Founding Sales Development Representative (SDR)

About the role

You'll be the first SDR at Plain, helping shape how we work and communicate with our customers. Plain is redefining customer support for the next generation of B2B companies.

Responsibilities

• Identify and prospect into our ICP, primarily technical SaaS and AI companies (250+ employees) that are growing fast and have meaningful support complexity.
• Build and run outbound sequences across email, LinkedIn, and phone.
• Experiment constantly with messaging, timing, and persona targeting.
• Partner with AEs to ensure smooth handoff and use deal feedback to sharpen your approach upstream.
• Work alongside Demand Gen to coordinate on market signals.
• Monitor job postings, G2 reviews, product page visitors, and other intent triggers to turn them into personalized outreach.
• Use modern tooling to build targeted prospect lists and personalize outreach.
• Help define what "good" looks like: conversion benchmarks, messaging templates, and outreach cadences that become the foundation of our outbound motion.
• Bring your learnings back to the team.

Requirements

• Have 2+ years of SDR or BDR experience selling B2B SaaS, ideally into technical buyers (support, engineering, or ops personas).
• Be obsessive about personalization, don't send blasts, send messages people feel were written specifically for them.
• Be comfortable with AI tools like Claude Code and use them to move faster without losing quality.
• Be energized by working in a space where the playbook doesn't exist yet and you see ambiguity as an opportunity to build something that matters.
• Be curious about the product, the market, and the customers and want to understand why Plain wins, not just when.
• Want to be in office, building relationships with the AEs, and being sharp and plugged-in in the market.

Qualifications

• Not comfortable with ambiguity. We have real traction but are still early, this role will require you to figure things out as you go, not follow a well-documented process.
• Expect a high volume of warm leads handed to you. We're actively building the inbound engine, but outbound is yours to own.
• Not excited by the details. Thoughtful, targeted outreach is table stakes here. Spray-and-pray doesn't reflect how we think about customer relationships.
• Not interested in a defined career ladder before joining. There's a ton of growth opportunity here, including a path to AE, but right now we need someone who's motivated by building, not just advancing.

Skills

• Strong communication skills.
• Ability to build and execute effective outbound strategies.
• Experience with CRM tools and sales automation platforms.
• Proficiency in using AI tools for lead scoring and personalization.

Benefits

• Hybrid work schedule, 3 days a week in our SF office.
• Flexible start times to accommodate European colleagues.

Pay

Compensation Range: $100K