Begging Wednesday & Festivus for the rest of us!
Begging Wednesday
and Festivus for the rest of us!
So much to do and so little time! I, like 90% of musicians, have once again found myself in the chaotic wonderland that is holiday gig season. It looks different every year, and luckily for me this time around I’ve got a nice mix of concerts and a bit of time to actually see my family.
This year, I’m taking it easier. I’ve decided that singing outside is officially for the young and ambitious. I have paid enough dues, thank you very much. I sang outdoors for a Remembrance Day Ceremony and then spent the entire rest of the week trying to warm up. I even pulled out the winter gear early, all proud of myself—and yet the cold still got me.
So here I am with some caroling, four concert gigs (Burlington, Hamilton, and Cambridge), and—of course—a partridge in a pear tree. My most loathsome carol. My personal purgatory is never actually arriving at “Five Golden Rings.”
Caroling: The Good, the Bad and the Other One...
Caroling has been one of the more interesting corners of my career, and honestly, it was probably the gateway drug to my career choice. I am a Christmas baby, after all—hence the name Holly. The algorithm of music + Christmas basically stamped my forehead with “future singer.”
Over the years I’ve met so many fabulous colleagues of all ages, backgrounds, and temperaments while jingling all the way. I have done caroling gigs with opera singers, theatre kids, music teachers/students, instrumentalists who were carol-curious and out of work actors who had no idea what they were getting themselves into. But regardless of background, most carolers fall into one of these 4 categories.
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The sticklers (“We must follow the score that’s provided…or else.”)
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The melody-only people, for… a variety of reasons including(but not limited to)not knowing any of the songs.
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The unenthusiastic-but-dependable reliables
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The genuinely cheerful reliables
For three(or was it two..) years there was the ‘semi-secret’ two-month-long gig that a handful of us held down with a company I won’t name. It was awesome. The pay was $$$$, and the overtime was $$$$$$$$. A thing of beauty. But alas, it’s no more.
Santa, if you’re listening… can you bring that gig back?
Caroling was also the only job that really existed during the pandemic—even if only in tiny fragments. I did a recording with my partner: me on every voice part, him on guitar. A very 2020 holiday moment.
Introducing: Begging Wednesday
So, on Tuesday, every company, charity, and artist on the internet asked for donations. And this year, I’m starting my own tradition: Begging Wednesday.
Don’t panic—I’m not launching a GoFundMe or writing a manifesto about being a starving artist. If anything, being poor is the one tradition artists have successfully maintained for centuries. We’re nothing if not consistent.
Instead, on this glorious Begging Wednesday, I’m begging you to do something much simpler:
Go to performances.
That’s it. That’s the ask.
Make it a New Year’s resolution:
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See a live show once a quarter.
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Heck, go once a month if you can.
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Support your local choirs, orchestras, theatres, opera companies, indie musicians, student performers—anyone putting art into the world.
I’ll be singing some arias and seasonal repertoire this coming weekend, and what truly helps artists at every level isn’t pity or donations—it’s bums in seats. Your presence makes the art possible.
So here’s my holiday wish:
Show up. Experience something live. Let music sneak into your winter and make it warmer than my Remembrance Day gig ever was.
Happy Begging Wednesday.

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