Associate Director, Direct Field Sales

North

Sales leader transitioning into management while building own sales pipeline. Leading field sales professionals at a payments company offering SaaS and merchant services.

Posted 5/22/2026full-timeRemote • California • 🇺🇸 United StatesSenior💰 $120,000 - $150,000 per yearWebsite

About the role

Key responsibilities & impact

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.
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.

Requirements

What you’ll need

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.
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

Comp & perks

W2 Status with medical, dental, life, and disability insurance.
401(k) with matching and comprehensive benefits package.
Top earning potential: Sky-high weekly commissions, residuals for the life of your accounts, and a slice of portfolio equity.
Career Growth: Opportunities to grow into Director and beyond within Sales Leadership, Business Development, or Revenue Operations.

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

sales processproduct knowledgeconsultative selling techniquesfull-cycle salescold-callinglocal canvassing

Soft Skills

leadershipcoachingmentoringmotivationorganizational skillspresentation skillscommunication skillsresourcefulness