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Remote Retirement Jobs in Chicago, IL (NOW HIRING)

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Remote Sales Work From Home

Chicago, IL · Remote

Insurance Producer - 100% Remote Must be authorized to work in the US, no work visas offered at ... Protect families with life insurance, mortgage protection coverage, annuities, retirement solutions ...

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Remote Retirement information

See Chicago, IL salary details

$23.6K

$66.2K

$153.4K

How much do remote retirement jobs pay per year?

As of Aug 12, 2026, the average yearly pay for remote retirement in Chicago, IL is $66,154.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,490.00 and $74,415.00 per year, depending on experience, location, and employer.

What is a remote retirement?

A Remote Retirement job is a flexible, often part-time or freelance position that allows retirees to work remotely from home or any location. These jobs provide income while offering the freedom to set your schedule and avoid commuting. Common roles include consulting, customer service, writing, or virtual assistance. Many retirees choose remote work to stay engaged, supplement retirement income, or pursue a passion.

What are the key skills and qualifications needed to thrive in the remote retirement position, and why are they important?

Remote retirement specialists require expertise in retirement planning, financial advising, and regulatory compliance, typically supported by certifications such as CFP or CRC. They frequently use financial planning software, virtual meeting platforms, and secure data management systems. Excellent communication, empathy, and self-motivation are essential soft skills for building trust with clients and managing tasks independently. These capabilities ensure accurate, personalized advice and maintain high client satisfaction while working outside a traditional office environment.

What are some common challenges faced by remote retirement specialists?

One common challenge for remote retirement specialists is building rapport and trust with clients without face-to-face meetings, which requires strong digital communication skills and proactive follow-up. Additionally, staying updated with changing retirement regulations and financial products is crucial, as the field evolves rapidly. Remote specialists must also be adept at managing their schedules and maintaining organization to effectively handle multiple clients. However, with the right tools and commitment, these challenges can be successfully managed, offering both flexibility and a rewarding client-focused career.

What are the most commonly searched types of Retirement jobs in Chicago, IL? The most popular types of Retirement jobs in Chicago, IL are:
What are popular job titles related to Remote Retirement jobs in Chicago, IL? For Remote Retirement jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Retirement jobs in Chicago, IL look for? The top searched job categories for Remote Retirement jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Retirement jobs? Cities near Chicago, IL with the most Remote Retirement job openings:
Remote Retirement jobs near you
Infographic showing various Remote Retirement job openings in Chicago, IL as of August 2026, with employment types broken down into 94% Full Time, and 6% Part Time. Highlights an 100% Remote job distribution, with an average salary of $66,154 per year, or $31.8 per hour.

Retirement Plan Administrator

Strongpoint Partners

Chicago, IL • On-site, Remote

$65K - $85K/yr

Full-time

Re-posted 19 hours ago

Job description

Who we are:

Strongpoint Partners is tech-enabled retirement services platform serving small- to mid-sized businesses with integrated retirement third party administration, recordkeeping, payroll, and HR solutions. Recognized as one of Inc. 5000's Fastest Growing Private Companies in America and certified as a Great Place to Work, Strongpoint offers a suite of services that prioritizes accuracy, compliance, and reduction of regulatory risk for its clients, delivered by local client success teams that understand the nuances of the markets they serve. With a coast-to-coast network of 19 leading firms including HowardSimon ("HSR"), Jocelyn Pension Consulting ("JPC"), Retirement Strategies Group ("RSG"), Retirement Planners and Administrators ("RPA"), Pension Financial Services ("PFS"), Pollard & Associates ("PA"), Carlson Quinn ("CQ"), SI GROUP ("SIG"), Retirement Planning Consulting Group ("RPCG"), Karel-Gordon & Associates ("KGA"), Cash Balance Actuaries ("CBA"), Pension Consultants, Inc. ("PCI"), Actuaries Unlimited ("AUI"), California Retirement Plans ("CRP"), Benefit Equity ("BEI"), United Benefit Pensions, Inc. ("UBP"), Creative Retirement Systems ("CRS"), Associated Pension Consultants ("APC"), Allied Consultants, Inc. ("ACI"), American Retirement Plan Services, LLC ("ARPS"), and SMS Retirement ("SMS"). Strongpoint Partners combines a relentless passion for service and innovation with the experience and expertise required to make retirement work for everyone. For more information, please visit: www.strongpointpartners.com.

Position Summary:

Strongpoint Partners is seeking a skilled Retirement Plan Administrator who will take full ownership of a caseload of approx. 65–75 retirement plans. The right candidate will be confident in administering 401(k) and cross-tested plans from start to finish, have a strong command of compliance testing, and possess a detail-oriented, client-focused approach. This position offers an excellent opportunity for a self-starter who thrives in a remote work environment and is excited to grow with a firm that values innovation and excellence in client service.

PLEASE NOTE: This is a fully remote position and can be performed from anywhere within the United States. We are committed to supporting a flexible work environment and welcome candidates from all U.S. time zones.

Key Responsibilities:

  • Manage and perform A-Z administration (plan design, compliance testing, client service, etc.) of a simple to mid-level complex caseload and sensitive client cases
  • Serve as a guide to other plan administrators in supporting client requirements
  • Initiate and participate in process improvements
  • Complete leadership and/or project management courses
  • Provide strategic guidance and assist in defining strategic goals
  • Efficiently utilize technology to perform the duties of this position
  • Attend staff meetings and trainings as requested
  • Maintain team approach by assisting in areas appropriate for this position
  • Own stewardship of all assigned business relationships
  • Perform other duties as assigned

Minimum Requirements:

  • Bachelors degree from an accredited college or university or equivalent.
  • 3-5+ years of A-Z retirement plan administration experience with defined contribution plans.
  • 3-5+ years of client services experience.
  • Proficiency in Word, Excel, PowerPoint, Outlook, CRM software.
  • Must be organized and detail-oriented.
  • Exceptional approach to client service focusing on communications, timely solutions, and client needs.
  • Team player, collaborative, able to work with and through others.
  • Strong verbal and written communication skills.
  • Ability to work well under pressure with multiple priorities and deadlines.
  • Excellent analytical and problem-solving skills.
  • Ability to act with integrity, be proactive with client needs, seek to continuously improve service, constantly focus on professional growth and work collaboratively with the entire team.

Preferred Requirements:

  • QKA and/or QPA, (or similar industry certification), preferred.
  • Experience with DB/CB plans and/or Combo plans, preferred.

Pay Transparency Statement:

The anticipated pay range for this position is $65,000-$85,000 annually.

At Strongpoint Partners, our salary ranges reflect the minimum and maximum base pay for the posted position applicable to all locations across the US. Within the posted salary range, individual pay is determined by the geographic location, job related skills, experience, education, and certifications. Our total compensation package includes base pay plus a comprehensive benefits program.

Our Value-Driven Employee Experience:

  • Flexible Workplace – Hybrid and remote options available for many roles.
  • Flexible PTO – Competitive paid time off, including flexible & unlimited options.
  • Inclusive Environment – A culture that values diversity, collaboration, and respect.
  • Growth Opportunities – Support for ongoing learning and career development.
  • Comprehensive Benefits – Health, dental, vision, life, and disability coverage.
  • Workplace Perks – Incentive bonus programs, flexible hours, & more.

**Specific benefits and programs may vary by partner and position.