Founding SDR (AI support automation startup)

Jack; San Mateo (CA); On-site; USD 85,000 - 100,000; Full time

Job summary

Jack in San Mateo is hiring a Founding SDR to build outbound motion from scratch for a seed-stage AI startup. You’ll sell to technically savvy buyers, work directly with founders, and advance from SDR to AE as the team scales.

You’ll own multi-channel outreach, book 15 qualified meetings per month, and directly engage Heads of Support and Engineering at data infra, AI/ML infra, and cybersecurity companies.

Qualifications

• Sales experience at a technical company selling to technical buyers.
• 18+ months in your most recent role.
• Experience across more than one outbound channel: events, personalized email at volume, cold calling.
• Ambition to grow into sales leadership or CRO, not just quota carrying.
• Opinions and willingness to push back when something isn't working.
• Excitement about joining a small team and the organized chaos that comes with it.

Responsibilities

• Outbound end to end. Pick your spike (events, high-volume email or both) and book 15 qualified meetings held per month.
• Prospecting Heads of Support and Engineering at SaaS companies in data infra, AI/ML infra, cybersecurity and similar technical spaces.
• Moving deals through a first meeting, a 2 to 4 week pilot and a 2 to 3 month close.
• Sitting with the engineering team 5 days a week so you can sell credibly to engineers.
• Building the outbound playbooks the sales team will scale on.
• Working directly with the founders on messaging, targets and what you're hearing from the market.

Skills

Technical sales

Outbound prospecting

Multi-channel outreach

Job description

We're recruiting a Founding SDR for a seed-stage AI startup in San Mateo. They build AI agents that take customer issues at complex SaaS companies from ticket to fix, working inside the customer's own code, logs and internal systems. They raised a $4M seed co-led by top-tier VCs and already have well-known AI and SaaS customers.

This is one of the first sales hires. You'd build the outbound motion from scratch alongside founder-led sales, selling to a very technical audience: Heads of Support and Heads of Engineering. There's a clear, fast path to AE, and the founders want future sales leaders, not just quota carriers.

What you'd own:

• Outbound end to end. Pick your spike (events, high-volume email or both) and book 15 qualified meetings held per month
• Prospecting Heads of Support and Engineering at SaaS companies in data infra, AI/ML infra, cybersecurity and similar technical spaces
• Moving deals through a first meeting, a 2 to 4 week pilot and a 2 to 3 month close
• Sitting with the engineering team 5 days a week so you can sell credibly to engineers
• Building the outbound playbooks the sales team will scale on
• Working directly with the founders on messaging, targets and what you're hearing from the market

You're probably a fit if you have:

• Sales experience at a technical company selling to technical buyers (data infra, AI/ML infra, cybersecurity or similarly complex products)
• 18+ months in your most recent role
• Experience across more than one outbound channel: events, personalized email at volume, cold calling
• Big ambition. You want to grow into sales leadership or CRO, not just reach AE
• Opinions, and you'll push back when something isn't working
• Real excitement about joining a 5-person team and the organized chaos that comes with it

Who this isn't for:

• Anyone who has only sold to non-technical buyers. Customers give the product source code access, so credibility with engineers matters a lot here.
• Anyone with less than 18 months in your current role. This is a hard requirement.
• Anyone who can't be in person in San Mateo 5 days a week

Pay: $85K to $100K base plus $35K to $40K variable, for $120K to $140K OTE. Uncapped, with accelerators above quota.