Outbound Sdr

This role is for someone who has already spent time doing serious outbound work - identifying the right accounts, crafting strong messaging, engaging senior stakeholders, and moving cold conversations toward demo calls in a B2B SaaS environment.

Because of the market we operate in, outbound at Mile is precise and intentional. Our TAM is focused, our buyers are senior, and our sales cycles are longer, which means good judgment, strong communication, and clarity of thinking matter more than volume.

What you'll do

• Own outbound demand generation end-to-end
• Work with a refined enterprise ICP, not large unqualified lists
• Identify and prioritize the right accounts and stakeholders
• Craft sharp, thoughtful outbound messaging across email, LinkedIn, and other channels
• Engage and nurture cold accounts until there is clear commercial intent
• Show up on conversations and calls with prospects when needed
• Get qualified prospects to show up for demo calls
• Hand off qualified opportunities to sales
• Own your targets, pipeline contribution, and outcomes independently

This is an execution-heavy, thinking-heavy role - not an activity-driven one.

What we're looking for

• 2–4 years of overall experience
• Strong copy and written communication skills (Outbound lives and dies on messaging quality)
• Ability to understand complex, technical products and markets
• Comfort selling into businesses with longer sales cycles
• Strong verbal communication, comfortable showing up on calls with prospects
• Uses AI as a co-worker

Your most recent year of experience should closely match this role, meaning:

• You’ve worked primarily on cold outbound
• You’ve taken cold accounts to demo calls
• Ideally in an enterprise or mid-market SaaS context

What this role is(and isn't)

• This is an individual contributor role, not a manager or team lead position
• You’ll have autonomy and responsibility, not micromanagement
• Outbound here is about precision and relevance, not volume
• You’ll be trusted to experiment, learn, and improve your approach over time
• Attention to detail matters in this role. As a quick check that you've read the JD, one of the application questions asks you to enter a random number, the number to enter is 7.