From the book Slippers On, Paycheck In

Every link from the book, in one place

Real work-from-home jobs for retirees, sorted by chapter. Bookmark this page. When a listing changes, this is where you'll find the new one.

Start here

Not sure which job fits you?

Before you search, try my free guide: Find the Right Remote Job for You, in 10 Minutes with My AI Prompts.

Use these AI prompts to:

  • Turn your work history into the words employers search for
  • Find the job titles that fit you best
  • Size up a job listing and spot scams
  • Tailor your cover note and résumé
  • Polish your LinkedIn profile, top to bottom
About the links on this page. A few are affiliate links, and each one is marked. If you sign up for a paid service through one, I may earn a small commission at no extra cost to you. I only list services I'd point a friend to. No company paid to be on this page. As an Amazon Associate I earn from qualifying purchases.

Part One

Simple jobs, little or no experience needed

Chapter 1

The Friendly Voice: phone customer service

Chapter 2

The Pen Pal: chat and email support

Chapter 3

The Detail Keeper: data entry

Chapter 4

The Good Listener: transcription

Chapter 5

The Honest Critic: search and AI rating

Chapter 6

The Small Extras: pocket money

Part Two

Jobs that use your experience

Chapter 9

The Right Hand: virtual assistant

Chapter 10

The Wordsmith: writing jobs

Chapter 11

The Pro Listener: legal transcription

Chapter 12

The Wise Advisor: consulting and coaching

Chapter 13

Teach What You Know: tutoring

Trusted places to find work from home

Start with one or two of these and bookmark them. LinkedIn and Indeed have the most jobs, AARP is made for workers 50 and up, and FlexJobs checks every listing.

Free

AARP Job Board

Made for workers 50 and up. Filter by "remote" or "part-time" to see jobs you can do from home, and save the ones you like.

Visit AARP Job Board →

Free

LinkedIn Jobs

The place for professional jobs. Search for remote work, turn on job alerts, and let recruiters find you. A polished profile makes all the difference.

Visit LinkedIn Jobs →

Free

Indeed

The biggest job site, with every kind of job. Type "remote" in the location box. Before you apply, read reviews and pay info for the company on Glassdoor, now part of Indeed.

Visit Indeed →

Paid (affiliate link)

FlexJobs

A real person checks every listing before it goes up. A low-cost trial lets you look around before you choose a monthly or yearly plan.

Visit FlexJobs →

More job boards to try

Rat Race Rebellion

A long-running list of remote jobs, many of them non-phone. Some older links may be out of date, so check that a job is still open.

RetirementJobs.com

Jobs from employers who want workers over 50. Use the remote filter to narrow it down.

Workforce50

Employers looking for experienced, older workers. Free to search.

Retired Brains

Remote and flexible jobs for people 50 and up. Free.

Seniors4Hire

Free to sign up and search, with jobs from age-friendly employers.

SCSEP (Senior Community Service Employment Program)

A federal program that pays people 55 and up with limited income while they train at local nonprofits and public agencies.

One rule for every site: a real job never asks you to pay to apply. Apply on the company's own website. Spotted a scam? Report it at ReportFraud.ftc.gov.

Where to learn the skills

Free or cheap, no classroom

Already getting Social Security?

If you're under full retirement age, earning over a yearly limit can reduce your benefits for a while. Social Security's free booklet explains the current limits in plain language.

Read How Work Affects Your Benefits

Tell me how it went

Which job did you try?

Write and tell me about your test-drive week. Your story might help another reader take their first step.

[email protected]

The Your Next Good Chapter series

Small, friendly guides for a new chapter

Someone Needs You book cover

Someone Needs You

A 14-day path to one volunteer role you'll actually look forward to.

See the book
The Mail Pile Has Its Own Mail book cover

The Mail Pile Has Its Own Mail

The 1-1-7 Method for getting unstuck after retirement: one small task, one honest reframe, seven days.

See the book

Your Next Good Chapter™ · yournextgoodchapter.com

Links checked October 2026. Companies listed are not affiliated with Your Next Good Chapter, and listing one is not a promise of a job or earnings. Links marked "affiliate link" may earn a small commission at no cost to you. As an Amazon Associate I earn from qualifying purchases.

Impact-Site-Verification: e5f45e32-c422-47a9-8576-061cf7ee44e8

Impact-Site-Verification: 19d681fb-e304-481a-aef1-1e03325be7f1

hlighted "Start here" box at the top for the free guide (/job-match); the small link in the LinkedIn Jobs box is removed (no repeats). v21: LinkedIn Jobs box links to the new free guide at /job-match. v20: LinkedIn Jobs and Indeed (with Glassdoor) added to the top picks; Rat Race Rebellion moved down to More job boards to try. v19: second Impact verification line (marketplace) added - keep both. v18: Impact site verification line added in the footer (keep it). v17: Alison VA course is now Building a Successful Virtual Assistant Business. v16: Alison affiliate links added (campaign 61519742). v15: consulting books moved to the end of Chapter 12; Chapter 13 is tutoring only. v14: Teach What You Know is Chapter 13; Try it free first removed; Chapter 8 label removed from job sites; less white space above them. v13: Chapters 12 + 13 merged (The Wise Advisor: consulting and coaching); tutoring added to Teach What You Know (Varsity Tutors, Outschool, Wyzant, Preply, italki). v12: Amazon Mechanical Turk (closed Sept 30, 2026) replaced with Prolific. v11: MDCalc now links straight to its remote Technical Support job. v10: U-Haul link fixed (jobs.uhaul.com). v9: the two Chapter 10 boxes merged into one. v8: smaller, tighter type so more fits on screen. v7: job sites and more job boards combined (one Chapter 8 section); quieter affiliate labels; Amazon Associates statement added. v6: wider page (1240px); order now Part One, Part Two, job sites, more job boards, learn the skills (learn section in a wide grid). v5: More job boards moved after Part One; much bigger, bolder Part and Chapter labels. v4: scam box removed; job sites are now the main first section with a blurb under each; softer, less boxy sections that fade together. v3: Virtual Assistant is now Chapter 9 (chapters 9-12 moved down one); added Alison and the Udemy VA course; links trimmed from the book now live here. AFFILIATE LINKS: search this code for "AFFILIATE LINK" (in capitals) (10 spots): Impact: FlexJobs, Udemy (2), Coursera (2), Squarespace Alison's own program: Alison (2) Amazon Associates: two consulting books Once approved, swap each web address for your own affiliate link. ============================================================ -->

From the book Slippers On, Paycheck In

Every link from the book, in one place

Real work-from-home jobs for retirees, sorted by chapter. Bookmark this page. When a listing changes, this is where you'll find the new one.

Start here

Not sure which job fits you?

Before you search, take 30 minutes with my free 6-step guide.

Use these AI prompts to:

  • Turn your work history into the words employers search for
  • Find the job titles that fit you best
  • Size up a job listing and spot scams
  • Tailor your cover note and résumé
  • Polish your LinkedIn profile, top to bottom
About the links on this page. A few are affiliate links, and each one is marked. If you sign up for a paid service through one, I may earn a small commission at no extra cost to you. I only list services I'd point a friend to. No company paid to be on this page. As an Amazon Associate I earn from qualifying purchases.

Part One

Simple jobs, little or no experience needed

Chapter 1

The Friendly Voice: phone customer service

Chapter 2

The Pen Pal: chat and email support

Chapter 3

The Detail Keeper: data entry

Chapter 4

The Good Listener: transcription

Chapter 5

The Honest Critic: search and AI rating

Chapter 6

The Small Extras: pocket money

Part Two

Jobs that use your experience

Chapter 9

The Right Hand: virtual assistant

Chapter 10

The Wordsmith: writing jobs

Chapter 11

The Pro Listener: legal transcription

Chapter 12

The Wise Advisor: consulting and coaching

Chapter 13

Teach What You Know: tutoring

Trusted places to find work from home

Start with one or two of these and bookmark them. LinkedIn and Indeed have the most jobs, AARP is made for workers 50 and up, and FlexJobs checks every listing.

Free

AARP Job Board

Made for workers 50 and up. Filter by "remote" or "part-time" to see jobs you can do from home, and save the ones you like.

Visit AARP Job Board →

Free

LinkedIn Jobs

The place for professional jobs. Search for remote work, turn on job alerts, and let recruiters find you. A polished profile makes all the difference.

Visit LinkedIn Jobs →

Free

Indeed

The biggest job site, with every kind of job. Type "remote" in the location box. Before you apply, read reviews and pay info for the company on Glassdoor, now part of Indeed.

Visit Indeed →

Paid (affiliate link)

FlexJobs

A real person checks every listing before it goes up. A low-cost trial lets you look around before you choose a monthly or yearly plan.

Visit FlexJobs →

More job boards to try

Rat Race Rebellion

A long-running list of remote jobs, many of them non-phone. Some older links may be out of date, so check that a job is still open.

RetirementJobs.com

Jobs from employers who want workers over 50. Use the remote filter to narrow it down.

Workforce50

Employers looking for experienced, older workers. Free to search.

Retired Brains

Remote and flexible jobs for people 50 and up. Free.

Seniors4Hire

Free to sign up and search, with jobs from age-friendly employers.

SCSEP (Senior Community Service Employment Program)

A federal program that pays people 55 and up with limited income while they train at local nonprofits and public agencies.

One rule for every site: a real job never asks you to pay to apply. Apply on the company's own website. Spotted a scam? Report it at ReportFraud.ftc.gov.

Where to learn the skills

Free or cheap, no classroom

Already getting Social Security?

If you're under full retirement age, earning over a yearly limit can reduce your benefits for a while. Social Security's free booklet explains the current limits in plain language.

Read How Work Affects Your Benefits

Tell me how it went

Which job did you try?

Write and tell me about your test-drive week. Your story might help another reader take their first step.

[email protected]

The Your Next Good Chapter series

Small, friendly guides for a new chapter

Someone Needs You book cover

Someone Needs You

A 14-day path to one volunteer role you'll actually look forward to.

See the book
The Mail Pile Has Its Own Mail book cover

The Mail Pile Has Its Own Mail

The 1-1-7 Method for getting unstuck after retirement: one small task, one honest reframe, seven days.

See the book

Your Next Good Chapter™ · yournextgoodchapter.com

Links checked October 2026. Companies listed are not affiliated with Your Next Good Chapter, and listing one is not a promise of a job or earnings. Links marked "affiliate link" may earn a small commission at no cost to you. As an Amazon Associate I earn from qualifying purchases.

Impact-Site-Verification: e5f45e32-c422-47a9-8576-061cf7ee44e8

Impact-Site-Verification: 19d681fb-e304-481a-aef1-1e03325be7f1