Remote Sales Trainer Jobs in Wisconsin (NOW HIRING)

Remote Phone Sales Representative

Full-Time | Remote | Uncapped Commission + Bonuses

Build a Rewarding Remote Career with Unlimited Earning Potential

LEB Insurance Group is seeking motivated, ambitious, and customer-focused individuals to join our growing team as Remote Phone Sales Representatives.

This is an exciting opportunity for professionals who enjoy helping people, building relationships, and working in a fast-paced, performance-driven environment-all while enjoying the flexibility of working remotely from home.

You will connect with prospective and existing clients, educate them on insurance solutions, and guide them through the full sales process with the support of proven systems, training, and mentorship.

At LEB Insurance Group, we believe success is built through strong leadership, continuous development, and providing opportunities for driven individuals to thrive.

What You'll Do

• Conduct outbound and inbound calls with prospective and existing clients
• Build rapport and develop long-term client relationships
• Identify customer needs and recommend personalized insurance solutions
• Educate clients on insurance products and coverage options
• Manage the full sales cycle from lead to policy enrollment
• Follow up consistently with prospects to maximize conversions
• Maintain accurate CRM records of customer interactions and sales activity
• Meet or exceed weekly and monthly performance goals
• Stay up to date on products, compliance, and industry knowledge
• Deliver excellent customer service throughout the client journey

What You'll Be Selling

You will provide meaningful insurance solutions that help families protect their financial future, including:

• Life Insurance
• Health Insurance
• Supplemental Insurance Products
• Final Expense Coverage
• Family Protection & Financial Security Solutions

Why Join LEB Insurance Group? Unlimited Income Potential

Top performers can earn $80,000 - $150,000+ annually through uncapped commissions, bonuses, and incentives.

Remote Flexibility

Work from the comfort of your home while building a long-term, scalable career.

Training & Mentorship

Whether experienced or new to insurance sales, you'll receive hands-on training, coaching, and ongoing support.

Career Advancement

We promote from within and offer leadership opportunities for high-performing team members.

Supportive Culture

Join a team that values growth, accountability, performance, and collaboration.

Who We're Looking For

We are seeking individuals who are:

• Highly motivated, disciplined, and goal-oriented
• Strong communicators who build trust over the phone
• Self-driven and able to succeed in a remote environment
• Coachable with a positive, growth-minded attitude
• Organized with strong follow-up and pipeline management skills
• Comfortable handling inbound and outbound sales calls

Preferred Qualifications & Success Traits

The ideal candidate will also have:

• Active insurance license (or willingness to obtain if applicable)
• Strong tech skills and ability to navigate CRM systems and sales tools
• Experience using digital platforms, apps, or remote sales technology
• Errors & Omissions (E&O/ENO) coverage (or willingness to obtain it)
• An entrepreneurial mindset with ownership over results
• Ability to market themselves and generate opportunities when needed
• Previous experience in phone sales, customer service, or insurance (preferred but not required)
• Strong objection-handling and communication skills
• Bilingual abilities are a plus

Compensation & Incentives

• Uncapped commission structure
• Weekly and monthly performance bonuses
• Residual income potential
• Leadership and advancement opportunities
• Ongoing training and professional development
• Flexible scheduling options

Work Environment

• Fully remote position
• High-volume phone-based sales environment
• Performance-driven culture focused on results
• Virtual training, coaching, and team support

Ideal Candidate Profile

This opportunity is ideal for individuals who are:

• Looking to build a high-income remote career
• Entrepreneurs or self-starters ready to control their income
• Motivated to grow within insurance or financial services
• Passionate about helping families while building financial freedom
• Ready to perform in a results-driven environment

Apply Today

If you're ready to take control of your income, build a long-term remote career, and join a high-performance team focused on growth and success, apply today with LEB Insurance Group.