Category Archives: Family

Strategic Downsizing



Done mowing the lawn and fixing the roof? Your only other option is communal living. What do you want out of your next phase?


Released on our Own Recognizances



The boys are back! Are we better than ever? That’s debatable given the number of doctors and insurance claims we’ve both seen since the last episode.


Holidays



Lights on the house and caroling! New Year’s Eve in Times Square! Bar hopping for St Paddy’s Day! Or, like us, you can just sit on the couch.


Juvenile Delinquency



Kids these days. Are they really any worse than we were, or has parenting changed?


Millennial Accountability



Millennials are complaining that they aren’t getting the support they need. Is this about money, family, or something else?


Child Labor



Welcome to Season 2! We have a fresh intro, new topics and the same old crabby hosts.


The Social Price of Failure



This week we discuss the younger generations, failure and freedom on our Season 1 Finale. Wait, what? No one said there would be seasons….


Leaving the Nest #1



Gregg’s oldest is heading to college this week. We explore his mindset on the first to leave the nest.


Who Does Your Family Think You Are?



We recently had a full-on family reunion and noticed the ways everyone shifts their behavior when we see each other after a long absence. Do you put on a mask when your family is present?


The Pet Conundrum



This week we discuss the cost of pets, whether emotional, physical, or cash.


Mini-Me



Gregg has kids; James does not. This week we get into how we each got here, what else we could have done with that time & money, and what’s next.


Stuff and more Stuff



Following up on the “When It’s Time to Move Your Parents” episode, we talk about stuff: the perceived value of stuff, the actual monetary value of stuff, and the time and cost of removing the stuff.

Note the proper use of “it’s” and the Oxford comma above. We take this stuff seriously, folks.


Mortality, or Make Sure Your Tool Drawers are Labeled



The number one unavoidable fact of life is death. For those left behind it prompts anger, fear, regret and so much more. How do we react to the evidence of our own mortality all around us?


Wrapping Paper & Greeting Cards



Much ado about the waste of wrapping paper, greeting cards and empire of the Hall brothers.


When It’s Time To Move Your Parents



Last year James and Gregg had to assist in moving our in-laws across the country once it became clear that they couldn’t be on their own anymore. It’s a situation filled with frustration, emotion and lots of cash.