Field Sales Coach (Waukegan)

Quill is a valuable part of the Staples family of brands. Since 1956, Quill has held its position as a leader in office supplies.

Acquired by Staples in 1998, Quill delivers the essential services, solutions, and award-winning customer support to help our customers and our people thrive. When you partner with Quill, as a customer or as an associate, every workday is more rewarding.

From paper, ink & toner, to technology and custom print, we deliver the right products at the right value, plus an unmatched assortment of over 900 instant rewards available with every order.

Quill is seeking a passionate and experienced Field Sales Coach to join our team! You will play a crucial part in driving mid-market and key account growth by designing and delivering impactful onboarding, training, and coaching programs for our internal and third-party field sales teams. You will partner closely with Sales Leadership and cross-functional teams, along with influencing product development including AI powered resources.

This position is ideal for someone who thrives on empowering others, fostering collaboration, and bringing innovative ideas to life. If you are skilled in upskilling sellers, driving their performance and aligning training with business goals, we want to hear from you!

This position will require travel 1 time per month (may be for several days) and ability to work onsite at our Lincolnshire, IL location at least 4 days / week if not traveling.

What youll be doing :

• Design and deliver structured onboarding programs for third-party feet on the street (FOTS) sales representatives.
• Lead onboarding and ongoing training for internal field sales reps, focusing on acquiring mid-market and key accounts.
• Train field sales teams on CRM, quoting tools, digital platforms, and other essential technologies.
• Facilitate call coaching sessions with actionable feedback to improve conversion, upselling, and closing skills.
• Partner with Sales Leadership to define success benchmarks and equip reps to meet their KPIs.
• Develop field-ready playbooks, pitch decks, and objection-handling guides tailored to customer segments.
• Drive alignment between training content and real-world field execution through continuous feedback loops.
• Collaborate with Merchandising, Marketing, and Sales Operations to ensure messaging, tools, and systems are integrated into training.
• Analyze performance data to identify knowledge gaps and deliver targeted refresher or upskilling sessions.
• Support territory ramp-up plans by tailoring onboarding journeys based on market and representative experience.
• Actively participate in ride-alongs, shadowing, and sales calls to observe and enhance seller performance.
• Provide sales rep feedback to improve UX related to digital tool enhancements and usability.
• Host regular workshops, virtual sessions, and field huddles to drive continuous learning and collaboration.
• Support wider Coaching and L&D for Business-wide training or program rollouts.
• Travel required : 1 visit per month to a Field Sales territory for FOTS campaign launch and onboarding, with flexibility for additional travel as business needs dictate.

What you bring to the table :

Whats needed- Basic Qualifications

Whats needed - Preferred Qualifications :

We Offer :

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At Staples, inclusion is an action word. It represents what we do to ensure that all employees feel valued and supported to contribute to their fullest potential. When we operate inclusively, diversity naturally follows. This is why we work hard to foster an inclusive culture, as we seek employees with unique and varied perspectives and areas of expertise. The result is a better workplace and innovative thinking that helps us exceed our customers expectations through the power of the people behind our iconic brand. Staples is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, protected veteran status, disability, or any other basis protected by federal, state, or local law.