Zach Selwyn

Actor. Musician. Host. Writer. Dinner Guest.

  • First two episodes launch Thursday, August 28, 2025

    https://embed.podcasts.apple.com/au/podcast/welcome-to-n-i-l-university/id1829007772?i=1000719030779

    Cloud10 Media and Writer/director Zach Selwyn bring you the first ever scripted podcast about the NIL deals permeating NCAA sports – specifically college football. First two episodes launching Thursday August 28!

    “You’ll never have four year starters at a mid-major university anymore… don’t blame me – blame the NIL”

    Cloud10 coaches College drama field goal football Friday Night Lights High school football Josh Cooke Kickoff Los Angeles NCAA NIL NIL deals podcast quarterback Recruitment Riggins running back scripted Texas touchdown Zach Selwyn
  • Featuring Aubrey Richmond and Leroy Miller

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  • From LA Dispensary and Hiii Magazine. The Full Bush Girlfriened Reunion is here!

    Written/Directed by Zach Selwyn

    Starring Zach Selwyn, Dylan Berry, RJ Robinson, Wendy Selwyn

    (Associated Press) Zach Selwyn’s popular vertical comedy series “LA Dispensary” has spawned a spinoff short film about his 90’s Grunge Band “Full Bush Girlfriend.” The shrt comedy reunited original members Doug, Brandon Horses and Gerbil alongside their one groupie, Molly Slunt. This raucous eight minute film is a nod to indy fillmmakers around the world and to anyone who has ever chased a dream…

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    Back in 1994, just three weeks into a relationship that I swore would last forever, my hippie Phish-loving girlfriend “Rainbeaux” announced that she was, “giving up toilet paper” as a way to preserve the environment.

    “I’m sorry, what?” I responded.

    “Look at the facts,” Rainbeaux said. “Every time we use a pre-fab product like toilet paper, we are destroying not only the rainforest, but the redwoods and like, all the natural resources of our planet… It’s a no-brainer for me.”

    “Well, it’s a boner-killer for me,” I thought to myself.

    If Rainbeaux wasn’t so fascinating and beautiful, I would have run away immediately… Instead, I did my best to question her plan.

    “So… like, what are you gonna use when you…uhh – you know, go to the bathroom?” I asked her, calmly.

    “It’s called Hmong Hill Hemp Cloth from Thailand,” she explained. “A guy who I met on last Phish Tour introduced me to it. It’s made from undernourished plant cloth and hemp fibers and It originated with the Hmong Hill Tribe…and for like 2000 years – their community is like… the healthiest in the world.”

     

     

     

    I nodded my head in solitude, looked into her green eyes – and smiled vacantly.

     

    “Sure, whatever you want,” I said.

    She smiled and went back to drawing octagonal prisms in her sketch book.

    Rainbeaux’s genius “save the planet” idea was to purchase 100 cloth swatches as her permanent toilet paper – and to just simply wash them at a laundromat whenever everything got dirty… I was secretly disgusted by this entire hippie dream of hers, but I went along with it for the time being because, well… she was cute and we were 19-years-old… and that’s just the kind of shit you do at that age… Especially when your “Are you a REAL hippie?” status is in question by a beautiful woman wearing patchouli and a tie-dyed sundress.

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    Not the way to start your day

    So, after I announced that I would support her toilet paper protest, she made me promise her I would give up toilet paper myself.

    I promised her I would.

    A minute later, she told me that I was “a real mystic” and then for the next 30 minutes, we made love listening to her $750 dollar Natural Sound Machine from The Sharper Image.

    Of course, around 3:30 a.m. I woke up and rushed to her dorm’s community bathroom because I had to take a massive crap… And when I was done, I had torn through about a half a roll of Charmin Double Ply…

    “Rainbeaux,” of course, wasn’t her real name. She was born “Hannah Gurlin” and she had grown up rather wealthy in Highland Park, Illinois, beneath the tutelage of a father who encouraged horseback riding as a a hobby and an older brother with a weed connection and a penchant for the Grateful Dead. After turning down offers from multiple respectable schools in the midwest, she had decided to attend UCSB (UC Santa Barbara) as a way to major in creative writing while enjoying the Southern California party lifestyle. We first met at a Big Head Todd and the Monsters concert during our freshman year, in one of those moments when the cute girl next to you singing along to the song Bittersweet made you feel like anything on the planet was possible…
    Our eyes met as we sang together: “We work our way arouuuuund each other… as we tremble and we bleed…”

    These were the deep connections that could make any lovelorn college kid in the 90’s soul fall head over heels.

    After the show, Rainbeaux and I exchanged phone numbers – and we eventually met up again at a Dave Matthews Band show that spring…

    A month later we went to a Phish concert… and that night we ended up sleeping together while listening to Mazzy Star Fade Into You. As we laid in bed, we discussed my theory that “The 90’s were just the 60’s Upside Down…” It seemed real, it seemed perfect and we both thought we had a once in a lifetime connection.

    Of course, no long-lasting relationship that begins at a Big Head Todd concert can ever be expected to last.

    Our relationship peaked when we embarked on an epic five-city West Coast Phish Tour – where we exchanged words of “LOVE” following a post-show Shoreline house party that as I recall, was crawling with ecstasy and Parliament Lights.

    And then, a week later… was when Rainbeaux gave up using toilet paper.

    Rainbeaux was the type of woman that you fell in love with in your 20’s. She had a zest for life, could party with anybody and it didn’t hurt that her dad was always sending her money. (Back then rich trust-fund hippies like this were referred to as “Trustafarians.”) But eventually, the hippie dream, much like it did to our parent’s generation, turned on us.

    My main concern was not flunking out of school. (I wanted to make sure my dad’s tuition checks were going towards something besides my social life).

    Rainbeaux’s main concern was how she would be able to make the type of money her parents made to support her lifestyle… She claimed she was a “writer…” yet she barely wrote anything. I was the one always writing. She could never seem to get anything down on paper… and it became awkward when she becoming jealous when my short stories, as dumb as they were, began appearing in the pages of my local college humor magazine.

    As the used Hmong Hill Hemp Cloth began piling up in a wastebasket near her closet in the dorm room, I stopped wanting to come over. It was … sadly… disgusting. After she noticed that I had not been taking any cloth with me when I went to the bathroom, I came clean and was forced to admit that I was actually guilty of using “pre-fab” toilet paper. She was unhappy. I told her that after spending a few days on the Hmong Hill… I needed to hike back DOWN to reality.

    She cringed, asked me to consider “her feelings” and I told her I didn’t think I could continue following her experiment. A few days later we broke up.

    That was it. College went on. I drifted into my dreams and she did the same. We lost track of each other.

    It had been nearly 20 years since I had been in touch with Rainbeaux, even after doing some embarrassing social media stalking…

    I could never find her… Not online, not on Facebook… I even checked obituaries. There was no sign of Rainbeaux’s or Hannah Gurlin’s existence anywhere.

    Until last week – when DEAD AND COMPANY came to the Hollywood Bowl right by my house here in Los Angeles.

    My brother and another friend, Mark (Who was once arrested for dealing nitrous balloons at a Grateful Dead concert in 1989), had all gone to the Dead and Company show hoping to relive any slice of our youth that had faded as quickly as adulthood had arrived. John Mayer was playing Jerry Garcia’s parts and the band I fell in love with as a kid was playing better than ever.

    Amazingly, Mark revealed to me that he had a fake business license for about five years in the late 80’s that let him pass as a FROZEN YOGURT SHOP OWNER – Basically, he would take his fake yogurt license into a legitimate NITROUS DEALER and procure as big of a nitrous tank as he could, claiming that his “Chocolate/Vanilla Swirl” was super popular and that he needed to buy the max amount of nitrous to get back to Sacramento.

    It worked for a while, but eventually, his drug dealing days caught up with him and Mark was arrested at an early 90’s Grateful Dead show in Irvine. For his crime, he paid a thousand dollars and did 100 hours of community service.

    To this day, he fucking hates frozen yogurt

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    Lotta these dudes in the parking lot

    Anyway, the three of us jumped out of our Lyft around Highland and Hollywood and embraced the free flowing beauty of the “Shakedown Street” parking lot scene where I quickly spent way too much money on a collectible “Arizona Dead Pin” and some $5.00 bootleg t-shirts…

    After vaping and laughing and walking around for a minute, Mark pointed out about 100 plus “balloon dealers” openly distributing the gas on the premises – as if we were at a dental convention and we all needed emergency root canals…

    All of this was shocking, not only because of the notorious Grateful Dead parking lot trouble that has existed in the past – but because when Mark was arrested 20-years-earlier, he had merely sold one balloon and was caught, cuffed and carried out…

    Back then, the cops didn’t believe his story that he owned a Frozen Yogurt shop. Maybe it was because when they asked for the name of it, he replied “IKO IKO FROYO.” (Apparently the cops giggled at this before arresting him).

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    Discarded balloons everywhere

    At the Hollywood Bowl, the cops didn’t seem to give a SHIT about anything going on. I counted 15 nitrous dealers, countless weed dealers, girls offering K, shrooms, molly… there were even makeshift pop-up bars operating on picnic tables where you could buy any mixed drink you wanted. It was insane. About the only thing I didn’t see for sale in that parking lot was a black market kidney.

    And then, through the crowd, I saw RAINBEAUX.

    I wasn’t sure if it was her at first, but I certainly remembered her eyes. Green, maybe a bit grey now, but still gorgeous. I watched her flit about some friends for a second in a yellow sundress before realizing that YES, it was her… the only obvious difference I noticed, was that she now had two little children wrapped around her legs.

    No matter what, when you see an ex-girlfriend with their children, it makes you think about a lot of shit…

    I decided to say hello, and walked up to where she was standing.

    “Are you RAINBEAUX by any chance?” I said to her as she was least expecting a conversation.

    She lit up. She turned around. She stared at me…

    “Oh my God… Zach Selwyn?” She said.

    I felt like Al Pacino in Carlito’s Way when his ex recognizes him after getting out of prison.

    Charlie? Hello Gail…

    “Hi,” I mustered… “I knew that was you.”

    We hugged for a while – one of those “what could have been” hugs… and she quickly introduced me to her kids – Saffron and, her youngest – a kid named… ZACHARY. She said he was not named after me.

    Secretly, I didn’t believe her.

    We hugged again. Deeply. She told me that she hadn’t been “Rainbeaux” for a long time. She was back to being known as… “Hannah.”

    She asked me about everything – especially how my writing was going.

    “Yeah, it’s fine, I guess,” I meekly admitted. “I just post stuff online and write songs and, whatever, it’s a long story.”

    I asked her about her writing career. She said she never had the guts to pursue it. She had been teaching Neo-natal yoga in Poway and was married to a dermatologist.

    “Wow, didn’t expect that,” I said.

    IMG_4168
    I thought Rainbeaux would marry a guy like this…

    We rambled on for a moment, talking about what songs we were hoping to hear that night. I was hoping for Estimated Prophet.

    “You know, Estimated was my official battle cry/anthem when I moved to LA – telling all my friends and family not to worry about me,” I said before singing out the lyrics, “California! Preaching on the burning shore…”

    She smiled. “I remember… Do you remember how much I loved that song Bittersweet by Big Head Todd and the Monsters?”

    I stared into her eyes as her daughter ran back up and hugged her.

    “Of course I do,” I said. She smiled.

    After I introduced her to my friends, she said good-bye, scooped up her daughter and began to walk away. As she was 10 feet or so up the sidewalk, I had to ask her one final question that had been bugging me for years…

    “Hey, Hannah…” I said. “Are you still on that ‘Toilet Paper Protest’?”

    She stopped, turned towards me and flashed kind smile before responding…

    “Haha – NO,” she laughed. “I’m going through about, like – a box a half of baby wipes a week.”

    I raised my beer in her direction and nodded my head.

    “Me too.”

    As I watched the concert that night, I thought often of the days I spent with Rainbeaux, and I began to think that I should have brought my own children to the show with me…

    Until some guy behind me passed me a Nitrous balloon and said it would make me feel like “God was licking my ass.”

    I’ll just let my kids have their own experiences…

    STREAM ZACH’S NEW ALBUM “HACIENDA” EVERYWHERE NOW!

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  • The author, detained by security for being a Yankees fan in LA.

    By Zach Selwyn

    I never knew that being drunk in a grocery store could be so much fun. 

    A couple of years ago, the Gelson’s at Franklin and Bronson decided to take out their magazine section and build a bar. Replete with rotating beer taps, three large TV screens, wine options and a full menu, it has slowly become the place to be seen in the Franklin Village neighborhood. And, it may not only be the best sports bar in Los Angeles… but also one of the best watering holes in the city today. 

    It just happens to be in a grocery store. And I was almost arrested there a few weeks back.

    I first sat down at the Gelson’s Wine Bar a few Mondays ago, after purchasing a rotisserie chicken at the checkout stand. My sole intention was to check the score of the football game and head home. But, I started talking to a guy next to me named Tom. Two hours later, Tom and I were Instagram friends, I was on a first name basis with the bartender and I had devoured the entire chicken with my hands all while downing seven Hazy IPA’s.

    Tom and I made a pact to come back for every Monday night game, and we agreed to each bring friends next time. Within weeks, the bar was standing room only, and we began having to show up two hours before the game started to even secure a seat. 

    Gelson’s has become the new No Vacancy. 

    Like the residents of this city, Los Angeles area grocery stores have ther own personalities. Hollywood folks know Rock ‘n’ Roll Ralph’s from the days when hair metal Gods slogged down the aisles with jugs of vodka in their hands… Influencers and Yoga Moms have made Erewhon the best place to be seen in LA and places like Trader Joe’s are full of everyday people buying cheap booze while mixing in a festive box of Peppermint Joe-Joe’s. Gelson’s has managed to remain innocuous, casually overcharging customers for basic foods and thriving in their deli counter and produce sections. As a grocery store, Gelson’s is a notch above, say, a Ralphs or a Vons, but they don’t have a smoothie bar or a massage chair, like Whole Foods or other gourmet stores. They do, however, happen to have the hottest bar in the city. 

    “I love it here,” a girl named Samantha told me after taking advantage of a two-dollars-off-draft-beer special. “It’s not dark, they don’t tax you and the food is decent. Plus, you just feel… safe.”

    Samantha had a good point. What makes the Gelson’s Bar interesting and affordable is the fact that they are not allowed to add sales tax to bar bills and they refuse to let the customer tip the bartender. That’s a far cry from last week, when a bar on Cahuenga automatically added a 30 percent gratuity to my $23.00 bartab. The service wasn’t even good and the bartender complained about her dying acting career the entire time. And now, with everybody from fast food counter employees to Uber drivers expecting 20 to 30 percent tips on everything they do, it’s refreshing to be able to follow the old standard rules… Tip one dollar a drink. ( I normally go a little above and beyond this but I refuse to pay an extra $12.00 on an alcoholic beverage that is already marked up by 75 percent).

    Also, there is a security guard, who I got to know fairly well after yelling obscenities at Dodgers players on TV during game three of the World Series a few weeks back. (For the record, I was detained for 20 minutes and told to not return until the series was over.)

    “I totally understand… but can I pay for my chicken wings first?” I asked. 

    In Los Angeles, hot bars come and go. I still long for the days of Daddy’s, Dublin’s or even the old Powerhouse. But, did I ever think that I would choose to go grab a beer at a grocery store over, say, La Poubelle? No. But, where else can you shop for groceries and have four drinks while catching a Lakers game? Not to mention, the clientele is somewhat of a higher class than your average dive bar, which has been a a nice change from a place like the Frolic Room where two weeks ago a guy tried to get me to buy a tamale out of his coat pocket. 

    The fun thing is the sheer novelty of drinking in a grocery store. It actually puts everybody in a better mood. Jokes are made, drinks are bought and discussion often turns to what other institutions need a bar on the premise. (Most obvious suggestions have been laundromats and The DMV). Drinking at Gelson’s is a little like drinking in an airport. Everybody is in a good mood because they are bonding over the fact that the same place where they buy nine dollar boxes of Cinamon Toast Crunch for their kids also serves a Pineapple Cider for the same price. 

    As a parent of a young child back in the day I would often be asked to run to Gelson’s to get diapers when we ran out. I happily obliged my wife’s request, because I knew I could sneak into the Birds Bar with my neighbor for two quick beers. Sometimes I think about what would have happened if Gelson’s had a bar back then? I may have never made it home. 

    The one knock on the bar is that it is super bright, and does not do any favors for the beer goggle wearing crowd. In fact, it’s impossibly fluorescent at times so there is no hiding your age, wrinkles or skin damage the way a dark bar might do. If Casa Vega feels like midnight at 1:00 in the afternoon, the Gelson’s bar feels like a racquetball court at 9 AM. However, the people watching is incredible, local shoppers often scoff at your party following their trip through the meat section and it becomes really fun to try and convince customers to ditch their shopping list and join you for a quick beer. Last week, we successfully got a local friend who was picking up sushi for his family to delay his return home with two glasses of wine at the bar. He has since become a regular.

    For years places like Whole Foods have had wine bars or beer tasting areas in their midst. But I have never sat down at Whole Foods intentionally with the goal of getting hammered. At Gelson’s, I recommend taking advantage of the Tuesday night non-corkage fee, where you can buy a $15.00 bottle in the store and drink it at the bar while watching the NBA. Sure, the trend these days for men my age is to stay at home and be responsible adults, but every once in a while a new bar in Los Angeles pops up that everybody gets excited about. I never thought it would be at the Gelson’s grocery store up the street from my house, but I am actually thrilled to say it has.   

    Come find me whenever you are ready. I’ll be the guy eating a rotisserie chicken with a bottle of wine yelling angrily at the three large TV screens.  

    Longhauler by Bublles & the Shitrockers Streaming now! Five songs written by Zach!

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  • Artists Creating Entertainment and Jill Benjamin Events brought Zach in to freestyle for multiple offices in the LA area for Valentines Day, 2024…

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Tag: battle

Watch Zach’s perform a freestyle country rap song w/ his band!

  • May 20, 2013
  • by zachselwyn
  • · Music · Zachariah & The Lobos Riders

Lobos Rider J Tree 2013
Zachariah & the Lobos Riders Pioneertown 5/18/2013

 

 

 

 

 

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Read Zach’s New Short Story: “The Freestyle”

  • September 12, 2012
  • by zachselwyn
  • · The Writer · Uncategorized

THE FREESTYLE by ZACH SELWYN

A week ago, I got into a freestyle rap battle.

Now, I know this is not something that a 37-year-old father of two should ever be writing, but for some reason, last Wednesday night – I felt a burning desire to join an intimidating rap circle and try and drop some dope-ass, quick-minded, funny lyrics on some totally unsuspecting strangers.

If there is ever a moment in my life I could have back, it is this one.

Standing out in front of the Smokehouse restaurant in Burbank – in front of my wife and another couple – whose kid is in the same kindergarten class with our son, I decided to stumble over into a “cypher,” or crew of people rapping together in a cyclical pattern. I suddenly turned from “the bearded weirdo who always drives the soccer practice carpool,” into “the drunk dad from the kindergarten class who thought he was Eminem.”

Let me back up here a minute. See, I used to be a rapper. That is not a typo. I didn’t “wrap” presents… I RAPPED. I recorded a few CD’s and everything. I had skills. A future. A following.

I know, laugh it up…my outside appearance is deceiving. I am white, fatherly and pasty. I wear basketball shorts and t-shirts 90 percent of the time for “comfort.” I occasionally have non-dissolved Rogaine foam in my hair. I am not intimidating at all.

But, believe it or not, at one point in my younger life I was a bona-fide, authentic, legitimate, validated, record deal – having, somewhat admired freestyle rapper. Arguably, one of the best in the world. I could rhyme like Dr. Seuss on a mushroom trip. I could think off the top of my head faster than 99 percent of all improvisational actors I have encountered. I used to perform my skills live with  bands in nightclubs, at late night parties and at sketch comedy shows. I garnered mad respect. People would come up nightly and ask me, “How the hell does your mind think like that?” The truth is? I had no idea.

I bet you’re wondering how this all started…

In 1987, if you had asked my mother what career she thought I’d pursue as a young man – based on the thousands of dollars I made mastering Jose Canseco and Mark McGwire’s signatures – she most likely would have said “professional autograph forger.” (A quick arrest at the local baseball card shop in 1989 ended that career…)

She might have guessed I could have followed my father – who is a doctor – into medicine – but a quick “D” in chemistry my sophomore year of high school stifled that dream. (I even cheated. And I still got a D…)

I may have even been able to make a living in the courtroom, brandishing my gift of gab in front of honorable judges while trying to convince the jury that the defendant was not even in the country when the crime occurred… But to me, law school was for the geeks who couldn’t talk to girls at junior high parties. Or make them laugh at summer camp… Or freestyle rap their way into their pants.

“Yo Melissa/ I wanna kiss ya/Take off your dress and I wont dismiss ya…”

The first time I made a rhyme up about a girl was in eighth grade. Her name was Melissa, and we were at Dana Restival’s Halloween party. Everybody knew I was the best rapper in school – and when I dropped those lyrics to her in front of a crowd of people, she continued to follow me around the party for the rest of the night. Around 9:30, we snuck away, near a saguaro cactus in the Tucson desert – and shared our first kiss. It was sloppy, but unbelievably perfect. Brilliant and everything I had ever imagined. In my mind, Melissa was going to be my girlfriend. I thought I had it made… Problem was, she ended up letting John Coates – school hesher – feel her up on the school bus a week later.

Back in the 1980’s, if you were into rap music, it made you unique. I had a partner in crime named “Ryan the Rhymer” (Now a dentist in Tucson) – and we comprised the tightest white-boy rapping outfit at Townsend Junior High School in 1989. We were a two-man wrecking crew known as “SO FRESH.” I wore African leather medallions to school and sported those 3rd Bass/ Dwayne Wayne flip-up glasses as a way to seem more “intelligent.” We wrote raps and performed onstage as a crew at talent shows, and were basically laughed at for not listening to cheesy hair-cock rock like Poison and Slaughter. Back then, we were the musical outcasts, because we liked Beastie Boys, Shinehead and Boogie Down Productions. Then, one day, we won a student council election based on one of our raps (Called “Do it for the School!!!”) – After that, we were no longer considered out-of-touch losers.

The author, posing hard as a member of “So Fresh” in 1989. Note the chin-up bar in the doorway.

The first rap I performed at my high school was when a kid named Eric Tiberon challenged me to a rhyme-off in ninth grade. He was black, and had the entire school behind him mainly for the sole reason that he had a high-top fade that looked like Kid from “Kid ‘N Play.” When I accepted his challenge, people were somewhat scared for me… but the final parking lot battle went a little differently. Eric basically recited Eazy-E’s classic Eazy-Duz-It. I made up a rap about how much being in ninth grade sucked.

Eric rapped about his cars and his girls (Both of which he did not have).

I rapped about being beat up by a high school bully named Jason and getting a C in Geometry. I remember my verse well.

“School sucks, I get up so early/ Bully named Jason always looking so burly/ Said I looked like a freshman girlie/ stuck my head in a toilet and gave me a swirlie…”

Yeah, I know it was WILL SMITH-ish… It wasn’t hardcore or gangsta – but it was funny – and the people loved it. So much so, that Eric and I became friends after that – even going to see Ghostbusters 2 together just to hear Bobby Brown’s new song “On Our Own.” (Still holds up today. CLASSIC jam).

After that, high school was certainly an awkward stumble through athletics, music, girls and experimentation – but hip-hop music was always a staple in my life. I rapped over Humpty Dance break beats at high school proms and earned my juice on the dance floor busting out the Running Man, Roger Rabbit and the Butterfly to songs like The Choice is Yours by Black Sheep during my junior prom. By my senior year, I thought I’d even try to make a legitimate rap album.

And then The Chronic came out.

Dr. Dre’s album changed my life Suddenly, dancing wasn’t cool anymore. My style of rap sucked and whatever street cred I had amongst my Tucson, Arizona brethren went out the window. I was Vanilla Iced-out. Squashed. 187-d. Ignored.

At the time, I was surprised at how little I cared. In fact, it was a relief to know that my rap career had ended…  And the following fall I enrolled in college at USC in Los Angeles – where I engulfed myself in West Coast G-funk – but also expanded my mind into other areas of music as well. I picked up the acoustic guitar as a means to get laid – and even started my first band with my pal Jason Richards. (The only other freshman that could play more than 3 chords) We were called, sadly – “Two College Freshman.”

One-Half of “Two College Freshman” – Summer 1994. Realizing that singing Jackson Browne songs got the author laid more than trying to be a member of A Tribe Called Quest.

We were at USC – which is a terrific campus in the middle of south central Los Angeles – and we were one year removed from the famed LA riots of 1992 – so the West Coast dominance of rap music was everywhere – but I no longer wanted to be a rapper. In fact, based on the amount of girls I got when I rapped compared to how may I got when I did an acoustic guitar cover of “Your Bright Baby Blues,” I suddenly realized that I really   wanted to be JACKSON BROWNE. Especially when legends like 2Pac and Notorious BIG were murdered, I knew the rap game wasn’t exactly cut out for a 3.8 GPS-having son of a Jewish doctor.

I ended up paying tuition and making ends meet in college by DJ-ing and Emcee-ing fraternity parties and weddings – and I eventually branched out into Bar Mitzvahs after school (An entirely different story altogether). But by the time the late 90’s rolled around – and I found myself hanging around musical friends like the bands Matchbox 20, Paperback and even boy-band acquaintances like ‘NSYNC – I noticed that everybody always talked about the newest rap music out at the time. Puff Daddy, Mase, Nelly – you name it. This was the music of the time, and even the biggest musical stars I knew were obsessed with the genre. I’m not sure where it happened for the first time, but I was around some guy who began freestyle rapping. He was decent, but his trite choice of lyrics and lack of originality made me consider attempting my own rap. I jumped in. He nodded along, probably unimpressed – but nonetheless enjoying my effort. When I was done, he gave me a fist bump and walked away.

I did it again with the guys from ‘NSYNC. Living in Los Angeles in 1998 meant I had a lot of young friends who were trying to act, sing, dance, direct, produce – you name it. One of my buddies had grown up with Chris Kirkpatrick – probably best remembered as the guy Eminem threatened to beat up in a song in 2000 – and the dread-locked “bad boy” of ‘NSYNC – the most popular boy band in the history of the world. Chris and I would get drunk together and end up in some random hotel room with a bunch of girls and background dancers and rap producers at two in the morning. Somehow, after 30 Heineken bottles littered the floor and a few joints were passed, people began rapping. I started stepping in. I started getting the laughs. Making up rhymes – and ultimately having the tightest flows of any so-called “rapper” hanging around these after-parties.

Sadly, after partying with ‘NSYNC the night before on New Years Eve, the Author was comped at their concert in Las Vegas on January 1, 1999.
The most embarrassing ticket in his collection.

Once, around 1999 – I ended up in the Standard Hotel with Dr. Dre. He was surrounded by 300-pound bodyguards and a crew of slinky women who looked like they were in En Vogue. – He employed a personal “blunt-roller” and was encircled by about ten wanna-be rappers. That night was the first time I was actually afraid to rap in front of somebody in nearly ten years. In fact, after witnessing three saggy-pantsed douche-nozzles try to rap Dre’s ear off, I decided that perhaps my rap future was a pointless joke. I guess I always knew what I did in hotel rooms with my friends was more of a party-trick, and less of a career choice, and it didn’t bother me. I had no interest in becoming a professional rapper. I was committed to having fun and getting laid and occasionally jumping on-stage after 10 drinks to freestyle along with my friend’s band at their Hollywood club gigs. None of it made any sense. We were 25-years-old, wasted and happy and sleeping until noon. We were young, dumb, naïve and convinced that fame and success was just around the corner. One of my friends, a former hip-hop dancer for the local rap station Power 106 – began calling me “Zachariah.” I immediately took on the moniker as my rap handle. “Zachariah, the Rhyme Messiah.” There it was. My party trick. I would go around any room and rap about what people were doing, wearing, drinking, you name it. I never thought it would lead to anything but a few free drinks and some laughter.

And then somebody offered me a record deal.

The first studio time I ever had booked was around this time. A girl I had fooled around with named Lisa knew a rap producer named “Cookie” and she arranged a meeting for us at the Skybar on Sunset Boulevard. I wasn’t sure what I was going to do during this meeting, but I put on a cowboy shirt and fluffed my hair up to Lindsay Buckingham –heights. Anything to seem somewhat marketable and charismatic.

At the time, nobody in LA had any type of haircut but a short spiked boy-band thing, so my wild Jew-fro gave me a little edge. It somehow made me a bit more reckless. Maybe even dangerous  – if only in that “I don’t give a fuck” drug-addict look that you see outside of Venice Beach grocery stores.

At the Skybar, “Cookie” – as he introduced himself – told me to order a beer. Lisa was next to me, and I think I ordered a Corona because Mexican beer was about all I lived on in my early 20’s. Lisa bragged about my ability to freestyle and Cookie then stared me down, took a long pull off his beer and asked me to “do something impressive.”

It was on. Was he serious? I nearly froze. I was unsure of what to do. Should I recite some lyrics? Tell him some song ideas? I wasn’t sure. Instead I rapped off the top of my head to the cocktail waitress.

“Come here now for a second Miss blondie/ Any chance you wanna get on me?/ You live in LA? I’m from Arizona/ Do my boy Cookie a favor – another Corona?/ Don’t mistake this – I Cant fake this – you’re so hot for a waitress/ Do ya have fake tits? I cant tell/ That’s alright, I still think yer swell/ My name is Zachariah, how do I look?/ Trying to rhyme for this dude named Cook/ Ill steal yer heart like a bona-fide crook/Ill take yer naked photos and put em in a book/ So lets just let this relationship bloom/ So here’s the key to my hotel room…”

The waitress smiled. Cookie looked at me and said, “I want to capture THAT in the studio.”

I made out with the waitress that night.

So a week later, we were in Cookie’s studio, known as “LeftSide.” I had written a song in Las Vegas with my friend Jason Jacobs called “Runnin’ Shit” about two guys who slept with girls, traveled to Mexico and Vegas on random Wednesdays – and got high and drove really nice cars. In reality, we were both Southern California Bar Mitzvah DJ’s. The last time I had been to Mexico was with my mother over a family Christmas vacation (typical Jewish trip – Mexico over Christmas) and I drove a 1989 Dodge Lancer.

To top it all off, I was desperately unable to do anything in the studio that night – but SUCK.

The studio was a small rented office space off of Slauson and La Cienega. Cookie hooked me up with a producer named Warrior – who was a master of the MPC 3000. We smoked some weed, made a beat and put together a silly rap song full of voice imitations and bad jokes and pop culture references. It was called “Come On” and I was convinced it was my ticket to the big time. A crossover hit… a massive smash. Cookie started marketing me to record companies as “If Eminem hung out at Dawson’s Creek.” I should have quit right then.

“Dawson’s Creek” meets “Eminem.” (Meets a beer gut). The author freestyling at a party circa 2001

I put out an EP on Q/LeftSide Records – and it went triple plastic. Every major label denied me. I ended up with a closet full of 3500 CD’s – which included a song called “Other Side” featuring the powerful voice of a silk-voiced friend of Cookie’s named Stacy Ferguson. Today she’s known a little differently. She’s Fergie from Black Eyed Peas. I never thought she had much of a future. She did have a voice from God, but so did a lot of girls. When we stopped hanging out, I didn’t think she’d go very far.

After LeftSide folded, I ended up starting a country rock band that dabbled in hip-hop. We had a little local success, but not much more. From there, I caught a lucky break and got on TV – where I was able to convince the folks behind the screen to let me attempt to record some songs for nearly every show I have been a part of. Today, those residual checks amount to roughly 63 cents a year.

I also recorded a bunch of stupidly silly comedy rap songs about Cartoons I’d like to F*%&, White People Problems and the TSA. I have released a few CD’s on some small labels and I have been hired by over two dozen companies to write and record rap songs for their products, from Levi’s Jeans to Netgear. So, I guess, technically, I once called myself a rapper… but I certainly never took it seriously. And now, the style of rap is so much different, I have no idea how to imitate lyrical geniuses like Lil Wayne and Drake. I’m still stuck in that Will Smith meets Skee Lo style. Storytelling, comedy and fluff rap.

According to my calculations, it had been nine years since I truly “battled” somebody. A battle is when you trade rhymes with another emcee, often including insults, braggadocio and clever wordplay. A lot of rappers suck at this. For some reason, I was always able to come up with quick rhymes. In fact,  I have never lost a battle in my life. Other fools have claimed they out-rapped me, but most of them recited something I could tell was written beforehand. I was strictly improvisational.

Freestyle rapping is like working out. You need to do it all the time or you get rusty. Rarely do you take nine years off and step up to the microphone and sound like Rakim. For some reason, however, last week – following a few glasses of red wine, I thought I was back in the Skybar in 1999.

The three dudes standing outside of the Smokehouse restaurant in Burbank were sharing a joint and rapping about “Maybach’s” and “Stackin’ Chips.” The valet parking attendant took our ticket as I caught one of the guy’s eyes. I guess in the 90’s you would call what he was doing “Mad-dogging.” I would normally run from any large crew of wasted black dudes in a parking lot at 11 o’clock at night, but for some reason, I felt the need to jump into the rap battle. Maybe it was because he kept staring at my wife and obviously commenting under his breath about her. Whatever it was, I felt like I needed to say something. I took a step towards them.

“Punk ass bitches get stitches like snitches/rub you out like a genie, grant ya 3 wishes/ Im a killa, son, drinking Miller, son – All the tracks on my album dope, no filler son…”

I heard the guy’s rhyme. Not bad, but I knew I could hang. I sort of stumbled over as my wife failed to pull me back and stop me from entering the cypher. As I walked up, they noticed me and rapped about my approach.

“White boy stepping up, what the fuck he want/ Gonna kick him in the dick if he pull a stunt…”

The 3 guys laughed uproariously. I started getting nervous. I heard my wife gasp. The other couple we were eating with immediately signaled for their Volkswagen Touareg to be ready to drive off should I get into a street brawl or something. I slipped up to the crew of rappers.

“Are you guys rapping?” I asked, realizing I sounded like that fat pledge in Animal House asking the frat brothers if they were playing cards.

They burst out laughing. I thought I was doomed.

“Yeah, you wanna step in?” A large man with a diamond encrusted grenade-chain offered.

“Well, I actually freestyle… was hoping to get in on the cypher.”

More laughter. They punched each other’s shoulders and leaned their heads against one another.

“Are you gonna put your doggie bag down first?” One of the guys asked.

I looked down. In my hand was a plastic bag of leftovers with a red bow around it. I looked like the schlub I used to make fun of when I was younger. The out of touch chump who was taking home half a New York Strip and three pieces of cheesy-bread after a double-date night. I knew the only way out was to rap. I began firing.

“Yo -I take a bag of leftovers from the smokehouse/ you can continue with your jokes now/I’m broke now – so I have to eat this for breakfast/ When’s your next concert? Put me on the guest list/ I spent my weed money on my wife’s gold necklace/ That’s her over there, she’s got the Best Tits/ I’ve ever seen and they aint even fake/ We live in a house over in Toluca Lake/ I bust freestyles in only one take/ Put the kids to bed stay up late and get baked/ and I know I look lame and somewhat old/ You guys look like a younger De La Soul/ But my wife’s calling me to get the car and go home/ Because she don’t want me to catch another cold/ So I’m out – thanks for giving me time / I doubt any of ya’ll can defeat that rhyme!”

I stepped back and took a breath. Wow. I had dropped 16 bars in front of a crew of three hardcore hip-hop heads who probably took rap music more seriously than I ever did… I had held my own. I was proud and I looked back at my wife and the other couple, who were stone-faced and somewhat impressed. Wait until I tell my son about this!!!  I thought to myself.

And then one of the guys began answering my challenge. His name was Black Angus.

“Yo, white boy – your white noise aint right boy/ yeah I see yer wife, she no longer tight, boy/ cause I did her last week/ in the back seat of my Jeep/ Did it in five seconds without a peep/ while you was asleep/ getting kids ready for school/ I gave her my tool and took a piss in your pool/ Smoked your bullshit weed/ pulled it indeed/ Killed you like Drago did Apollo Creed/ Planted a seed – inside her – you mind?/ Now you wonder why your kid looks like mine?/ Don’t step into my circle unless you bring skills/ go home to your anti-anxiety pills/ Watch whack white TV like that show the Hills/ and keep being a sucker and paying yo’ bills/ You a dumb-ass honky who cant rhyme for shit/ Now go back to your Minivan before you get HIT.”

The crew cheered. Our friends Touareg sped off and I was silenced. A terrifying chill, like one I’ve had on airplanes when we hit some odd air pocket that scares even the flight attendants, engulfed my body. I was smoked. Forget winning a freestyle battle, I had been pulverized, insulted, dissed and clowned by a dude outside of a steakhouse that I would probably never be able to go to again. I faked a laugh, and tripped backwards towards my wife and our awaiting car. Which, by the way, is NOT a Minivan.

“How’d that go for you?” My wife asked as we raced off into the Burbank night.

“Uhm, not well,” I said.

After five minutes of complete silence, I uttered my final words of the incident.

“Why’d they have to be so mean?”

The Smokehouse. Many a Hollywood deal has been brokered here. And at least one embarrassing freestyle rap battle.

I sulked into my home. Being a little buzzed, I passed out watching SportsCenter and the thought of rap music sickened me with every commercial starring Andre 3000 or Ice Cube. It was a cold bucket of water to the face that reminded me that I am – at best – an above average rapper. I am a decent freestyler, but in no way cut out to be a professional. Bottom line? I am too much of a pussy.

The next morning, I pulled out the leftovers from the Smokehouse and considered making a steak-and-egg omelet. The one indulgence I was going to allow myself. When I saw that half of a New York Strip in the bag, it brought back too many bad memories from the night before. I tossed the meat in the trash and settled for a bowl of Trader Joe’s ‘Honey Nut O’s’ instead.

That afternoon, the new Rolling Stone arrived.

Fergie was on the cover…

– Zach Selwyn, September 12, 2012

Other Side        (Click to hear Zachariah “Other Side” featuring FERGIE)

Buy the MP3 HERE!!

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