Join the Pointless Overthinking Team of Writers!

By Troy Headrick Hi, everyone.  I’m writing to tell you about a wonderful opportunity.  Pointless Overthinking (PO) is currently looking for about three new writers to join its team of bloggers.  If you’re interested in applying for such a position, please continue reading. Before submitting work, please spend some time looking carefully at the sorts of writing... Continue Reading →

Featured post

A Teacher Speaks Out

By Troy Headrick I want to make a bold claim:  Good schools can save the world. I bet a whole bunch of thoughts come to mind when you hear the word “school.”  I mention this because I have some pretty unorthodox ideas about schools and what they really do—or should do.  My point is, I’m... Continue Reading →

What’s the Point?

By Jack Canfora This evening, I will have a (virtual) table read of a new play of mine. I think it has promise, but for me, and I think I'm not alone in this among playwrights, until I hear it out loud, I can't be sure. Reading it is different from hearing. Unlike, say, novels... Continue Reading →

Can you slow down?

Hello PO family! How are you all doing? Long time, no see! I had to take an unexpected and long break from writing but I plan to be more regular from now on. Hopefully, we will continue meeting on most Sundays. There was a lot going on in my life, hence the break. But I... Continue Reading →

Question of the Day: No. 542

I've been staring at a blank screen for the past hour or so. Ok, that's not true. I've actually been staring at several non-blank screens in an effort to keep me from staring at the one blank screen I should. So, I decided to post another question of the day. Here it is: What tactics... Continue Reading →


11th September 2021 marked twenty years since that fateful day when terrorists attacked the US. It also marked twenty three years since the terrorist attack on the American embassy in Nairobi on 7th August 1998. In both countries, what was designed to instil fear instead evoked fortitude. What was intended to sow discord instead brewed... Continue Reading →

I Didn’t Have a Plan

By Troy Headrick It’s Friday afternoon.  The clock tells me it’s 4:25 p.m.  I yawn.  I stretch.  I stare at the ceiling for at least two minutes. It’s the napping hour.  I’d love to close my eyes, but I can’t, at least not for the next thirty plus minutes.  I’m at home, yet I’m working—“remotely.” ... Continue Reading →

Can Happiness Be Cultivated?

By Troy Headrick I’ve been writing about happiness recently.  This is the third (and final) installment in a series of pieces on this subject.  The first installment can be found here and second one, here. While prepping myself to write this, I began to think of analogies.  Can happiness be cultivated in the same way... Continue Reading →

Summer’s Last Hurrah

By Jack Canfora I'll start with a confession. I don't really know if this is summer's last hurrah. I haven't heard it hurrah at all so far, at least I think I haven't, but in another confession, I've never really heard anyone use hurrah in an unironic fashion, and basing what it would sound like... Continue Reading →


Billy Osogo Hello September! It's the ninth month of the year! Three more months and 2021 is a wrap! I know it's been one heck of a year already! What with the mutating variants of COVID-19, what with the weather, what with the economy! We often set our goals for the year early in January.... Continue Reading →

Question of the Day: No. 541

With pumpkin spice flooding the streets again, autumn is just around the corner. August is like the Sunday of summer and it's almost over. September is just a few sleeps away. Is it just me or have the first 8 months of 2021 absolutely flown by?

Another Starry Night

By Troy Headrick A little more than a week ago, I published a piece about an extraordinary evening.  Last night, hoping to have a similar experience, I carried my chair outside again and sat.  The conditions were similar to what they had been a week earlier, so I had great expectations.  I sat for a... Continue Reading →

Why You Shouldn’t Hope for the Best

“Misfortune weighs most heavily on those who expect nothing but good fortune.”- Seneca Have you ever noticed how we’re taught that our wants and desires have everything to do with our suffering, yet we’re also taught to “live in hope”? Have you ever stopped to consider how these messages might muddy the waters? You see... Continue Reading →

Questions of the Day: No. 540

By Troy Headrick Yesterday, on a hot day in South Texas, I spent a portion of the afternoon mowing the grass in my backyard.  While doing so, I witnessed something amazing.  In fact, what I saw made such an impression that it inspired the questions I’m about to put to you.  As soon I started... Continue Reading →

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