Sales Development Representative – Mileage Tracker

Overview

is the largest car services marketplace in the United States, serving millions of drivers and thousands of businesses nationwide. In addition to our consumer marketplace, we build SaaS products that help operators, fleets, and businesses modernize how they manage vehicles, expenses, and operations.

Our Mileage Tracker product helps businesses accurately track mileage for reimbursements, tax compliance, and operational efficiency. It’s a focused, easy-to-sell solution with clear ROI and a large addressable market.

We are hiring an in-office Sales Development Representative (SDR) to support outbound sales for our Mileage Tracker product. This role is responsible for generating pipeline by prospecting, qualifying, and booking meetings with small and mid-sized businesses that manage vehicles or reimburse employee mileage. This is a high-activity, outbound role ideal for someone looking to build strong SaaS sales fundamentals in a structured, in-office environment.

• Conduct outbound prospecting via phone, email, and CRM workflows
• Target business owners, operations leaders, finance managers, and fleet managers
• Qualify prospects based on use case, size, and readiness
• Clearly articulate the value of Way’s Mileage Tracker (accuracy, compliance, cost savings)
• Book qualified meetings and demos for Account Executives
• Maintain accurate activity and pipeline notes in CRM
• Meet or exceed weekly activity and meeting targets
• Collaborate closely with AEs and sales leadership

• 0–2 years of SDR, BDR, or outbound sales experience
• Strong verbal communication and professional phone presence
• Comfortable with cold calling and high-volume outreach
• Coachable, competitive, and metrics-driven
• Willing to work full-time in-office in Fremont
• Prior SaaS or SMB sales experience is a plus, but not required

• Competitive base salary plus commission
• Uncapped variable tied to meetings and pipeline created
• Clear promotion path to Account Executive or senior SDR roles
• Ongoing sales training, talk tracks, and coaching
• In-office team environment with direct mentorship

• Sell a simple, high-ROI product with a clear value proposition
• Learn real outbound SaaS sales skills
• Work closely with experienced sales leadership
• Be part of a growing product with national reach
• Build a strong foundation for a long-term sales career