Extra Income?

Talking Real Money - Investing Talk

Don McDonald

Education, Business, Investing, How To

4.5 • 811 Ratings

🗓️ 23 February 2026

⏱️ 30 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Don and Tom examine Kiplinger’s list of top retirement side gigs and separate practical ideas from pipe dreams, questioning whether executive coaching, IT consulting, online reselling, and landlord life truly offer “passive” or realistic income. They highlight more viable options like tutoring, handyman work, and tour guiding while emphasizing purpose over paycheck. Listener questions cover the risks of private credit and alternative investments, plus smart strategies for consolidating multiple 401(k) accounts without triggering unintended tax consequences. 0:04 Old guys still podcasting intro 1:38 Kiplinger’s retiree side-gig list 3:26 Executive coaching reality check 4:40 AI and tech consulting skepticism 6:32 Consulting and client ego problems 7:53 AI vs. content writers 9:06 Bookkeeping for small businesses 9:29 Online selling isn’t easy money 11:19 Tutoring as a steady option 12:17 Handyman work pays well 13:44 Tour guide opportunities 14:17 Landlord myth of “passive” income 16:00 Where to find side gigs 16:47 Bridge jobs for healthcare 17:08 Purpose-driven retirement 19:14 Private credit and alternative risks 23:46 Consolidating multiple 401(k)s Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0	Birthday coming up?
0:02.0	On Etsy, you can find your favourite person a gift as special as they are.
0:07.0	Celebrate Stylish Julia with a cute vintage jewelry box.
0:11.0	Or Photography Mab Pull with a customized leather camera strap.
0:15.0	Or your caffeine-loving dad with a handmade pour-over coffee maker.
0:19.0	Don't just celebrate birthdays.
0:21.9	Celebrate one of a kind people with gifts that say I get you on Etsy.
0:27.1	Click or tap the banner to shop now.
0:35.0	Reality Radio for a really great future.
0:38.0	We're talking real money.
0:40.6	Those two old guys still doing that podcast thing?
0:43.8	Yeah, I think so.
0:44.7	Is that them?
0:46.0	Oh, yeah, this is them.
0:47.3	There he is.
0:47.9	There's that Tom guy and that Don guy.
0:50.3	Still talking real money.
0:52.8	Hi, everybody.
0:53.4	Welcome to Talking Real Money. I'm that Don guy. He's
0:56.2	that Tom guy. We're so glad you're those guys and gals who listen to us on a almost daily basis.
1:02.3	Thank you, thank you, thank you for continuing to actually listen. A lot of you do. We're still
1:08.7	trying to figure out why, but thank you for doing it.
	...

Please login to see the full transcript.

Previous episode | Next episode

Disclaimer: The podcast and artwork embedded on this page are from Don McDonald, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of Don McDonald and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.