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Insurance Advisor Jobs in Chicago, IL (NOW HIRING)

Vouch, Inc.

Insurance Advisor

Chicago, IL · On-site

$85K - $90K/yr

Vouch is the risk advisor that powers ambition. We're a tech-enabled insurance advisory and brokerage purpose-built for growing companies in technology, life sciences, and professional services. Our ...

AllianceBernstein

Insurance Advisor

Chicago, IL

We are looking for a senior client facing Advisor with a successful track record in insurance General Account sales to join AB's growing North American Insurance team. Along with managing our broad ...

Tipton Agency

Insurance Advisor

Chicago, IL · Remote

$60K - $200K/yr

The Tipton Agency is dedicated to helping individuals build tailored insurance portfolios that address their unique concerns, needs, and budgets. By partnering with over 40 top-rated carriers, we ...

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All JobsInsurance Advisor JobsInsurance Advisor Jobs in Chicago, IL

Insurance Advisor information

See Chicago, IL salary details

$27.3K

$67.6K

$104.1K

How much do insurance advisor jobs pay per year?

As of Jul 30, 2026, the average yearly pay for insurance advisor in Chicago, IL is $67,641.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,500.00 and $82,500.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Insurance Advisor, and why are they important?

To thrive as an Insurance Advisor, you need a solid understanding of insurance products, financial planning, and relevant regulations, often backed by certifications such as a state insurance license. Familiarity with customer relationship management (CRM) software and policy management systems is typically required. Strong interpersonal skills, active listening, and persuasive communication help build trust and effectively address client needs. These skills ensure advisors can provide tailored solutions, maintain compliance, and foster lasting client relationships in a competitive market.

What jobs pay 4000 a week without a degree?

Insurance advisors can earn $4,000 or more per week through commissions and sales bonuses, especially in high-value markets or with experienced clients. Success in such roles often depends on strong sales skills, industry knowledge, and building a client base, with some advisors earning this level of income consistently without a degree. Other high-paying roles without a degree include sales managers, real estate brokers, and certain entrepreneurial ventures, but income varies widely based on performance and market conditions.

Do insurance advisors make good money?

Insurance advisors typically earn a combination of base salary and commissions based on sales, with income varying by experience, location, and client base. According to industry data, the median annual income for insurance advisors ranges from $50,000 to $70,000, with top performers earning significantly more. Success in this role often depends on strong sales skills, certifications, and building a client network.

What Do Insurance Advisors Do?

Insurance advisors provide a range of insurance-related advice to individual customers. Your duties in this career involve financial management, client sales, and business advice for customers. You provide a detailed analysis of the current options available to your clients and suggest possible options for them to pursue. You also provide businesses with information related to compliance and insurance administration projects. You often work closely with underwriters and other people who assess risk to determine the best products for your customers.

What are some common challenges Insurance Advisors face when building a client base, and how can they overcome them?

Insurance Advisors often encounter challenges such as building trust with new clients, differentiating their services in a competitive market, and managing client objections or misconceptions about insurance products. To overcome these hurdles, Advisors can focus on developing strong interpersonal communication skills, staying updated on industry trends, and leveraging client referrals and networking events. Many successful advisors also invest time in ongoing education and utilize digital tools to maintain meaningful client relationships and streamline their workflow.

Why do most insurance agents quit?

Most insurance agents quit due to high competition, inconsistent income, and the pressure to meet sales targets. The job often requires strong interpersonal skills, self-motivation, and resilience, which can be challenging over time. Additionally, many agents leave because of the demanding nature of building a client base and managing ongoing customer relationships.

What does an insurance advisor do?

An insurance advisor helps clients select appropriate insurance policies to meet their needs, explains policy details, and assists with claims and renewals. They analyze clients' financial situations, stay informed about industry products, and often hold certifications such as the Certified Insurance Counselor (CIC). Their work typically involves meeting with clients, providing advice, and maintaining customer relationships.
More about Insurance Advisor jobs
What are popular job titles related to Insurance Advisor jobs in Chicago, IL? For Insurance Advisor jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Insurance Advisor jobs in Chicago, IL look for? The top searched job categories for Insurance Advisor jobs in Chicago, IL are:
Insurance Advisor jobs near you
Infographic showing various Insurance Advisor job openings in Chicago, IL as of July 2026, with employment types broken down into 92% Full Time, 6% Part Time, and 2% Contract. Highlights an 87% Physical, 5% Hybrid, and 8% Remote job distribution, with an average salary of $67,588 per year, or $32.5 per hour.

Insurance Advisor

Legacy Partners Insurance Group

Chicago, IL • On-site

$100K - $150K/yr

Full-time

Medical, Life, Retirement

This job post has expired today. Applications are no longer accepted.

Job description

Build a Career That Actually Builds Your Future (Commission Based Opportunity)

Most insurance jobs promise income.

At Legacy Partners Insurance Group, we help advisors build a client base, recurring income, and long-term wealth while helping families protect what matters most.

If you're entrepreneurial, coachable, and ready to grow — this may be the opportunity that changes your career.

Our advisors help individuals and families with strategies like:

Life insurance protection
Tax-advantaged wealth strategies
Retirement income planning
College funding strategies
Medicare and health coverage

Personal & Commercial Property and Liability Protection

We don’t just sell policies — we help people build financial security and generational wealth.

What You'll Do

As an Insurance Advisor with Legacy Partners, you will:

Build Relationships

Grow a network of clients by educating families and business owners about protection and wealth strategies.

Educate Clients

Help people understand options like life insurance, annuities, and long-term care. Then show how those plans provide security for their future.

Create Financial Strategies

Design customized solutions using our network of 80+ top insurance carriers.

Grow Your Business

Develop a network of clients that creates renewal income and long-term residuals.

What Makes Legacy Different

Unlike many agencies, we focus on mentorship and long-term advisor growth.

When you join Legacy Partners you receive:

Access to 80+ national carriers
Mentorship from experienced advisors
Training in advanced financial strategies
Residual income and vesting opportunities
Lead generation support
Flexible schedule 
The ability to build your client base network
AI assisted systems
Our mission is simple: help advisors build careers that create freedom, not just commissions.

3 year Advisor vesting strategies with benefits after 3 years


Who This Opportunity Is Perfect For

This role is ideal for someone who:

Wants to escape the traditional 9-5 job structure (This is a 1099 position)
Has an entrepreneurial mindset
Enjoys helping people solve financial problems
Wants unlimited income potential
Is coachable and growth-oriented
Has strong relationship-building skills
Requirements

Active Life & Health Insurance License
1+ year experience in insurance or financial sales
Strong communication and time management skills
Ability to travel locally when needed

Must live in the Chicago area or State of Illinois
About Legacy Partners Insurance Group: Chicago based Insurance and Financial Services Brokerage. Helping people protect and grow their futures as well and generations to come.

If you're looking for more than a job — and want to build a career with real upside — apply today.