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The Semler Agency

Part-Time Remote Insurance Advisor for Educators (Evenings/Weekends)

The Semler Agency, Chicago, Illinois, United States, 60290

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If you’re a teacher who loves helping people but needs a

flexible, part-time way to supplement your income , this opportunity may be a strong fit.

We work with families across the U.S. to help them understand and secure life insurance protection. Much like teaching, this role is about

listening, educating, guiding, and serving —not high‑pressure sales.

This is a

remote, commission‑only, 1099 role

designed for individuals who are coachable, dependable, and willing to learn a new skill set. Many educators do well here because they are already skilled at explaining complex ideas, building trust, and following structured systems.

Why Teachers Are a Good Fit

You already know how to educate, not “sell”

You’re comfortable following a proven curriculum/process

You care deeply about families and long‑term outcomes

You’re used to feedback, coaching, and continuous improvement

You value meaningful work over “quick money”

What the Work Looks Like

Meeting with families virtually (phone or Zoom)

Explaining insurance options clearly and ethically

Helping families choose coverage that fits their needs

Completing applications and follow‑ups

Participating in ongoing training and coaching

Most team members work

evenings or weekends , making this realistic alongside a teaching schedule.

Compensation & Structure*

Commission‑only (1099 independent contractor)

Paid per policy placed (no hourly pay)

Income is directly tied to activity and consistency

No income cap for those who stick with the process

This is

not

a side hustle you “set and forget.” It does require effort, follow‑through, and a willingness to be coached.

What We Provide

Step‑by‑step training (no insurance experience required)

Licensing guidance and support

Weekly coaching and skill development

A values‑driven, supportive team environment

Remote flexibility

Who This Is (and Isn’t) For This IS for you if you:

Want part‑time, remote work with flexibility

Are open to learning something new

Appreciate clear expectations and accountability

Care about helping families make wise decisions

This is NOT for you if you:

Need guaranteed hourly pay

Are unwilling to receive feedback

Want something with little effort or responsibility

Are uncomfortable with commission‑based income

Next Step If you’re curious and want to learn more, apply to schedule a brief introductory conversation.

We respect educators’ time and will be upfront about expectations before moving forward.

*NOTE: No agent's success, earnings, or production results should be viewed as typical, average or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed. Your level of success will be determined by several factors, including the amount of work you put in, your ability to successfully follow and implement our training and sales system and engage with our lead system, and the Insurance needs of the customers in the geographic areas in which you choose to work.

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