About Dayjob (YC P26)
Dayjob builds AI agents for short-haul trucking- a $45B industry where the most critical decisions still rely on human expertise. We’re about to hit $1M ARR, growing 20% month-on-month, fresh out of Y Combinator, and backed by investors including Paul Graham and Harry Stebbings. Our clients are some of the largest waste and recycling operators in the UK and US. Austin is our first U.S. office, and you’ll be among our very first hires here.
The Role
As our Founding Sales Development Representative, you’ll own building the U.S. pipeline from the ground up. Our buyers are waste fleet owners who value real industry insight and ignore anything that feels automated. This is not a 400-emails-a-day job. This is about deep research, strategic cold calling, in-person visits, trade show networking, and learning the industry so well that experienced operators want to hear what you have to say.
You’ll work side-by-side in Austin with George, our CEO - formerly Head of Sales at Otta and who launched Deliveroo’s grocery division (£100M GMV). You’ll join every meeting you book, travel to sites, and gradually take ownership of more of the sales cycle.
What You’ll Do
- Research and build your own outreach, using cold calls, email, and LinkedIn to connect with fleet owners and operations leads.
- Help shape the US target list and decide which prospects we pursue.
- Deeply learn the waste and trucking industry: depots, tips, roll-offs, and how better planning saves real money.
- Run meetings alongside George, joining every appointment you set.
- Represent Dayjob at industry events—prospect beforehand, book meetings on the floor, and manage follow-up.
- Feed market insights back into our messaging and qualification process to help write the US playbook.
Who You Are
- 1-2 years in B2B sales, ideally software.
- Energized by cold outreach and phone calls.
- Comfortable doing your own research and writing your own outreach.
- Motivated to own a number rather than run a sequence handed to you.
- Based in Austin or open to relocating.
- AI-native and excited about the transformative impact automation can have on industry.
- Experience in waste, logistics, or transport is a plus but not required; if you consistently book tough meetings, we want to talk.
What We Offer
- $55K–$75K base salary (depending on experience)
- $85K–$115K OTE
- Equity as one of our first 20 employees
- Health, dental, and vision coverage
- 21 days PTO, public holidays, and your birthday off
Interview Process
- 30 min intro call with George (CEO)
- 60 min session with George and our UK Head of Sales: mock discovery call (we act as the fleet owner), then a business interview
- 30 min closing chat with both founders
We aim to move from first call to decision within two weeks.
Skills Required
- 1–2 years of experience in B2B sales
- Experience with cold outreach and phone calls
- Ability to conduct independent prospect research and write personalized outreach
- Motivation to own a sales target or number
- Based in Austin, Texas, or willing to relocate
- AI-native and excited about automation’s impact on industry
- Software sales experience
- Experience in waste, logistics, or transportation
What We Do
Dayjob builds AI agents for short-haul trucking- a $45B industry where the most critical decisions still rely on human expertise. We’re about to hit $1M ARR, growing 20% month-on-month, fresh out of Y Combinator, and backed by investors including Paul Graham and Harry Stebbings. Our clients are some of the largest waste and recycling operators in the UK and US. Austin is our first U.S. office, and you’ll be among our very first hires here.
Why Work With Us
We work with some of the largest and most complicated operators in the USA but they are behind on technology adoption. You have the opportunity to completely transform a legacy industry.
