Senior Director of Sales

Encore Funding is a specialty finance business in Cleveland, OH that focuses on funding, back office, and strategic services for entrepreneurs in the staffing spaces. We are a fast paced, growing business that is looking for individuals to join the team and help build an incredible company. We are a leader in the specialty finance space and offer an exciting opportunity to join a growing and thriving organization.

Encore culture consists of:

• Growth opportunities, and upward mobility
• Modern office setting
• Challenging and rewarding work
• A highly motivating team environment

Encore Funding is looking for a Director of Sales who is aggressive, driven, and ready to lead a high-performing outbound sales organization from the ground up. You will lead from the front, set the standard for execution, and create a culture that wins. This is a true builder role. You will carry a quota early, architect the system, recruit a top-tier team, and scale a revenue engine that consistently delivers.

If you want a leadership role where others do the work, this is not it. If you want a high-impact seat where your output shapes the future of the company, keep reading.

• Design and implement the full outbound sales motion, including playbooks, KPIs, sequences, and reporting.
• Establish and enforce a performance culture grounded in activity, skill, and accountability.
• Drive continuous experimentation, testing, and optimization across channels.

• Carry a quota in the early stage to set the tone and establish best practices.
• Step into key deals, run advanced discovery, and close from the front.
• Demonstrate high-output execution so the team has a model to follow.

• Hire competitive, hungry BDMs with the skill and drive to win.
• Train, coach, and hold reps accountable to real standards.
• Create a team environment where performers thrive and underperformance is addressed quickly.

• Own team quota, pipeline quality, and forecasting accuracy.
• Ensure disciplined CRM hygiene and a tight operating cadence.
• Oversee the structuring and qualification of deals to align with underwriting.

• Work with marketing on messaging, campaigns, and lead generation strategy.
• Partner with credit, underwriting, and operations to accelerate deal cycle times.
• Use field intelligence to influence product strategy and target selection.

• 7 to 15 years of B2B sales experience with a track record of hunting and closing.
• Proven experience building or scaling an outbound sales engine.
• Strong understanding of lending, underwriting, cash-flow cycles, or financial services.
• A competitive, hungry mindset with the discipline to operate consistently.
• Comfortable selling to CEOs, founders, and CFOs.
• Ability to recruit, coach, and develop top-tier sales talent.
• Data-driven thinking combined with sharp instincts and strong communication skills.

• A predictable, consistent outbound pipeline.
• A sales team that operates with urgency and precision.
• Quota attainment across all reps, not just the top producer.
• Accurate, transparent forecasting and clean CRM data.
• Faster deal cycle times through strong underwriting alignment.
• Meaningful growth in funded volume and revenue.