Home Work Retired

Home Work

A weekly advice podcast for people who work from home, whether freelancer or telecommuter. We address listener-submitted questions, comments and concerns about all aspects of working from home. Hosted by Dave Caolo. You can submit your questions here.

Hosted by Dave Caolo.



#119: Episode 119

July 11, 2014 at 12:00PM • 41 minutes

With Aaron on the road, Dave is joined by freelance copy editor, Jason Rehmus. And Dave rolls his chair again.


#118: More on Retainers, Selling Subscriptions, and Air Conditioning

July 4, 2014 at 9:00AM • 34 minutes

Dave and Aaron continue their exploration of retainers for freelancers, and also talk about the idea of selling services in general. And air conditioners.


#117: Coffee Shop Etiquette, Must-Have Mac Apps, and Morning Rituals

June 27, 2014 at 7:00AM • 51 minutes

Dave and Aaron discuss their lack of soccer knowledge, how not to be the most annoying person in a coffee shop, what their morning rituals look like, and the very first apps they absolutely must install on any new computer.


#116: More About Retainers, and DBA vs LLC

June 20, 2014 at 6:45AM • 34 minutes

Dave and Aaron chat a bit more about retainers after a listener suggests a completely opposite strategy. And then they tackle the differences between an LLC and a DBA.


#115: Coffee, Capture Workflow, and Book Design

June 13, 2014 at 6:00AM • 56 minutes

This week, Aaron and Dave chat about why coffee is so hard to get right, and so good when it is. They answer listener mail about the services Aaron offers when he helps people publish books, and what their individual task capturing workflows look like. Aaron also plugs his new book series for freelancers, and Dave rolls his chair. Again.


#114: Invoicing and Payment Gateways for Freelancers

June 6, 2014 at 6:00AM • 42 minutes

Dave and Aaron discuss their current setups for receiving payments from clients. Options discussed include PayPal, Stripe, Plasso, and Square. Also, the difference between Standard and Modern in Magic: the Gathering.


#113: Bad Funeral Jokes

May 30, 2014 at 6:00AM • 42 minutes

Dave and Aaron answer more listener mail. This week, marketing to funeral home directors, managing business finances, and how a freelancer can get the benefit of working for a big company without actually doing that.


#112: Magical Advice

May 23, 2014 at 6:00AM • 45 minutes

Dave and Aaron answer listener questions about clients looking for a cheap deal, how to raise your rates on long-time customers, and what systems they use to keep track of clients.


#111: Failing to Meet Deadlines, Canned Responses, and Agnostic Billing

May 16, 2014 at 6:00AM • 36 minutes

Dave and Aaron answer listener questions this week about a variety of subjects. We tackle the problem of failing to meet a promised deadline, say a bit more about canned email responses, and discuss a new platform-agnostic invoicing service. And Magic.


#110: Best Blog Practices, Calendars, and Balancing Time

May 9, 2014 at 7:00AM • 43 minutes

Dave and Aaron answer listener mail about good and bad blog and twitter practices, closing the deal with new leads, email app recommendations, and scheduling projects efficiently.