#unfiltered #51 The Fickle Jar

pickle jar, fickle jar

I’m promiscuous… with ideas.

Many of my friends are no stranger to the ephemeral nature of my creative outbursts. Some of these ideas are whimsical in nature. Where, from the start, they carried no real weight behind their punch. A deplorable few collected dust in the attic, as a product of giving myself the time to think twice. To second-guess myself. In fact, partly due to being in VC, I became quite proficient at saying “No.” I was so good at saying “No” that I forgot how to say “Yes”. And as I wrote before, the theme of this year is to say “Yes” to more opportunities to experience growing pains. So, when my friend brought up something she used to track things she repeatedly says “Yes”, then “No” to, I was intrigued. She called it her fickle jar. And of course, I had to ask.

Both she and I share common ground. In the sense, that we happen to be promiscuous when it comes to ideas. We mint and host a multitude of ideas. But often don’t give most of our thoughts a double take before we abandon them. They retire from our lips before they have an opportunity to marinate in our minds.

So both of us needed this fickle jar. The fickle jar is a jar chronicling everything you might be fickle on. Soft commitments of “I should do X.” Or “It’d be cool to do Y”. It’s a visualization of the loose promises you make to yourself. Every time you think of a something you want to or should do, write it down. Draw it in its own bubble. Each idea isolated from the next – though some might be related. And each time you follow through and act on the idea, you color your bubble in. When you finish a jar, make another one. Over time, you can visually see what your creativity to commitment ratio is.

Over the next few months to years, I know I’ll accumulate enough fickle jars to have my own fermentation station in my basement. The goal of all of this is to visually track my partiality between creativity and commitment. But moreover, to emphasize intentionality. In the event I propose an idea – which is inevitable – it’s not a fleeting thought. And those of a less ephemeral nature, I take it and give it a go, regardless of the outcome. Hesitation has always been the enemy of my progress. Ideally, over time, I commit to most ideas that spring up. But realistically, I know it isn’t possible. Neither should it be a priority.

Yesterday morning, I was reading First Round’s interview with Irving Fain, co-founder of Bowery Farming, who recently announced their $300M Series C round. While not your first-time founder, having built CrowdTwist (acq. Oracle) and iHeartRadio, with Bowery, he, nevertheless, jumped into an industry he knew little about.

“I could sit on a chair and think my way around this problem for another decade, but when building a company, you never avoid that moment where you have to jump off the cliff. In some respects, what you want to try to make the cliff-to-ground ratio as small as you can. But there is no amount of work and research that avoids the fact that at some point you’re jumping off into the abyss.” So like Irving, I need to have the nerve to jump into the abyss – at least more so than the status quo. I just have to say “yes” to the genre of ideas that have historically left me in decision paralysis.

Fain goes on to say, “Before I started my first company, I spent enormous amounts of time evaluating, evaluating, evaluating, saying no, and evaluating, evaluating, evaluating, and saying no. And in hindsight, I look back and say, ‘Wow, I said no to some great ideas.’ I spent way too much time getting to the wrong answer, arguably.”

I recently realized that some of the biggest risks I ended up taking is spending undue time amidst inaction. The risk is the opportunity cost of the time I could be spending elsewhere. Yet I choose indecision – an infertile stalemate. Crops won’t grow if the soil hasn’t been tilled.

She also noted, “Fickle also rhymes with pickle.”

Ironically, this essay almost became a fickle pickle ’cause I was too lazy to transcribe my fickle jar.

fickle jar
My fickle pickle jar

Cover photo by Reka Biro-Horvath on Unsplash


#unfiltered is a series where I share my raw thoughts and unfiltered commentary about anything and everything. It’s not designed to go down smoothly like the best cup of cappuccino you’ve ever had (although here‘s where I found mine), more like the lonely coffee bean still struggling to find its identity (which also may one day find its way into a more thesis-driven blogpost). Who knows? The possibilities are endless.


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