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Road Comedy Recap: Boston Sleeps With The Phishes
So this weekend I made a trip to Boston for an encore performance at City Winery. Last July my trip to Boston represented one of my first post/mid/where are we in the pandemic comedy road trips and it was a smashing success. Despite my pessimism at only being offered a Monday night spot I got around 150 people in the main room, met lots of fans and returned home to NJ the next day a conquering hero. So this year I felt even happier to get a Friday spot at CW. I had initially booked two Friday shows (the smaller room, which is better for comedy, seats 75 people so I figured 150 on a Monday in July = at least 150 tickets on a Friday in July). As my friend Duane said to me after the show on Friday, “I tried to buy tickets for the late show, but it was sold out.” I replied, “We canceled it because sales were awful.” He replied “Well you could have said nothing and let me think it was sold out.” I replied, “for better, and most certainly for worse, my entire comedy career’s essence forces me to say exactly what I just said.” So now that you know the middle of the road story, let’s get going on the whole thing.
The Way to Boston
I took a day off from work (I now try to factor in the cost of vacation days when taking a comedy gig, the way companies should factor carbon output into their value) and hopped on the 10:03am Acela to Boston. The train was uneventful. I helped my seatmate, a petite Asian woman, put her suitcase in the luggage compartment. Either I am getting weaker or Thor’s hammer was in her suitcase because that thing was heavy AF. The real highlight came when a fan, before departing one of the stops just outside of Boston tapped me on the shoulder and said she was a big fan. I said I was headed to Boston to do a show and she said she knew but her husband had tickets to Phish. As if that was not bad enough, some guy on the train (one of these Phish people that apparently have unlimited vacation days to tour the country to watch Phish) chimed in with “you’re going to Phish? Me too!” I wanted to say “Hey fella, can’t you see this is a fan-entertainer conversation? No one asked what the Ungrateful Dead fan thinks about any of this!” But instead I thanked the fan for her support and waited to arrive at South Station (as I learned this morning before leaving for NYC it is actually the Michael Dukakis Train Station – PUT SOME GREEK SALAD RESPECT ON HIS HAIRY NAME!)
City Winery
I walked to my hotel, Club Quarters, from MDTS. Serviceable enough hotel, though my bathroom smelled very musky. Then it was time for sound check. The young staff on the show was all very nice and positive. The lead was a young woman whose experience working with artists and her psych degree clearly gave her a good set of skills to communicate with giant, despondent, self-deprecating comedic geniuses before shows.
I made my way back to my hotel to shower and go over my set list (of the show, at least 50 minutes were written in the last 2 months, post the new special). And on an extra good note, my friend Al, part of a Williams College group of friends coming to the show (Utah Jazz Coach and Class of 2008 Eph Will Hardy was disappointingly not there – he must still be busy helping demolish my favorite team – WHY COULDN’T IT BE AN AMHERST GRAD TO DO THAT!?), had been able to get on a last flight out of Chicago after his planned flight was canceled.
So I went on stage at 7:20 and outside of a bit on Mark Wahlberg and comparing terror attacks in Boston and NY to the Red Sox and Yankees, which did fine but ruffled some, I think the set was a big success. I do not want to mention some of the topics (simply because several of them are original and I would not want to inspire someone else to do bad versions of my work), but I will probably post some audio/and or video to my patreon this week. I also busted out an impromptu George Carlin impression for a bit where I was parsing some language. One fan was at the show 2 days after his father had passed, which was very touching and would have been a much more valid excuse to miss a show than Phish (just kidding Acela fan!).
But it turned out that in addition to all of Boston going away every weekend in the Summer, there were a ton of big concerts in the area on Friday. Not only Phish, but Zac Brown Band and, the big one nearby, New Kids On The Block, whose audience could only be described as a “white, middle-aged flesh tsunami” (as I dubbed it after the show). After the show my group of Williams friends and I made our way to a nearby sports bar to watch the Red Sox-Yankees game, which the Yankees predictably lost (since I was watching).
Saturday
The next morning I woke up and read on a park bench downtown while having a cup of coffee. As I took in downtown Boston, and wrote in a tweet, it felt like watching American History get molested by a shopping mall. The proximity of commercialism and historical landmarks is so jarring, at least to a visitor. I then went with my friends and some of their kids to a family friendly brewery called Trillium (seems like an oxymoron, but it seemed to work – beer, kids, driving – what could go wrong?!). I had 3 drinks and then proceeded to play whiffle ball with everyone. My personal highlights were ripping a double with one hand and on a routine grounder, fielding it and then tumbling to the ground as some combo of beer, surgically repaired knee and 43 year old-thinking-he’s still 29-clumsiness took hold of me. I cannot imagine what that looked like to half a dozen elementary school age kids, but it had to have been jarring.
I had to take a Lyft back to Boston early because I had to go to Mass (since I am on Amtrak all morning and they don’t provide a snack car chaplain). I arrived in Little Italy for Mass, which meant I had to kiss my hand after doing every sign of the cross. I also noticed that there were a lot more young and attractive people at Mass in Boston than in NYC or NJ – is this because they are still trying to bag a Kennedy?
After Mass I went back to my hotel and prepped to go watch the Sox and Yankees with my friends, but after a long, fun and tiring day drinking and playing whiffle ball in the Sun the plan was nixed. So I did not get to watch the Yanks (of course they won 14-1).
Sunday
I got up early for the 6:35am train back to NYC, which is where I am writing this. It is not an Acela train, but I am sitting next to a guy wearing a Brown University Sailing hat. It makes sense that I am on this regular people, slow train – comedians on the downside of their career are right at home. But someone on an Ivy League sailing team? You are not doing life right if you are on the poor people train.

This weekend I made my way down to Washington, DC for a pair of shows as I prepare for the re-taping of the special whose name we dare not speak. The trip began with an Uber ride worthy of the Fast and Furious Franchise and ended with a woman yelling at me that she had been abused by a priest. Let’s just get into the recap! Also the recap of my Buffalo road trip is part of a bonus episode of my podcast now available on my very robust and very cheap Patreon. Link available on my website menu above.




I am writing this last installment from a 4 hour delayed Amtrak to Pittsburgh. I was supposed to be off of this train 3 hours ago, but engine troubles in Chicago and freight traffic derailed that plan. Because of the extensive delay, my connecting train from Pittsburgh to Newark has already left the station so a bus in Pittsburgh will take me to my final destination of New Jersey. I have often compared my comedy career to a horror movie – when you think victory has been secured, THAT is when the villain arises from behind and slits your throat. The final leg of my “Paid Vacation Tour” (as I joked with the crowd in Utah – better for your mental health to say “I got paid for comedy while on vacation” than “my comedy gigs keep losing me money.” So here is the Utah/journey home finale of the early 2022 road recap series.





As a break between gigs in Los Angeles and Salt Lake City, I did something I have not done since 2018 or 2019… I took a vacation! Admittedly it was a 24 hour vacation to break up travel between Los Angeles and Salt Lake City, but it still counts! The only two times I have visited Vegas in my life were both with my family. The first was in college with my basketball team and my family visited so I did no gambling and no clubbing (and to be honest not even that much basketball playing) and the next time was to take my Mom for her birthday with my brother many years ago. it was fun enough, but buying three tickets to Thunder Down Under was a lot more awkward than we anticipated. So this time I was meeting my girlfriend for a Masks Up, Finances Down trip to Sin City!
Then we went to Craftsteak, an outstanding and expensive restaurant in the hotel. I was able to retroactively count it as Valentine’s Day dinner, so that means I get a break Monday… pizza party! Then we headed to see Vegas/Magic legend David Copperfield. We both enjoyed the show, though some of the theatric elements were a little too much for me. And, as a big fan of the show Arrested Development (the greatest tv comedy of all time – Netflix seasons do not count), it is hard to take magic 100% seriously after Wil Arnett’s GOB performance. And the most inadvertently hilarious part of the show was how many non-English speaking/barely speaking people Copperfield ended up selecting for demonstrations.
I am sitting in the living room of my buddy Nick’s apartment in Pasadena as my laundry finishes drying and I gear up for the final leg of the J-L “Who The Fu*k Books Your Gigs?” 2022 Tour. I leave tomorrow on Greyhound for Las Vegas where I will attempt to quickly gamble away all the money I have made on this run of shows so far and then will go see David Copperfield to see if he can make an agent appear for me (I hear he is great, but I don’t think he’s that great). Then on Thursday it is off to Salt Lake City for Jazz vs Warriors on Wednesday, J-L Vs Audiences (




I sit in my hotel writing this latest road recap from Hotel de Anza, a hotel in the shadow of Zoom’s headquarters (I think – or just a large building with Zoom all over it – if you do a live corporate gig at Zoom, is it still a Zoom show?) after a mostly fun night in San Jose and a 21 hour day. I hung out with some friends, met some of my most die hard fans, had some merch stolen at the show and accidentally fooled my Mom about the stains on my Greyhound bus seats. So without further adieu, and before I have to check out of my hotel let’s do this!


I am sitting in Chicago’s Union Station (the Amtrak Metropolitan Lounge to be more specific) racing to write this before my train gets called. This first leg of my whistle-please-stop doing comedy tour in Chicago is complete and now it is on to leg two – the Southwest Chief, which is Amtrak’s daily train from Chicago to Los Angeles, with stops at many cities, including Las Vegas,… New Mexico? I did not know there was a Las Vegas, New Mexico, but I hope it is known as Virtue City. I am taking Amtrak and Greyhound this entire trip because after 2 years of largely working 2 jobs in my apartment, I wanted built-in relaxation where I could not do anything besides look out a window, read or watch a show, even if I wanted to. So let’s see if I can type the Chicago portion quickly before getting on the train!


