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Founding Sales Development Representative (SDR/BDR)

Lanesurf

Chicago, ILFull-time$160–170K/yrSeen 2mo agoStill listed 6 days ago

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At a glance

Compensation
$160–170K/yr
Location
Chicago, IL
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Lanesurf uses AI agents to automate freight booking, moving millions of loads daily. The company is scaling rapidly and seeks a Sales Development Representative to own top‑of‑funnel activities, making high‑volume cold calls, qualifying prospects, and feeding market insights to improve the sales pitch.

Skills & qualifications

RequiredNice to have

Skills

Cold CallingPhone CommunicationOutbound OutreachLead QualificationMarket Feedback

Benefits

Medical Insurance
Dental Insurance
Vision Insurance

Full job description

Overview Over a million loads move via trucks in the US every day and even in 2026 they are still booked through endless negotiations over calls and emails. Lanesurf solves this in minutes with an army of AI agents that find nearby empty trucks, call/email them in parallel, negotiate rates, and find the best-priced truck available. Here’s a live demo of our AI speaking to 96 trucks in real time and booking a shipment in 10 minutes. Why Now Live and ramping up with some of the largest logistics companies in the US that move freight for shippers like Nestlé, PepsiCo, Celsius, and Monster Energy. Inbound from Top 10 logistics providers in US and Europe.

Hit $Xmn ARR in six months. We know what's working.

Now we need to scale to 10,000 loads a day / $10mn ARR. To get there we need someone to own top of funnel. Cold calls, qualification, feeding the pipeline. Playbook is proven and you just need to run it. World-Class Team Our team has built and deployed enterprise AI systems for Fortune 500s at Booz & Co. and contributed to ML research with institutions like Caltech, Rice, Waterloo, and Monash. The team previously built a 10x faster inference system for compute-heavy ML workloads that was later adopted by the research arm of a Fortune 100 biopharma company. Investors Backed by General Catalyst, Y Combinator, and angels like Jawed Karim (founder of YouTube). What we’ll work on

  • Make a high volume of cold calls every day - this is primarily a phone role
  • Work a proven outreach playbook against a focused ICP
  • Book qualified meetings for the AEs and loop in on early calls
  • Feed back what you're hearing from the market to sharpen our pitch

You can be a great fit, if:

  • You feel genuinely energized by a full call block, not drained by it. • You move fast and don't overthink
  • You take rejection and get back on the phone
  • You care about your number
  • You want to be at a company that's early enough that your work actually matters

Compensation

  • This role includes: • 160K - 170K OTE
  • Meaningful equity
  • Medical, dental, and vision insurance
  • Free DoorDash vouchers for everyday meals

How this job compares

Set against the 743 open Sales Development Representative jobs on Olive Jobs, counted October 27, 2026.

Pay
  • This posting$160–170K/yr
  • Illinois median$60–63K/yr28 salary ranges
  • US median$60–75K/yr527 salary ranges

This range's midpoint, $165K, is 164% above the Illinois median midpoint ($63K) — in the top quarter of Sales Development Representative salary ranges in Illinois.

Openings
Olive Jobs lists 32 open Sales Development Representative jobs in Illinois and 743 across the US. 9% of them nationwide are listed as remote or flexible.
Hiring the most in Illinois
Experience
This posting asks for at least 1 year of experience; Sales Development Representative postings that state a minimum ask for 1 year at the median (406 postings).
Education
109 of the 743 open Sales Development Representative jobs (15%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on October 27, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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