Overview

Mediacom OSL Area Sales Manager Milton, FL

At OSL, we're not just selling products, we're building careers. As a people-first organization, we partner with some of North America's most recognizable brands to deliver exceptional customer experiences and drive results. Our award-winning culture, commitment to growth, and entrepreneurial spirit set us apart.

We are looking for a driven, inspirational, and results-oriented Area Sales Manager to lead our Mediacom residential door-to-door sales team in Columbia, Missouri. This is a high-impact, hands-on leadership role for an experienced sales professional who thrives in the field, enjoys developing people, and knows what it takes to build a successful door-to-door sales team.

This is not a behind-the-desk leadership position. We are looking for someone who is passionate about coaching representatives in the field, driving neighborhood canvassing efforts, developing strong prospecting skills, and motivating a team to consistently exceed sales goals.

Reporting to the Director of Sales, you will be responsible for daily door-to-door field execution, territory management, team development, residential customer acquisition, and overall business performance across your assigned territory.

Why Join OSL?

Unlimited Earning Potential

• Competitive base salary of $65,000, plus bonus

• Performance-based bonus and incentive opportunities

• National contests, recognition programs, and rewards

Career Growth

• Dedicated leadership support and development opportunities

• Clear pathways for advancement into senior leadership and corporate roles

• Access to mentorship and ongoing professional development

Exceptional Culture

• Award-winning workplace recognized for employee engagement and growth

• Inclusive and supportive team environment

• A culture built on accountability, integrity, and collaboration

Comprehensive Benefits

• Health and dental coverage

• Paid training and leadership development

• Employee discounts

• Vacation and wellness programs (where applicable)

What You'll Do

As a Mediacom OSL Area Sales Manager, you will lead a team of 10–15+ Direct Sales Representatives responsible for introducing residential customers to Mediacom internet services through face-to-face, door-to-door selling within assigned neighborhoods and territories.

You will be actively involved in daily field operations, working alongside your team to drive neighborhood canvassing, coach effective door approaches, strengthen objection-handling and closing techniques, and maximize residential customer acquisition.

You will be responsible for driving sales performance, developing talent, managing territory execution, and building a high-performing door-to-door sales team.

Responsibilities

• Lead, coach, and motivate a team of 10–15+ residential door-to-door Direct Sales Representatives.

• Drive performance against key sales metrics, including revenue, customer acquisitions, doors approached, customer conversations, appointments, close rates, territory penetration, and quality standards.

• Maintain an active field presence, conducting regular field coaching, ride-alongs where applicable, and performance reviews to develop team capability.

• Coach representatives on effective door approaches, prospecting, building customer relationships, overcoming objections, presenting internet service solutions, and closing sales.

• Recruit, interview, hire, onboard, and train new door-to-door sales representatives.

• Deliver daily sales huddles, team meetings, and recognition programs that reinforce sales goals, accountability, and a high-performance culture.

• Monitor daily canvassing activity, sales productivity, and pipeline performance to ensure achievement of business objectives.

• Manage schedules, attendance, timekeeping, payroll inputs, and partner with Human Resources on employee relations, performance management, corrective action, and policy-related matters.

• Analyze individual and team sales performance, identify opportunities for improvement, and implement targeted coaching and action plans.

• Provide market intelligence regarding competitors, pricing, customer feedback, neighborhood opportunities, and territory performance.

• Develop and manage daily territory plans, neighborhood canvassing routes, staffing assignments, and market-coverage strategies to maximize residential customer acquisition.

• Ensure representatives are consistently prospecting, engaging potential customers, and maximizing sales opportunities within assigned residential territories.

• Partner closely with internal stakeholders to ensure successful program execution and customer experience standards.

• Ensure compliance with company policies, operational standards, approved door-to-door sales practices, and applicable solicitation regulations.

• Lead by example through active field presence, hands-on coaching, and visible leadership.

What We're Looking For

• 3+ years of experience leading sales teams in a field, retail, direct sales, telecommunications, door-to-door sales, or customer acquisition environment.

• Must be 18 years of age or older and possess a high school diploma or equivalent (GED).

• Proven track record of achieving and exceeding sales targets through effective people leadership and field execution.

• Strong coaching, communication, and team-building skills, with the ability to motivate representatives in a fast-paced, performance-driven environment.

• Demonstrated experience recruiting, developing, and retaining high-performing sales talent.

• Results-driven mindset with strong business acumen, resilience, and accountability for outcomes.

• Ability to analyze sales performance, monitor daily field activity, and translate insights into actionable improvement plans.

• Strong organizational, territory planning, and time management skills.

• Self-motivated with the ability to operate independently while maintaining a strong daily presence in the field.

• Experience in telecommunications, direct sales, door-to-door sales, residential canvassing, or residential customer acquisition strongly preferred.

• Understanding of door-to-door prospecting, objection handling, closing techniques, and territory management preferred.

• Basic proficiency with home internet services, telecommunications products, and service plans.

• Post-secondary education in business, sales, or a related field is considered an asset.

• Valid driver's license and reliable transportation required.

• Willingness to travel throughout a broad geographic territory.

• Ability to work outdoors, walk residential neighborhoods, and support field teams in various weather conditions.

• Must be legally authorized to work in the United States.

The OSL Difference

At OSL, we believe great leaders create great teams. We invest in our people through leadership development, coaching, recognition, and career growth opportunities designed to help every employee reach their full potential.

Our Area Sales Managers play a critical role in shaping the employee experience, driving residential customer acquisition, and developing the next generation of door-to-door sales leaders. Through hands-on field leadership, effective coaching, and strong territory execution, you'll have the opportunity to make a direct impact on the success of the Mediacom program.

Whether your goal is to grow into senior leadership, maximize your earning potential, or build a long-term career with a best-in-class organization, OSL provides the tools, training, and support to help you succeed.

Apply today and build your future with OSL.