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Coaching Jobs in Madison, WI (NOW HIRING)

Galin Education

Academic Coach - Madison, WI

Madison, WI · On-site

$30 - $45/hr

Academic Coach Job Posting At Galin, our Academic Coaches work one-on-one with middle school, high school, and college students to help them become successful in school and life. Our coaches provide ...

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How much do coaching jobs pay per hour?

As of Sep 6, 2026, the average hourly pay for coaching in Madison, WI is $19.95, according to ZipRecruiter salary data. Most workers in this role earn between $11.63 and $23.27 per hour, depending on experience, location, and employer.

What does a coach do?

A coaching job involves guiding individuals or teams to achieve their personal or professional goals. Coaches provide support, motivation, and structured strategies to help clients improve performance, develop skills, or overcome challenges. This can be in various fields such as life coaching, business coaching, sports coaching, or career coaching. Effective coaches listen, ask insightful questions, and create action plans to foster growth and success.

What skills and qualifications are needed to be a coach?

To thrive in Coaching, it is important to have expertise in instructional techniques, goal-setting strategies, and performance assessment, often backed by relevant certifications such as ICF or sport-specific credentials. Coaches typically utilize digital collaboration tools, performance tracking software, and structured development frameworks to support their clients or teams. Strong communication, motivation, and interpersonal skills help coaches inspire others, build trust, and foster growth. These qualities are vital for effectively guiding individuals or teams through challenges and achieving measurable progress.

What are common challenges faced by coaches?

Coaching professionals often encounter challenges such as developing tailored strategies for diverse clients, maintaining engagement and motivation over time, and measuring progress effectively. Balancing empathy with accountability is crucial, as is adapting to each client's unique learning style or personal obstacles. Additionally, coaches need to continually update their methods to reflect best practices and evolving industry standards. Overcoming these challenges is essential for providing impactful guidance and facilitating lasting growth.

Do coaches make good money?

Coaching jobs can offer a wide range of salaries depending on the industry, experience, and certification level. Professional coaches, such as executive or sports coaches, often earn higher incomes, while life or wellness coaches may have more variable earnings. Many coaches supplement their income through multiple clients or online platforms.

How do I start a coaching career?

To start a coaching career, gain relevant certifications or training in your coaching specialty, develop strong communication and interpersonal skills, and gain experience through internships or volunteering. Building a professional network and establishing an online presence can also help attract clients and opportunities.

What are the most commonly searched types of Coaching jobs in Madison, WI?

The most popular types of Coaching jobs in Madison, WI are:

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For Coaching jobs in Madison, WI, the most frequently searched job titles are:

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Coaching jobs near you
Infographic showing various Coaching job openings in Madison, WI as of August 2026, with employment types broken down into 82% Full Time, 14% Part Time, and 4% Contract. Highlights an 88% Physical, 2% Hybrid, and 10% Remote job distribution, with an average salary of $41,495 per year, or $19.9 per hour.

Trainer & Sales Representative -- Professionals with Teaching or Coaching Experience Encouraged to Ap

The Impact Insurance Agency

Fort Atkinson, WI • On-site

$85K - $105K/yr

Full-time, Contractor

Medical, Life

Re-posted 23 hours ago

Job description

Trainer & Sales Representative Professionals with Teaching or Coaching Experience Encouraged to Apply


Company: Impact Insurance Agency
Compensation: $85,000$105,000 per year (draw pay, commissions, and bonuses)
Schedule: MondayFriday, weekends as needed
Location: Remote/Hybrid | Local B2B Sales
Type: Full-Time | Independent Contractor
Industry: Supplemental Insurance | Outside Sales

Lead & Mentor Others and Drive Meaningful Results

Many teachers, coaches, and education professionals reach a point where they want to continue guiding others while stepping into a role with greater ownership, influence, and professional growth. At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that protect employees and their families.

This opportunity is designed for professionals who are natural leaders people who communicate with confidence, take initiative, and enjoy helping others succeed. Your background in education translates naturally into this environment, where teaching, mentoring, and relationship-building remain central to the work.

The Role

As a Trainer & Sales Representative, you'll combine consultative B2B sales with leadership and field training responsibilities. You'll manage a local territory, build strong business relationships, and mentor newer team members helping shape both client success and team growth.

Working as an independent contractor, you'll have the autonomy to lead your schedule and territory while still benefiting from structured guidance, leadership coaching, and proven systems.

What You'll Do

Build and strengthen relationships with local business leaders and their teams

Educate employees on supplemental insurance options with clarity and confidence

Lead enrollment conversations and provide ongoing client support

Mentor and coach newer representatives, offering field guidance and encouragement

Maintain organized client records and manage territory activity effectively

Participate in weekly strategy, training, and leadership development sessions

Foster long-term partnerships built on trust, consistency, and results

Training & Support

Structured onboarding designed for professionals transitioning from education, coaching, or leadership roles

Hands-on field mentorship and leadership coaching

Health & Life licensing assistance and reimbursement

Ongoing development in communication, sales strategy, and team leadership

Collaborative culture that values initiative, accountability, and growth

Compensation & Structure

Target annual earnings: $85,000$105,000 (draw pay, commissions, and bonuses)

Weekly draw available while building and expanding your client base

Performance-based incentives and clear advancement paths into leadership roles

Hybrid flexibility with local, in-person client meetings

Autonomy over your schedule while following a structured, supportive system

Ideal Background

This opportunity may be a great fit if you:
Have experience as a teacher, coach, trainer, educator, or academic leader

Are confident leading conversations and guiding others toward decisions

Enjoy mentoring peers and helping teams grow

Value independence, ownership, and measurable impact

Are organized, decisive, and comfortable managing multiple priorities

Are willing to obtain a Health & Life Insurance license (support provided)

Why Impact Insurance Agency

Our culture is built on mentorship, collaboration, and leadership development. Many of our representatives come from education-focused careers and find success in a role where they can continue to guide others, take initiative, and grow professionally while making a meaningful difference.

Apply Today

If you're ready to step into a leadership-focused career where your ability to teach, lead, and inspire drives real results, we'd love to connect and learn more about your goals.

https://www.theimpactinsuranceagency.com/