professional full-time software development experience.
• Experience working on customer-facing products.
• Ability to learn and work with TypeScript quickly.

Responsibilities

• Own the development of features, collaborating with a high-ownership team.
• Make product and technical decisions to shape FleetWorks' future.
• Ship new features daily.

Skills

End-to-end feature development

TypeScript

Problem-solving

Empathy

Job description

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that.

We’re building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace. Our agents replace the endless phone calls, texts, and emails and match truckers who want to get paid with loads that need to be moved.

We have a small, high-agency team working out of our offices in SF and Chicago. As an early engineer, you will be a true owner of your work, developing features end to end, interacting directly with our customers, and shaping our culture.

Learn about our series A here!

What you'll do

• Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers

• Make product and technical decisions that will shape the future of FleetWorks

• Ship new work every day

• Learn from others and teach those around you

What we look for

• Professional experience owning end-to-end feature development on customer‑facing products

• At least 4 years of professional full‑time software development, including at least one 2 years or more at one company (or a company and its acquirer)

• Comfort working in our stack or picking it up quickly—we use TypeScript across the stack

• A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started

• Empathy for your users and your colleagues

How we'll get to know each other

• Quick call with Megan, our Talent lead, for you to share your goals and motivations, what you’ve worked on that you’re proud of and to figure out together how that might fit in with what we’re working on at FleetWorks

• 45‑min live‑coding interview with an engineer who you'll work with if you join, so that we can get to know how you think about technical challenges

• Paid onsite work trial so that we can get to know how you work and you can get to know us

• Well talk with your references to help us understand how to best support your development at work—we might do this after you've signed your offer

• Transparent offer process that clearly outlines how we came to the compensation package we’re offering, including the current and potential value of your equity

What we offer

• Top tier cash and equity compensation—we aim to be above 75th %ile for companies who have raised a similar amount of cash

• Competitive medical, dental, and vision benefits

• Fully covered lunches and dinners

• The opportunity to learn quickly, grow fast, and be rewarded for your contributions