Founding AE - DataTech (YC-Backed)

Jagger; Toronto; On-site; CAD 80,000 - 120,000; Full time

Job summary

A YC-backed seed-stage startup is looking for a Founding Account Executive (Outbound) in Toronto. This critical role involves owning the sales cycle and targeting mid-market and enterprise clients, emphasizing significant outbound efforts. Ideal candidates will have substantial B2B SaaS experience and thrive in dynamic environments.

Qualifications

• 3+ years of Account Executive experience, including 1+ in enterprise.
• B2B SaaS sales experience, preferably involving APIs or technical products.
• Previous startup experience.
• Based in Toronto, available in-office 4x/week.

Responsibilities

• Own the full sales cycle—prospecting to close.
• Target mid-market and enterprise companies in various industries.
• Thrive in high-growth startup environments.

Skills

Prospecting

Outbound Strategy

Communication

Pipeline Management

Education

Background in computer science, engineering, or technical field

Job description

Job Title: Founding Account Executive (Outbound)

About the Company:

We’re supporting a YC-backed seed-stage startup with a multi-Trillion dollar TAM. After growing 15x post-accelerator without a single sales hire, they’re ready to bring on their first two AEs to take their go-to-market to the next level.

Your Role:

You’ll own the full sales cycle—prospecting to close—targeting mid-market and enterprise companies in industries like insurance, logistics, and fintech. This role is 90% outbound and ideal for someone who thrives in early-stage, high-growth environments and wants to play a critical role in building out the sales function.

Qualifications:

-3+ years of AE experience, including 1+ in enterprise

-B2B SaaS sales experience, preferably involving APIs or technical products

-Confident prospecting and running outbound strategy

-Strong communication and pipeline management skills

-Previous startup experience

-Based in Toronto and available to be in-office 4x/week

Nice to Have:

-Background in computer science, engineering, or technical field

-Experience selling into insurance or financial services

If this sounds like you, apply now!

For any inquiries/questions feel free to reach out to Harrison Grant @ Jagger directly.

Please note – only qualified applicants will be contacted.