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100 Great Second-Act Career Resources

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This list of 100+ great resources is for boomers (and others) interested in fun, flexible and fulfilling second-act careers. There are lots of other “best-of” career lists out there, but as far as I know, this is the first and only one to focus on flexible, part-time and entrepreneurial options. So if you’re done with the “big” job and are eager to profit from your passions on a part-time basis, this is the list for you.

Start with these sites (PBS site for people over 50): Yes, I write a career column for this site. But even if I didn’t, I’d still enthusiastically recommend it because it is the best site for boomers on the web. New content every day – be sure to sign up for their newsletter to stay in the loop.

AARP AARP has a surprisingly large library of career-related info specifically for people over 50 and it’s getting better all the time.  A must-visit. FabJob guides and online certificate programs are the best resource that I know of for learning in-depth “how-to” information about an amazing variety of entrepreneurial careers – everything from How to Become a Cake Decorator  to How to Become a Celebrity Assistant to How to Become a Mystery Writer.

Get Inspired

There’s nothing like a good success story to rev-up your career reinvention success. Here are several sites with stories sure to inspire: Stories (and videos) of people who reinvented their careers after age 50 and found deeper joy and satisfaction as a result. and (two sites run by the same person) feature profiles of people who have found purpose and meaning in their second acts. I love everything Jonathan Fields does, especially his Good Life Project (GLP) a video series featuring in-depth conversations with acclaimed artists, entrepreneurs and influencers. His book, Career Renegade: How to Make a Great Living Doing What You Love is a helpful read for people seeking second-act careers. The look and tone of this site is skewed to a younger demographic, but regardless, I’m confident you’ll benefit from the advice, resources and inspirational profiles shared here by Chelsea Dinsmore and her team. Articles about women reinventing their careers and opening new businesses after age 50. TED talk videos feature thousands of the world’s most inspirational speakers on a wide range of topics, and include many thought-provoking second-act stories.

Explore Entrepreneurial Possibilities

If you’re not sure what type of businesses are out there, these sites will help you to explore a variety of intriguing entrepreneurial pursuits and possibilities. The online home of Entrepreneur magazine offers entrepreneurial advice, as well as plentiful information and resources for people interested in franchising. This is the website of Barbara Winters, author of one of my favorite books Making a Living Without a Job and creator of the info-packed Winning Ways newsletter. The site is filled with helpful ideas and inspiration for people who want a more flexible second act.

Shark Tank Okay, it’s a television show (and please keep that in mind) but I still think you can gain some helpful insights into what makes a viable business from watching this show.

50 Business Ideas People Are Actually Making Money From Fabulous post loaded with possible second-act business ideas.

Find Entrepreneurial Training and Assistance

Starting a new business can be a daunting task: What zoning regulations apply to your situation? What’s the best legal format for your business? How can you best market your services on a shoestring budget? These resources will help you to launch, manage and grow your venture.

SCORE A nonprofit with more than 340 chapters nationwide, SCORE is dedicated to helping people start and grow small businesses – webinars, in-person training programs, and free consultations with experienced professionals who serve as mentors to budding entrepreneurs.

The U.S. Small Business Administration and their roughly 1,000 Small Business Development Centers around the country are excellent resources for anyone wanting to start, grow or manage a business. Be sure to check out their suite of resources intended specifically for the 50+ Entrepreneur.

The Kaufmann Foundation runs an excellent FastTrac program for both new and experienced entrepreneurs (in-person and online).

Lawrence N. Field Center for Entrepreneurship at the Zicklin School of Business at Baruch College: A free online resource center and curriculum designed for senior entrepreneurs. Coaching, services and information for boomer entrepreneurs. They also host a free podcast series about starting a business after 50.  Whether you’re thinking of becoming a baker, beekeeper or kids clothing designer (or pretty much anything else), is the best place to find advisors and mentors who can answer your questions about all types of entrepreneurial options.

Plus 50 Community College Listings: The Plus 50 Initiative invests in community colleges  that offer training and support services for the plus 50 student population.

Senior Planet NYC They offer a range of free 5- and 10-week digital technology courses at their Exploration Center for people age 60 and up. And Senior Planet has a 10-week Startup! Course, which runs for 90 minutes twice a week.

Looking for financing?

The SBA’s Small Business Investment Company program can offer leads.

BusinessUSA is the federal government’s site for entrepreneurs seeking small-business loans.


As a starting point, you might enjoy this guide about how online programs work. It covers the similarities and differences between vocational and career schools and 4-year universities. There are tips to help choose the right program and info about the different career paths opened up by various programs. Other helpful sections include the one about Massive Open Online Courses (what they are and their benefits) and another about financial aid and scholarships for online learners.

A few online programs of interest: Gotham Writers’ Workshop is the leading creative writing school in New York City and they now offer a number of their courses online. If you’re interested in learning about the craft and business of writing, this is the site for you.  For a small monthly fee, members receive unlimited access to a vast library of video tutorials covering topics like CAD, 3-D animation, social media marketing, photography, film making, app development, web graphics and more. Some libraries offer free access to, so be sure to check with your local library.

MOOC’s are Massively Open Online Courses offered to everyone by some of the world’s top colleges and institutions, including Harvard, MIT, The Smithsonian and Google. The big three MOOC platforms, Coursera, Udacity, and edX, now offer users official recognition for their paid courses, and in some cases, even academic credit.

CreativeLIVE Classes for creative entrepreneurs with titles like Unlock the Power of Pinterest, Make Your Website Work for You, Starting a Business over 40 and Social Media Bootcamp. The initial live broadcast of the class is free and then the recorded class can be accessed for a small fee.

International Freelancers AcademyTraining classes and resources for freelancers.

Look for Flexible Gigs and P/T Jobs

Interested in finding freelance, work-from-home and flexible jobs online? Before starting your search,be sure to check out (I recently wrote about this site for It’s a must-visit for anyone looking to earn extra income from a side gig.

Cautionary note: Whenever responding to online ads, please remember the adage, “If it sounds too good to be true, it probably is.” Do your homework, exercise caution and be a smart consumer! An online marketplace where creatives (photographers, graphic designers, illustrators, etc.) can showcase their works and search for  jobs and freelance opportunities. Short-term jobs (teach abroad, farm jobs, wilderness therapy ventures, etc.) in the US and overseas. Seasonal and summer job listings at places like resorts, ski attractions and the national parks.

Direct Sales Association If you’re interested in working for a home party or direct sales company (such as Pampered Chef), this is a great place to begin your research. 
Hundreds of thousands of projects are listed here including web development, graphic design, programming, marketing, writing, administrative, research and more.

FlexProfessionals Staffing company serving the Washington, D.C. metro area that fills part-time, flexible and project-based needs. Jobs and advice for people who want to work on a flexible basis. Small fee to access the job listings, but their articles about flexible work are free and quite helpful.

Freelance Writing Jobs freelance writing community featuring daily job leads, articles and “plenty of commiseration.” Opportunities for freelancers in over 160 professional categories including website design, programming, graphic design, business consulting, and administrative support. As the name suggests, was created to help companies and freelancers who prefer to work face-to-face, but there are now remote job listings as well for tech professionals, content providers, designers, marketers and many others. Excellent site for anyone who creates or works with content, or who is a non-creative professional working in a creative industry. Job board has both full-time and freelance gigs and they have a wonderful training section covering all types of media and content-related careers. Work-from-home jobs and opportunities. Excellent free newsletter. This site has a search engine where boomers and older workers can search for temporary, part-time, seasonal jobs and project assignments. You can also post your resume and set a job alert to be notified when a position is posted that matches your experience.

Virtual is a site solely for telecommuting jobs and since the work-from-home space is notorious for scams, Virtual Vocations employs three teams to screen each job before it is approved and doesn’t post fee-based, solely commission-based or “start your own business” opportunities. The site offers free and paid memberships. The free version gives you limited access to its jobs; the $15.99/month version (with discounts for multi-month plans) offers full access to the listings, plus other extras, such as courses and industry guides.

Explore Temp and Contract Firms

In recent years, there has been an increase in the number of firms who place professionals into temporary, executive-on-demand and contract assignments. Here is a sampling:

Aquent Project opportunities for professionals in the digital, creative and marketing fields.

Arise Virtual Solutions Work-from-home jobs in customer service, sales and technology support to major Fortune 500 companies. According to a recent Wall Street Journal article, “The company’s goal is to have older Americans make up 35% of its network of 25,000 contractors, up from a current 20%.” This marketplace connects businesses to top-tier MBA alumni for short-term business consulting projects. So if you’re a graduate of a top-40 B-school who likes consulting on topics like competitive analysis, fundraising presentation or company valuation, HourlyNerd might be a good fit.

Patina Solutions Opportunities for professionals with 25+ years of experience who want to work in project-based roles. Assignments cover a wide assortment of industries and business functions.

Tatum Interim executive firm that contracts out CEOs, CFOs, CIOs and other finance and accounting executives.

The Flexwork for Women Alliance A comprehensive list of national and regional firms helping women find flexible work. This site matches seasoned talent with top companies in the life sciences, medical devices, and consumer goods industries. Assignments can last from a few days to over a year and compensation is determined by factors including project type, skills required and marketplace standards.

Get Help with the Boomer Job Search

Looking for a job when you’re over 50 can be challenging – these sites can help: Career and job search advice for boomers. Be sure to also check out their wonderful podcast series on Repurposing Your Career.

To look broader for jobs with the government, check out the Go Government site, a one-stop shop created by the Partnership for Public Service, a bipartisan nonprofit. You can also find leads at the USAJobs site. Just bear in mind that these sites aren’t limited to older workers, so you’ll have plenty of competition. One of the best overall job search sites on the web, with special sections devoted to mid-life job search and lifestyle-friendly careers.

Mary Eileen Williams The author of Land the Job You Love: 10 Surefire Strategies for Jobseekers Over 50 writes a very useful column on HuffPost50 and has other job search advice on her site, Feisty Side of 50.

Over 50 and Unemployed Outstanding 5-part series from AARP that examines a variety of work options including part-time work, consulting, entrepreneurship and project work. Job site for people over 50.

Read a Second-Act Career Book:

Great Jobs for Everyone 50+: Finding Work That Keeps You Happy and Healthy … And Pays the Bills by Kerry Hannon

Life Reimagined: Discovering Your New Life Possibilities by Richard J. Leider

Making a Living Without a Job: Winning Ways for Creating Work That You Love by Barbara Winter

Second-Act Careers: 50+ Ways to Profit From Your Passions During Semi-Retirement by Nancy Collamer

The $100 Startup: Reinvent the Way You Make a Living, Do What You Love, and Create a New Future by Chris Guillebeau

The Economy of You: Discover Your Inner Entrepreneur and Recession-Proof Your Lifeby Kimberly Palmer

The Encore Career Handbook: How to Make a Living and a Difference in the Second Half of Life by Marci Alboher

Your Life Calling: Reimagining the Rest of Your Life by Jane Pauley

Boomer Reinvention: How to Create Your Dream Career Over 50 by John Tarnoff

Build a Profitable Blog

These resources are for people interested in learning how to create profitable blogs and other types of online businesses that can be run from anywhere in the world (Tahiti anyone?)

Alexis Grant Alexis has excellent resources, guide books and courses for people interested in profiting from the digital economy. Her advice is always spot-on.

Ali Luke’s Blogger’s Guides Ali sells four different guides about blogging. Her e-book guide will help you come up with an ebook idea, learn how to plan and structure your book, and teach you how to sell your book online. Sean Ogle writes about building a business you can run from anywhere. Outstanding resource (probably my favorite site about blogging). Also lists freelance blogging opportunities. My other favorite site about blogging. Run by Corbett Barr, Chase Reeves and Caleb Wojcik, these guys are the “real deal.”

The Suitcase Entrepreneur The founder of the site, Natalie Sisson, runs her business while traveling the world. Her book, The Suitcase Entrepreneur, is chock-full of helpful advice and resources. Another site that helps people build profitable location independent businesses.

Find a 50+ Community

It can be tough to make a go of a second-act without the support of other people going through the same transition at the same time. While the following sites aren’t technically career sites, their content is tailored to people over 50 (unfortunately, both of these are geared for women, sorry guys!):

Sixty and Me An online community and website of 40,000+  women over sixty. Amazing collection of insightful content.

The Transition Network The Transition Network has chapters throughout the US. It is an inclusive community of professional women, 50+, whose changing life situations lead them to seek new connections, resources and opportunities.

Great Sites for People Who Love…

Arts and Crafts

The Craft and Hobby Association An international association that hosts two industry expos, ongoing training programs and offers a full-suite of purchasable benefits (health, life, long-term care etc.). If you love to make crafts, or you want to figure out a craft you can make and sell, you’ll love these online crafting classes and videos.

Etsy The world’s largest online marketplace for crafters, Etsy also has an impressive educational and community component to their site. 

Festival Network Online With over 22,000 event listings, this is a terrific resource for people who want to sell their crafts at art shows and fairs (or perform at music festivals).

How Artists Make Money An inspirational series from the wonderful folks at NPR that profiles successful artists, including poets, painters and musicians.

Food Lovers This tasty site lists full-time and flexible jobs, as well as internship opportunities, in a variety of food-related fields. Be sure to also check out the many entertaining second-act profiles on the site.

New England Food Safety Consortium Helpful listing of  food-related business sites (you don’t need to live in New England to take advantage of them). The Specialty Food Association caters to food artisans, importers and entrepreneurs.

Non-Profits and Volunteering Fabulous resource for people over 50 interested in helping the greater good. Among their many offerings, Encore sponsors a fellowship program that matches skilled professionals with at least 15 years of experience with “high impact” assignments at nonprofits. 

Bridgespan Group: An excellent resource for executives looking to “cross the bridge” into the non-profit arena.

Commongood Careers Retained search firm serving the nonprofit industry.

Executive Service Corps Nationwide network of nonprofit consulting organizations. Volunteers assist organizations with strategic planning, improving board effectiveness, coaching CEO’s, marketing and business planning.

Foundation Center The Foundation Center operates research, education, and training programs designed to advance knowledge of philanthropy at every level. has a database of over 80,000 nonprofit organizations and a nonprofit jobs board. connects volunteers to opportunities in communities throughout the US  ReServe connects retirees with part-time work at nonprofits. Best for those who want to help organizations strapped for funds and resources, since the pay offered is quite low (about $10 an hour).

RSVP is run by the US government and is one of the largest volunteer networks in the nation for people 55 and over. An excellent online service that matches volunteers to meaningful volunteer opportunities.


American Kennel Club has certification and training for people interested in becoming breeders and dog show judges.

American Pet Products Association is a must-visit site for anyone interested in learning more about producing, selling or marketing pet products.

Association of Pet Dog Trainers and the Certification Council for Professional Dog Trainers sell resources for people interested in becoming a dog trainer.

Pet franchise options: There are an ever increasing number of pet franchises, ranging from grooming franchises to doggie daycare services to pet waste removal services.

Publishing and Writing

Writers Digest: Widely regarded as the #1 resource for writers, this is a one-stop-shop for information about conferences, writer’s communities and advice on how to monetize your writing.

The Well-Fed Writer: Advice, resources and training for people interested in writing for the business and corporate markets.

The Write Life: A new and very helpful site for writers eager to learn how to thrive in the digital world.

How to Become a Novelist in Your Second Career: This is an article I wrote for that shares tips and resources for aspiring novelists.

Make a Living Writing: As the name implies, this site will help you learn how to profit from your writing skills.

Memoir Writing: The website of the Association of Personal Historians where people learn how to craft personal histories – and how to develop an income stream from doing them.

Rachelle Gardner: Great advice for anyone looking to learn more about the publishing industry – topics include how to write a winning book proposal, how to get a book cover designed and how to land a literary agent.


Caretaking Gazette: Lists property caretaking opportunities around the globe.

Modern-Day Nomads: Site for those who want to work while traveling the world.

Peace Corps 50: Hard is it may be to believe, 7% of Peace Corps volunteers are over age 50. Learn more about their offerings for people over 50 here. Another great site for finding out what life is like for older Peace Corp volunteers is, (written by my brother David Jarmul).

Transitions Abroad: Articles and resources for people interested in working abroad and teaching english overseas.

Travel Writing 2.0: Advice and resources if you want to earn a living as a travel writer.

Did you find this list useful? Please, if you like it – share it! The more people we can help create fulfilling work, the better. 

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