50/90 Songwriting Challenge & How to support me if you want to

So the first thing to mention right now is that I’m excited to be entering into another one of my intensive songwriting periods! This will be the most intensive one I’ve done yet. Some of you know I participated in the FAWM (February Album Writing Month) challenge in February and completed the required 14 songs, a couple of which were collaborations.

The same group organizes the 50/90 challenge from July 4 to October 1, where the goal is to write 50 songs in those 90 days. I’m going in well equipped with writing resources, prompts, a fun community, and well over 100 ideas of my own (including some fun concept projects I may announce as they happen). But it will still be a great challenge to actually sit down and finish that many songs in a short period without losing steam, so wish me luck!

Some other news: As a performing musician, these last few months have been financially difficult for me, and it doesn’t look like it’s going to get much easier anytime soon. There are a few venues doing live music now which I’ve been reaching out to, so fingers crossed, but still the vast majority of places I used to play are not hosting events, and many won’t be for a very long time. I’ve also just this week lost the last non-music income I was making, and I’ve decided to simply spend as little as possible and try to make do with music income only, for the summer at least.

A few people have indicated that if I had a Patreon, they would be happy to support me. I’m not a fan of Patreon, but I thought that with me trying to write so many songs, this would be a great time to test out a subscription idea for people who are interested both in downloading new demos as soon as they’re written and in helping to keep my dream afloat financially.

I’m calling it a “Dream Team” membership for the latter reason. I priced it at the fairest price possible at $10 a month (and not auto-renewed), but if you can afford and want to pay more, you can always tip me via PayPal. For that price, you will get access to whatever demos I put out, which will be emailed to you in two batches: one in the middle of the month and one at the end of the month. I can’t guarantee the number, but since I’m hoping to complete the full 50/90 challenge, I’m hoping for at least 10-20 per month. The best of these songs will get properly recorded and released on my next album sometime next year, so you’ll be the first to hear them.

Here’s how it works: You can buy a standalone membership for the $10, OR you can buy anything from my store worth more than $10, and that will get you a membership too. For example, you could buy one of my CDs or a USB for $10, a shirt with my face on it for $15, a complete bundle of all my merch (two CDs, a shirt, a USB, and stickers) for $50, or one of my limited personalized songs, also for $50.

I hope this makes sense. I know that not everyone thinks demos are worth paying for and not everyone can afford to support artists right now (or ever!), and that’s fine. This is just something I want to try out. For those who are interested, I hope you will enjoy the window into my songwriting experience during this project. For everyone else, don’t worry, you will hear the most worthy songs on a proper recording on Spotify – or wherever you like to listen – next year! I’ll also probably be sharing a few of the best demos on social media as I go, but obviously they won’t be downloadable.

Thanks for following my journey, and I hope to see everyone at a show again someday before I’m old!

#3 Boxed In (The Squirrel) (“Better” track by track)

I did “behind the song” blog series for both of my last two albums, and some people seem to like them, so I thought I would do it again! “Boxed In (The Squirrel)” is the third track from my latest release, Better. For convenience, the lyrics and YouTube & Spotify streams are at the bottom of this post.


Out of all the old song ideas I finally turned into finished songs in February, this one had to be the one that had been lying around the longest. In fact, I think I was kicking the idea around even before I really got into songwriting and I was considering it for a short story. (I used to write really terrible short stories as a kid.)

It was originally “Housed In” (not sure why I thought that sounded catchy), and it wasn’t an idea for any words or melodies but just a concept: a squirrel who lives in a forest and bemusedly watches the suburbs get built up around him, unable to understand why the human species lives its life in elaborate wooden compartments that go way beyond shelter.

It was one of those ideas that kept getting shuffled around from one song idea list to another. Every time I went to write some new songs, I kept passing it over because it seemed too hard to write and I wasn’t sure it would make a good song. It felt tacky. And difficult because most of my songs tend not to be super imaginative, as my listeners know; what you see is usually what you get with me. To be fair, the meaning of this song is still very transparent, but at least I attempted to tell it from a different perspective than my immediate one.

But for February Album Writing Month, a lot of times I just went for things. I wanted to try out different things, to take risks, and honestly to clear out some old ideas so that I didn’t have to keep passing over the same ones over and over till the end of my days. Also, once I get into the groove of an intensive songwriting period, my confidence increases, so songs that seemed difficult start to feel more within reach. Eventually one day I looked at that idea and thought, “Yep, I could hammer out that song today.”

If you read my last blog entry (about “Make It Right”), you’ll recall that I play a little game with myself where I choose a random artist/songwriter I like and focus on emulating them for a particular song. For this song, I (sort of) randomly chose The Homeless Gospel Choir and Micah Schnabel. (I know they’re not the same, but musically and vibe wise, I associate them with each other and I only imitate weakly anyway.) I actually highly recommend this game, and plan to continue using it myself, because having an artist to emulate gives me a concrete sound to aim for (where I can actually go stream that artist’s songs for inspiration), and I feel like it helps me push through when I feel stuck. I’ll be like, “Where would this person go from here?” and it works! It’s always my own creation, but imagining I’m channeling someone else can help me push forward.

For the song’s influences, I should also mention that I partly felt like I was channeling Chris T-T. He has so many wonderful, cleverly done animal-related songs where he empathizes with them in some way (check out “Giraffes #1,” “The Hedgehog Song” or “100,000 Turkeys”) and I’ve been influenced by that. The squirrel doesn’t revolt in my song, but maybe he will in a sequel, you never know.

A quirk of this song is that it’s about going outside and being around people BUT was released smack in the middle of a time when the world is on pandemic lockdown. I didn’t want to exclude the song from my release because I liked it a lot, but anyone who watched my virtual quarantined shows know that I was very self-conscious of being seen as a pandemic denier and constantly felt the need to mention that I wrote the song in February. But that was really just me getting in my own head. The few times I forgot to give that spiel, no one batted an eye at the song.

As for beginning to write the song, like I have said before, I normally like to write an outline first. The basic one I came up with for this song, through brainstorming, was:

  1. squirrel observes condominium complex and is baffled by the compartmentalization of the people he observes
  2. squirrel observes the wider suburbs and realizes the complex is more than just a fluke
  3. squirrel observes the city and comes to the pleasant realization that humans also have a more communal side to them.

The next part — taking the outline and musical vision and actually completing the song — is either the slog or the magic, depending on how easily the lines come to you (in this case somewhere in between), that’s hard to explain either way. Melodically I think I was conscious of trying to write a somewhat higher melody than a lot of my other songs. For some reason I tend to write near the bottom of my range (feels more comfortable, I guess), but listeners tend to prefer the songs that show the higher end of my range.

The one lyric whose source I can identify is “there’s a human on the other side of your wall.” That actually came from a second song idea I had lying around. When I’m sitting in bed quietly I can hear my neighbor moving around, sneezing, his phone vibrating. I know he hears me singing every genre of music at all hours of the day and night, though he’s never complained. We’re so physically close and there’s some kind of meaningful connection there, but I don’t even know him. I’m honestly not even sure if I could point out which neighbor he is! So I had the idea to write a whole song exploring that, how you can have a whole parallel life story with the person who lives on the other side of your wall and they can live and die without your ever knowing them, despite your heads being literally next to each other through the wall. But when I was writing this song, I realized how well that would fit in, so I just included it as part of the chorus.

How this all came together into a song I actually like (and so do at least a few other people) is the part I can’t explain. I’ll take these songs as I can get them, though!


I used to live in a tree
And now I live in the siding of a condominium complex
As a squirrel my shelter protects my body from the elements
But these giant decorated wood compartments, they are something else
One for the baby in a crib, one for the cooking
And a little one for all the clothes they use to hide their skin beneath

Why do you want to box yourself in?
There’s a human on the other side of your wall
Their head is 7 inches away from your head, and you don’t know them
Why do you want to box yourself in?

They try to get me to leave
‘Cause I’m a wild animal and that makes me dirty
They like to separate from the outside, they like their privacy
And as I skitter to the other side the suburbs rise up around me
As I realize this building’s the rule, not the exception
This is how humans live, this is their first choice

They try to get me to leave
And this time, I sneak into a moving truck
We travel for so long I start to feel sick
But out in the open on the other side is the city
Buildings that reach up to the sky, every window compartmentalized
But I see another kind of place now
There’s strangers reading together and eating together and shyly approaching each other over beer
You know, you don’t have to be so shy
‘Cause she’s just as lonely as you are.