Side Hustles for Retirees

Flexible income opportunities that fit your retirement lifestyle. Leverage your experience and stay active while earning extra money.

🌟 Experience valued • Flexible schedule • Low stress

Retirement Side Hustles: The New Reality

Modern retirement often includes continued work by choice, not necessity. Many retirees find purpose, social connection, and supplemental income through flexible side hustles. The key is finding opportunities that respect your time, health, and experience while providing meaningful engagement and fair compensation.

Perfect Side Hustles for Retirees

Flexible opportunities that value your experience and expertise

Consulting in Your Field

$50-200/hour

Leverage decades of experience to help businesses solve problems. Set your own schedule and rates.

Perfect for: Former executives, specialists, professionals
Schedule: Project-based, completely flexible
Bonus: Intellectual stimulation and purpose
Start with former colleagues and LinkedIn

Online Tutoring

$15-50/hour

Share your knowledge and experience with students worldwide. Very rewarding and flexible schedule.

Perfect for: Former teachers, subject matter experts
Schedule: Choose your own hours and students
Bonus: Making a difference in students' lives
Full Tutoring Guide →

Pet Sitting & Dog Walking

$15-50/day

Care for pets when owners travel. Great for animal lovers who want companionship and light exercise.

Perfect for: Animal lovers, active retirees
Schedule: Accept jobs when convenient
Bonus: Companionship and daily exercise
Use Rover, Wag, or Care.com

Seasonal Tax Preparation

$200-2000/season

Work 3-4 months per year during tax season. Many companies hire and train retirees for this seasonal work.

Perfect for: Detail-oriented, math-comfortable retirees
Schedule: January-April, part-time options
Bonus: Training provided, social interaction
Apply at H&R Block, Jackson Hewitt

Crafts & Handmade Products

$100-1000/month

Turn hobbies like knitting, woodworking, or jewelry making into income through online marketplaces.

Perfect for: Creative retirees with craft skills
Schedule: Work at your own pace
Bonus: Creative fulfillment and hobby income
Etsy Revenue Calculator →

Remote Customer Service

$12-20/hour

Help customers via phone, chat, or email from home. Many companies value mature, patient employees.

Perfect for: Patient, communication-skilled retirees
Schedule: Part-time and flexible shifts available
Bonus: Social interaction and steady income
Try LiveWorld, Working Solutions, Arise

Local Tour Guide

$20-100/tour

Share your local knowledge and love of your area with tourists. Great for social retirees who enjoy meeting people.

Perfect for: Social retirees with local knowledge
Schedule: Choose your tour times
Bonus: Meeting interesting people, staying active
Contact local tourism board or Airbnb Experiences

Bookkeeping Services

$20-50/hour

Help small businesses manage their finances. High demand and can often be done remotely.

Perfect for: Former accountants, detail-oriented retirees
Schedule: Very flexible, project-based
Bonus: High demand, intellectual stimulation
Learn QuickBooks, use Belay or Bench

Important Considerations for Retired Workers

Key factors to consider when choosing retirement side hustles

Social Security Earnings Test

If you're under your full retirement age and collecting Social Security, earnings above $21,240 (2023) may reduce your benefits. Plan accordingly and consider timing.

Health and Energy

Choose work that matches your current health and energy levels. Prioritize low-stress, flexible opportunities that don't compromise your well-being.

Medicare and Benefits

Understand how additional income might affect Medicare premiums (IRMAA). Most side hustles won't impact this, but it's worth knowing the thresholds.

Tax Implications

Additional income may make your Social Security benefits taxable or push you into a higher tax bracket. Consider quarterly tax payments for significant earnings.

Pension Effects

Some pensions have restrictions on working for former employers or in the same field. Check your pension terms before starting any work.

Work-Life Balance

Retirement is your time. Only take on work that enhances rather than detracts from your retirement goals and quality of life.

Matching Side Hustles to Your Goals

Different motivations call for different approaches

Extra Spending Money

$200-800/month

Cover hobbies, dining, travel extras

Best Options:

  • • Pet sitting (flexible, fun)
  • • Craft sales (hobby income)
  • • Seasonal tax prep (short commitment)
  • • Tour guide (social, enjoyable)
Supplement Fixed Income

$500-1500/month

Meaningful income to improve lifestyle

Best Options:

  • • Consulting (high hourly rates)
  • • Bookkeeping (steady demand)
  • • Online tutoring (flexible schedule)
  • • Customer service (reliable income)
Stay Engaged & Purposeful

Income Secondary

Mental stimulation and social connection

Best Options:

  • • Tutoring (impact young lives)
  • • Consulting (share expertise)
  • • Tour guide (meet people)
  • • Volunteer + small side income

Your Retirement Side Hustle Action Plan

Step-by-step approach to finding the right opportunity

1

Assess Your Situation

Review your financial needs, health status, Social Security situation, and personal goals for retirement work.

2

Inventory Your Assets

List your skills, experience, interests, and available time. Consider what you enjoyed most in your career.

3

Choose Based on Motivation

Select opportunities that match whether you're seeking income, purpose, social connection, or intellectual stimulation.

4

Start Small

Begin with a few hours per week to test the waters. You can always expand if you enjoy the work.

5

Leverage Your Network

Start with former colleagues, friends, and community connections. Your reputation and relationships are valuable assets.

6

Set Boundaries

Be clear about your availability, preferred schedule, and what types of work you will and won't do.

7

Track and Adjust

Monitor how the work affects your finances, taxes, and well-being. Make adjustments as needed.

8

Enjoy the Journey

Remember this is optional work. If it stops being enjoyable or beneficial, you can always stop or change direction.

Retirement Side Hustle FAQ

Common questions about working in retirement

Will working affect my Social Security benefits?

Only if you're under full retirement age and earn more than $21,240 annually (2023 limit). After full retirement age, you can earn unlimited income without affecting benefits.

How much can I work without affecting Medicare?

Working doesn't affect Medicare eligibility, but high income ($97,000+ for individuals in 2023) may increase Medicare Part B and Part D premiums through IRMAA.

Should I work as an employee or contractor?

Contractor work offers more flexibility but requires self-employment tax. Employee status provides benefits but less schedule flexibility. Consider your priorities and tax situation.

What if I don't have marketable skills?

Everyone has marketable skills! Your life experience, reliability, and maturity are valuable. Start with customer service, pet sitting, or seasonal work while exploring your interests.

How do I avoid age discrimination?

Focus on freelance, consulting, or age-friendly companies. Emphasize your experience and reliability. Consider opportunities where your maturity is an asset, like tutoring or customer service.

Related Guides

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Online Tutoring Jobs

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Make Money From Home

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Enhance Your Retirement with Purpose

Choose work that brings joy, purpose, and extra income to your retirement years. You've earned the right to be selective about how you spend your time.