Founding Sales Development Representative (SDR)

HelplineSoftware.com is seeking a motivated B2B Sales Development Representative to join our remote team, focusing on cold calling U.S. businesses. We specialize in on-call software designed for hotlines, emergency lines, and after-hours support, ensuring urgent calls are routed to the right person based on who is on call. This role involves direct collaboration with the founder to refine targeting, messaging, and discovery processes, with opportunities for growth into broader outbound sales responsibilities. The position offers a competitive base salary ranging from $12,000 to $20,000 USD annually, with on-target earnings between $18,000 and $30,000+.

Key Responsibilities
- Conduct thorough research on target accounts and independently build calling lists tailored to potential clients.
- Spend the majority of your workday cold-calling carefully selected U.S. business prospects to generate interest and identify opportunities.
- Use discovery techniques to uncover genuine on-call routing challenges, qualify meetings, and eliminate unqualified leads.
- Continuously analyze and improve your cold-calling approach by reviewing calls, applying feedback, and adjusting targeting and messaging to optimize results.
- Maintain a strong understanding of buyer needs and troubleshoot issues within your calling funnel to enhance effectiveness in new markets.

Required Qualifications
- Minimum of 2 years of direct cold-calling experience with U.S. businesses; inbound support or B2C experience alone will not meet the requirement.
- Ability to thrive in unstructured environments by independently tracking and explaining your results, including targets met, qualified meetings held, and opportunities created.
- Clear and effective English communication skills, with strong listening abilities and the capacity to ask insightful follow-up questions.
- Highly organized and self-motivated, capable of working independently without the need for ongoing coaching or supervision.
- Availability to work full overlap with U.S. Central Time business hours (8:30 a.m. to 5 p.m. Central Time) reliably.

This role is ideal for someone who enjoys direct outreach, problem-solving, and taking ownership of their sales process in a fast-paced, remote setting. You will have the chance to work closely with leadership and contribute to the growth and refinement of our outbound sales strategy.