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Remote Retirement Jobs in Kentucky (NOW HIRING)

Security Specialist

Fort Knox, KY · On-site +1

$55K - $126K/yr

  • Medical

  • Life

  • Retirement

  • PTO

Remote Work: No Job Number: R0239634 Location: Fort Knox,KY,US Share job via: Share Security ... Our offerings include health, life, disability, financial, and retirement benefits, as well as paid ...

Senior Tax Advisor

Louisville, KY · On-site +1

$100K - $150K/yr

  • Medical

  • Dental

  • Life

  • Retirement

  • PTO

Fully Remote Compensation: $110,000+ base salary plus performance-based bonus Job Type: Full-time ... retirement planning, equipment purchases, real estate, multi-state matters, and business ...

Field Engineer - State of VA

Louisville, KY · Remote

  • Medical

  • Life

  • Retirement

Perform remote diagnostics and interface directly with customers to resolve a variety of technical ... retirement and savings plans to qualifying employees. Download the Sparks Group mobile app from ...

Showing results 41-60

Remote Retirement information

See Kentucky salary details

$21.5K

$60.1K

$139.5K

How much do remote retirement jobs pay per year?

As of Aug 15, 2026, the average yearly pay for remote retirement in Kentucky is $60,150.00, according to ZipRecruiter salary data. Most workers in this role earn between $34,997.00 and $67,661.00 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 Kentucky?

The most popular types of Retirement jobs in Kentucky are:

What cities in Kentucky are hiring for Remote Retirement jobs?

Cities in Kentucky with the most Remote Retirement job openings:

Infographic showing various Remote Retirement job openings in Kentucky as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $60,150 per year, or $28.9 per hour.

Work From Home Sales

Spieldenner Financial Group

Owensboro, KY • On-site, Remote

Contractor

Re-posted 15 days ago


Job description

We are a fast-growing financial services organization focused on helping families protect what matters most.
We prioritize fast pay, low startup costs, and hands-on training, so you can focus on learning the role and building income from day one.
What You'll Be Doing
Client Outreach (6-8 hrs/week)
Connect with individuals who have already requested information and schedule a time to review their coverage needs.
Preparation & Research (4-5 hrs/week)
Review client information and prepare personalized coverage options based on their financial situation.
Client Meetings (2 days/week)
Meet with clients virtually or in person (your choice) to walk through options and help them apply for coverage.
Light Admin (2 hrs/week)
Follow up on applications and communicate with insurance carriers as needed.
Who This Role Fits Best
  • Coachable and willing to learn
  • Self-motivated and goal-oriented
  • Comfortable working independently
  • Looking for flexibility and performance-based income
  • No prior experience required (training provided)
What You'll Gain
  • Flexible schedule (full-time or part-time)
  • Remote work with optional in-person meetings
  • Structured onboarding and ongoing training
  • Access to systems, tools, and support to help you succeed
  • Performance-based income with uncapped potential
What This Role Is About
We work directly with families to help them:
  • Understand their financial risks
  • Protect their income and household
  • Choose coverage that fits their needs and budget

You'll be trained to guide conversations, present options clearly, and support clients through the application process.
Important Compensation Disclosure
This position is a commission-only based sales position. The average commission on a mortgage protection product is approximately $600 per family you protect. Our expectation is that a full-time agent will sell 5 to 10 mortgage protection plans per week. In addition to mortgage protection, we also offer financial products designed to help individuals plan for retirement or protect existing retirement accounts. Training is provided.
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 depend on factors including your effort, ability to follow training and systems, engagement with leads, and client needs in your area.