[Remote] Associate Director, Direct Field Sales

Note: The job is a remote job and is open to candidates in USA. CWA Merchant Services is on a mission to revolutionize payment solutions for local businesses. The Associate Director, Direct Field Sales role involves leading a team of Field Sales Professionals while also maintaining an active sales pipeline, focusing on selling their SaaS platform and payment solutions.

Responsibilities

• Lead & Mentor: Directly manage and motivate a team of Field Sales Professionals, providing coaching, guidance, and strategic direction to help them achieve their sales targets
• Sales Enablement: Conduct regular 1:1s, ride-alongs, and team training sessions on sales process, product knowledge, and consultative selling techniques
• Performance Management: Monitor team activity and pipeline health, providing constructive feedback and implementing strategies to improve performance
• Recruiting: Assist in the interview and onboarding process for new members of your growing team
• Full Sales Cycle Ownership: Put together your ultimate playlist of local businesses and guide them through the entire sales cycle—first call to final high-five. Bonus points if you’re a lead-generation wizard
• Network Building: Forge rock-solid partnerships with local POS dealers, web designers, and BNI folks to build an unstoppable referral network
• Consultative Demos: Perform demos so dazzling, prospects will feel like they’re front-row at a magic show
• Cross-Functional Collaboration: Team up with our awesome colleagues across North to make sure your promises turn into real results

Skills

• Proven Sales Performance: Demonstrated success in a high-volume, full-cycle sales role, preferably with experience in SaaS, Software, or Payment Processing
• Emerging Leadership: A strong desire to step into a leadership role, with a natural ability to coach, mentor, and motivate others
• Operational Excellence: Strong organizational, presentation, and communication skills, with experience using CRM
• Agile & Resourceful: Thrives in a fast-paced, startup vibe. A self-starter who can pivot on a dime and still shine brighter than the Vegas strip
• Territory Experience: Cold-calling and local canvassing experience is a significant plus
• You're at least 18, have a valid driver's license, and must live in the area of your remote field sales territory

Benefits

• Uncapped weekly commissions
• Residuals for the life of your accounts
• A slice of portfolio equity
• Compensation includes an additional component for the coaching/team leadership responsibilities.
• W2 Status with medical, dental, life, and disability insurance.
• 401(k) with matching and comprehensive benefits package.
• Career Growth: This role is the formal pathway into Sales Leadership, with opportunities to grow into Director and beyond within Sales Leadership, Business Development, or Revenue Operations.

Company Overview