Sales Development Representative, Overtime

This is a fully remote position, open to applicants in Florida.

📋 Description

• Conduct high-volume, high-quality outbound prospecting targeting collections agencies, debt buyers, and legal collections firms through phone, email, and LinkedIn.

• Quickly engage with inbound leads generated from events, conferences, and demand generation campaigns with urgency and focus.

• Assess prospects against our Ideal Customer Profile (ICP) and provide senior sellers with comprehensive opportunity details — beyond just a name and a calendar link.

• Understand and take ownership of the Overtime value proposition; communicate it effectively in cold conversations without relying on scripts.

• Utilize sequencing and sales tools for organization and enhanced outreach — prioritize your voice over your inbox.

• Keep accurate and organized activity and pipeline data within the CRM.

• Represent Overtime at industry events and conferences as needed.

• Collaborate with the Head of Sales to refine messaging, enhance target lists, and boost conversion rates at every stage of the sales funnel.

⛳️ Requirements

• 1–3 years of experience as an outbound SDR, BDR, or in inside sales — you've successfully managed a quota.

• Comfortable and confident making phone calls; you embrace cold calling rather than avoid it.

• Strong verbal communication skills — you can simplify complex products and handle objections independently.

• A strong desire to learn and be coached is valued more than prior experience; we prioritize drive and adaptability over industry background.

• Organized and accountable — you track your metrics and take responsibility for your results.

• Familiar with outbound sales tools (sequencers, CRM, dialers) and use them to enhance efficiency, not as a means to evade work.

• A genuine interest in AI and its impact on business processes.

• Preferred: experience selling in collections, accounts receivable management (ARM), fintech, or regulated industries.

🏝️ Benefits

• Ground floor opportunity: you will be among the first SDRs at a company that is developing category-defining technology.

• Visibility: you will collaborate directly with senior leadership — the Head of Sales and CEO — rather than being lost in a large team of 30 representatives.

• Growth potential: top-performing SDRs will have a clear path to Account Executive roles as we expand.

• Momentum: we are well-backed, actively selling, and progressing rapidly.