Sales Performance Coach Midwest

Job Type

Full-time

Description Sales Performance Coach Midwest Description Sales Performance Coach - Field-Based Coaching to Build Winning Sellers! Remote – Travel Required (Up to 70%) Are you passionate about helping others succeed and thrive in a fast-paced sales environment? As a Sales Performance Coach in our Midwest Region, you’ll play a key role in getting new sellers up to speed and helping experienced reps sharpen their skills. Through hands-on, in-field coaching, you’ll guide our sales teams to greater success, ensuring they have the tools and confidence to close deals and grow their careers.

This position is a remote, field-based coaching role. Applicants must be located in one of the following markets to be considered: Chicago, IL; Detroit, MI; Milwaukee WI; Minneapolis MN; Cleveland or Columbus OH. This role is all about impact—you’ll be working directly with sales reps and leaders to refine their approach, drive results, and level up our team. In doing so, you’ll directly support our mission of delivering effective marketing solutions that help small businesses grow and consumers save , making a real difference in local communities. If you love mentoring, thrive on collaboration, and enjoy being on the road, this is the perfect opportunity to take your coaching skills to the next level!

What You’ll Do: Coach & Develop Talent

• Deliver hands-on, in-field training to sales reps & leaders.
• Provide one-on-one coaching to new hires to accelerate their success.
• Take top reps to the next level with personalized coaching and expert insights.

Collaborate & Innovate

• Work closely with our Sales Training & Development Team to roll out game-changing strategies.
• Share real-time field insights to help shape future training programs.
• Bridge the gap between corporate strategy and local market execution.

Empower Sales Leaders

• Partner with senior sales leadership to create custom training plans for growth-focused markets.
• Equip sales managers with coaching tools & techniques to inspire and guide their teams.
• Mentor new managers to sharpen leadership skills and build winning teams.

Drive Sales Performance

• Lead by example—prospect, pitch, and close deals alongside sales reps.
• Share best practices for selling our direct mail and digital solutions.
• Host sales workshops, competitions, and role-playing sessions to boost engagement and results

Who You Are

• Sales Expert – You’ve thrived in a sales-driven environment, ideally in advertising, marketing, or local business solutions.
• People Motivator – You love coaching, training, and inspiring teams to succeed.
• Road Warrior – You’re ready to travel up to 70% across the U.S.
• Creative Problem-Solver – You can adapt your coaching style to fit different markets and personalities.
• Strong Communicator – You can command a room, deliver engaging training, and provide constructive feedback.

Why Join Us?

• A fast-growing company with a mission to help small businesses thrive.
• Competitive salary + performance-based bonuses—your impact is rewarded!
• Professional development opportunities to grow your career.
• Comprehensive benefits—health, dental, vision, and more!
• Innovative, people-first culture where your ideas matter.

What You’ll Bring

• 5+ years of sales experience (direct marketing, advertising, or similar industries preferred).
• 2+ years in a coaching, mentoring, or training role is preferred (bonus if field-based!).
• A strong track record of meeting or exceeding sales targets.
• Familiarity with CRM tools, sales training platforms, and analytics.
• A growth mindset—always looking to improve and help others do the same.
• A valid driver’s license & willingness to travel up to 70%.

Ready to Make an Impact? Let’s Talk! If you’re passionate about sales, coaching, and helping businesses grow , this is your chance to make a real difference . Apply today and join us in building a powerhouse sales team!