Outbound Sales Development Manager

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

📋 Description

• Lead and expand a team of 8–10 outbound SDRs to ensure consistent pipeline generation.

• Formulate and implement an outbound strategy that aligns with the company's growth objectives.

• Mentor SDRs on the fundamentals of prospecting, effective messaging, handling objections, multi-threading, authority mapping, and advancing through stages from booked meetings to Sales Qualified Opportunities (SQO).

• Hold the team accountable for daily activities, adherence to quality standards, and achievement of conversion metrics.

• Identify bottlenecks within the sales funnel and execute actionable improvement strategies.

• Collaborate cross-functionally with Sales, Marketing, and RevOps to enhance overall performance.

• Report team performance, pipeline health, and strategic insights to Senior Leadership.

• Foster a culture of ownership, resilience, and continuous improvement.

• Drive reliable outbound pipeline generation and enhance conversion rates at each funnel stage.

• Ensure transparency and trust in reporting and forecasting processes.

⛳️ Requirements

• Proven track record of scaling teams of 8–10 outbound SDRs.

• Demonstrated success in achieving consistent results across a team.

• High expectations for performance and accountability.

• Previous experience as an SDR or Account Executive is preferred.

• In-depth knowledge of outbound selling principles.

• Ability to coach based on practical experience rather than theory.

• Exceptional skills in coaching outbound prospecting techniques.

• Strong understanding of the entire funnel stage progression.

• Knowledge of enhancing conversion rates from meetings to SQOs and into the pipeline.

• Comfortable presenting business outcomes and strategic initiatives to Senior Leadership.

• Proficient in data-driven storytelling and effective communication.

• History of making informed decisions in fast-paced environments.

• Capable of quickly diagnosing issues and developing structured action plans.

• Ability to balance immediate needs with long-term team development.

• Minimum of 2 years of sales leadership experience, including managing a team of 6 or more SDRs.

• At least 2 years of full sales cycle experience with a proven record in a quota-carrying role within the Mid-Market or Enterprise sectors.

• Demonstrated history of operational excellence and team development.

• Familiarity with coaching methodologies and techniques to enhance performance and growth.

• Eagerness to build, along with the scrappiness and agility necessary to scale an already strong SDR team.

• Willingness to travel to Fleetio HQ for quarterly meetings.

🏝️ Benefits

• Multiple health and dental coverage options (100% coverage for employee, 50% for family).

• Vision insurance.

• Incentive stock options.

• 401(k) matching at 4%.

• Paid time off - 4 weeks (increases after the second year!).

• 12 company holidays plus 2 floating holidays.

• Parental leave - 16 weeks paid for birthing parents, 4 weeks paid for non-birthing parents.

• Flexible Spending Account (FSA) and Health Savings Account (HSA) options.

• Short and long-term disability insurance (short-term fully paid).

• Community service funds.

• Professional development funds.

• Wellbeing fund - $150 quarterly.

• Business expense stipend - $125 quarterly.

• Mac laptop and new hire equipment stipend.

• Fully stocked kitchen with a variety of drinks and snacks (BHM only).

• Remote work-friendly environment since 2012.