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Remote Sales Coach Jobs in Madison, WI (NOW HIRING)

S.-based and fully remote, supporting Wisconsin, Minnesota, Kansas, and the Dakotas . In this role ... Maintain accurate and timely opportunity funnel and customer data in SFDC with coaching as needed.

Sales Manager

Madison, WI ยท On-site +1

Remote position. Territory includes MN, IA, SD, ND, NE, WI, KS About the Role: In this opportunity as Manager, Sales you will: * Provide coaching and development opportunities to account executive to ...

This is a remote position, also referred to as virtual or work from home. Job Information The ... Provide coaching and support to new and existing sales specialists, facilitating their development ...

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Remote Sales Coach information

See Madison, WI salary details

$39.8K

$59K

$85.1K

How much do remote sales coach jobs pay per year?

As of Aug 30, 2026, the average yearly pay for remote sales coach in Madison, WI is $59,050.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,900.00 and $70,500.00 per year, depending on experience, location, and employer.

What is a remote sales coach?

A Remote Sales Coach is a professional who provides sales training, guidance, and support to sales teams or individuals from a remote location, rather than in-person. Their main role is to help improve sales skills, develop effective selling strategies, and boost overall sales performance through virtual coaching sessions, feedback, and performance analysis. Remote Sales Coaches use various digital tools to connect with clients, making their services accessible regardless of geographic location.

How does a remote sales coach typically structure their day to support multiple sales teams effectively?

A Remote Sales Coach often divides their day between one-on-one coaching sessions, group training webinars, and reviewing sales performance metrics. They use virtual tools to observe sales calls, provide real-time feedback, and share best practices. Regular communication with sales managers ensures that coaching aligns with team goals, while flexibility is key to accommodating different time zones and team schedules. This structure allows them to maintain strong relationships and drive performance improvements across distributed teams.

What are the key skills and qualifications needed to thrive as a remote sales coach, and why are they important?

To thrive as a Remote Sales Coach, you need a strong background in sales techniques, coaching methodologies, and often prior experience in sales leadership or training roles. Familiarity with virtual communication platforms, CRM systems like Salesforce, and relevant sales coaching certifications are commonly required. Exceptional interpersonal skills, active listening, and the ability to motivate and inspire sales professionals are vital soft skills for this role. These competencies are crucial for effectively developing remote sales teams, driving performance, and achieving organizational sales goals.

What is the difference between Remote Sales Coach vs Remote Sales Trainer?

AspectRemote Sales CoachRemote Sales Trainer
Primary FocusGuiding and developing individual sales reps' skills and performanceDelivering training programs and workshops to groups or individuals
CredentialsSales experience, coaching certifications often preferredTraining certifications, sales background beneficial
Work EnvironmentOne-on-one coaching sessions, remote or in-personOnline training sessions, workshops, or seminars
Employer UsageSales organizations, startups, B2B companiesCorporate training firms, sales departments, educational institutions

While both roles focus on improving sales performance, a Remote Sales Coach works closely with individual reps to enhance their skills through personalized coaching. In contrast, a Remote Sales Trainer develops and delivers training programs to groups, focusing on broader skill development. Understanding these differences helps job seekers find the right role aligned with their skills and career goals.

What are popular job titles related to Remote Sales Coach jobs in Madison, WI?

For Remote Sales Coach jobs in Madison, WI, the most frequently searched job titles are:

What cities near Madison, WI are hiring for Remote Sales Coach jobs?

Cities near Madison, WI with the most Remote Sales Coach job openings:

Infographic showing various Remote Sales Coach job openings in Madison, WI as of July 2026, with employment types broken down into 78% Full Time, 18% Part Time, 1% Temporary, and 3% Contract. Highlights an 80% Physical, 1% Hybrid, and 19% Remote job distribution, with an average salary of $59,050 per year, or $28.4 per hour.

Remote Sales Representative

Cha & Associates, Inc. - American Family Insurance

Madison, WI โ€ข Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 11 days ago


Job description

Benefits:
  • Life insurance
  • 401(k) matching
  • Bonus based on performance
  • Dental insurance
  • Health insurance
  • Opportunity for advancement
  • Paid time off
  • Training & development
  • Vision insurance

Grow Your Sales Career with a Trusted Agency
Are you a motivated sales professional who enjoys building relationships, achieving goals, and helping people protect what matters most? Are you looking for an opportunity where your hard work is rewarded and your earning potential is driven by your success?
Cha & Associates Inc. is seeking an Insurance Sales Representative to join our growing American Family Insurance agency in Madison, WI. This is a sales-focused role designed for someone who enjoys prospecting, developing new business, and closing opportunities while delivering an outstanding customer experience.
If you're competitive, driven, and excited to build a rewarding career with a respected local agency, we'd love to hear from you.
Why Join Cha & Associates?
  • Uncapped commission opportunities to take ownership and control of your own income.
  • Performance-based bonuses and incentives.
  • Ongoing training, coaching, and professional development.
  • Established agency with a loyal customer base and strong community reputation.
  • Supportive, collaborative team environment.
  • Opportunities for career growth and advancement.
What You'll Do
As an Insurance Sales Representative, you'll focus on generating new business while helping clients find personalized insurance solutions that fit their needs.
Responsibilities
  • Prospect and develop new business through referrals, networking, community outreach, and lead follow-up.
  • Build relationships with prospective clients and earn their trust through consultative conversations.
  • Conduct needs-based insurance reviews and recommend appropriate coverage solutions.
  • Educate customers on insurance products, policy features, discounts, and available coverage options.
  • Follow up consistently with prospects and maintain an active sales pipeline.
  • Cross-sell and bundle insurance products to provide comprehensive protection.
  • Meet and exceed individual sales goals and agency production objectives.
  • Maintain accurate customer records and sales activity within agency systems.
What We're Looking For
  • Previous sales experience strongly preferred.
  • Insurance sales experience is a plus but not required.
  • Property & Casualty Insurance License is preferred or willingness to obtain after hire.
Ideal Candidate
  • Confident, outgoing, and relationship-driven.
  • Excellent communication and interpersonal skills.
  • Self-motivated with a strong desire to achieve goals.
  • Competitive mindset and results-oriented attitude.
  • Organized with strong time-management skills.
  • Comfortable prospecting, making outbound calls, and asking for the sale.
  • Positive, coachable, and eager to continue learning.
Who Thrives in This Role?
Our most successful sales professionals enjoy meeting new people, creating opportunities, and building lasting relationships. They embrace challenges, stay motivated by goals, and take pride in helping clients make informed decisions while growing their own careers.
At Cha & Associates, we believe success comes from investing in great people. We'll provide the training, support, and resources you need to grow your skills, maximize your earning potential, and build a long-term career with one of the most trusted names in insurance.
Apply today and join the Cha & Associates Inc. team in Madison, WI!

This is a remote position.