Join Our Team!

Role: Client Concierge

Please read this carefully and completely before applying.

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At Sidebar Insurance, we have a clear purpose: we protect, support and engage our clients through insurance, education, and honesty.  We want our customers to consider Sidebar as their best resource to protect what matters most: their family, their home, and their future.

If this purpose speaks to you – we are thrilled you have visited this page.

As a member of the Client Concierge Team, your goal will be to become a shining example of Sidebar’s purpose.  You will engage and interact with clients old and new.  Clients with claims.  Clients with questions.  And you will be expected to serve these clients with the honesty and humility that demonstrates our purpose.

This position will begin as a part-time role and is open to entry-level workers or experienced insurance professionals.  With experience, training, and skill development, we hope that the successful candidate grows into bigger and better roles with our company that provide greater compensation and responsibility.

About Us

Sidebar Insurance Solutions, Inc. was founded in 2016 and retains a core base of loyal clients. We have been blessed with steady growth and are committed to seeing that continue through effective retention strategies, consistent marketing efforts, and incredible staff.  

We have a single location in Orland Park but service the greater Chicagoland and Illinois area.

Being an Independent Agency, we have access to multiple insurance companies and are able to provide better choices and value for our client’s insurance dollar.  We also use our superior knowledge and experience in insurance to provide our clients with a true understanding of how insurance works – and why it is so important. 


We are looking for candidates that value flexibility and the satisfaction of accomplishing great things.  Compensation will be paid hourly with the potential to earn more through referral and performance bonuses.  With time, we hope that the successful candidate will grow into salaried roles with greater pay and responsibility.


Our normal business hours are 9-5 Monday through Friday.  However, the part-time role will allow the successful candidate input in the hours they work from the office.  Additionally, Sidebar understands you may have commitments outside of work.  As such, we will do our best to provide flexibility in the hours and locations where you work.

About You

Successful candidates must demonstrate integrity and attention to detail.  We also seek candidates that exhibit service, positivity, humility, empathy, honesty, and confidence.    

An insurance license or insurance experience is not needed to qualify for the position.  However, in order to maximize your earning potential as well as your value to our clients, you may want to become licensed in Property and Casualty insurance.  You will also need to be able to pass a background check and reference checks.  We will do both. 

Other Skills Needed to Thrive in this Position

Computer-Literacy – We utilize many different applications to accomplish our work.  Some of the systems are simple and intuitive, others are quirky. You should feel confident in computer systems, be motivated to find ways they can make you better and adapt quickly to changes when they are made.

Teachable – Our vision is different than the average insurance agency.  In order to support our vision, you may need to learn – and the successful candidate must be excited to learn and share ways to better serve our clients.

Communication – You need to clearly and correctly communicate with clients in person, over the telephone, through email, text and social media. We want to meet our clients where they are and interact with them in the manner they prefer. You need to be articulate.

Attention to Detail – Insurance is full of questions that require specificity and accuracy.  The successful candidate should take pride in getting it right each and every time.

Interpersonal – You will need to work closely with our clients and vendors. You will need to effectively build trust and convey our value proposition to all of those stakeholders. You will need to understand your strengths and weaknesses and adapt to those.

Math – You don’t need to be a budding Einstein, and you can use a calculator, but you have to be comfortable doing quick calculations (add, subtract, multiply and divide).

Organized – You will need to be able to plan, schedule and monitor your activities while setting priorities and meeting deadlines.  You WILL be interrupted.  So, you will need to be able to adapt to that without losing efficiency.

The “We Can’t Have This” List

• Dishonesty – This goes to the heart of who we are.  We won’t stand for this.  Without integrity, we will not succeed.

• Laziness

• Bad Attitude

• Drama

• Disrespect – Applies to clients especially, but won’t be tolerated with coworkers or others in general

• Refusal to follow instructions

• Whining and complaining 

The “We Gotta Have This” List

• Integrity – Above all else!

• Teamwork

• Professionalism

• A desire to achieve and grow

• Positive Attitude

If you are still reading this, then you are not afraid of a challenge and may be a perfect fit for our team.  If you think you are, please carefully follow the instructions below to let us know who you are and why you might be just who we are looking for.

Our Commitment to You

Should you be selected for our team, we commit to doing our best to help you achieve your best.  We endeavor to provide you with the training and tools you need to feel fulfilled, independent and successful.  We know your happiness and success is essential to our purpose – and we will do everything we can to support you as you build a career at Sidebar.

How To Apply 

Please send an email briefly introducing yourself to  Your email subject must be “Engage, Educate and Protect”.  Attach the following to your email submission: 1. an up-to-date resume and 2) a 1-page document (Preferably in MS Word or PDF) telling us about yourself and specifically why you align with our stated purpose.

Once you have submitted your resume, text us at 708-942-5150 telling us your name and confirming your submission with “Let’s serve”.

We are very excited to meet you!

Please do not apply via any other method.  We anticipate receiving a lot of responses to this job posting.  So, we appreciate your patience.  Thanks again for your interest.

Would You Like Us To Review Your Policies?

Request Your Proposal Here

Are you ready to save time, aggravation, and money? The team at Sidebar Insurance Solutions is here and ready to make the process as painless as possible. We look forward to meeting you!

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