Wygle Wide Web

A quiet field journal of digital archaeology. Reconstructing a life from 25+ years of digital traces, with occasional help from ChatGPT when things get weird or surprising.

Random Date Archaeology #11: Every Winter Was a State of Emergency

The random-date archive wheel dropped me on Thursday, February 18, 2016, and the first thing it handed me was a calendar entry for a Bootstrapper Studios board meeting from 12:30 to 1:30 that afternoon. That by itself would not have been much of a story, except the Asana and email debris around it contained phrases like “discuss what we are going to do differently going forward,” a question about whether we had enough credit available to buy new equipment—specifically another event rig or a replay machine—and, from Jen Zug, a reference to Bootstrapper’s “current state of emergency.” That sounds very dramatic when you encounter it ten years later in an archive, like maybe February 18 was the day the company almost died, but what I remember is both less cinematic and somehow more exhausting: this was just winter. Bootstrapper was basically always in a state of emergency in winter. November through February were the dead zone for us for a few years. People did not want nearly as much video work, the jobs thinned out, invoices took forever to turn into actual money, and we would spend those months staring at the calendar waiting for soccer to come back.

At home that meant a little bit of everything. We pinched pennies, but there is only so much pinching you can do when the income itself is the problem, so we used credit cards, leaned on a line of credit, postponed things, moved money around, and generally accumulated debt while trying to get to the other side of the season. I should also say that I was not secretly some brilliant financial manager trapped in an impossible situation. I have never been especially good with money. Somehow, as a holdover from the deeply conservative Christian world Heidi and I had come from, managing the household budget was still supposed to be my job because that was one of the things the husband was apparently supposed to do, and unfortunately the husband in question was me. I was bad at it. I did not pay my taxes on time each year and would end up on payment plans with the IRS. I spent too much sometimes. I did not always understand where the money had gone until it was gone. Bootstrapper’s seasonal cash-flow problem was real, but so was the fact that the person trying to manage my household through it was a guy who has never had a particularly natural relationship with a spreadsheet or a budget. Both things can be true, and together they meant that the winters left marks that lasted well past spring.

Inside Bootstrapper we had one rule that mattered more than almost anything else when money got tight: everybody else got paid before I or Zug did. Contractors first, Zug and me last. That was always the order. So there were pay periods where the pot was simply dry by the time it got to my name and I did not get a paycheck. Our cash-flow spreadsheets, when they were working properly, would roll those missed payments forward, and when a big client check finally arrived we would try to catch me up over the next couple of cycles, but in the meantime there was no other household income quietly covering the gap. Missing my Bootstrapper paycheck meant our family was missing its income. We would borrow against the future, and then when spring arrived some of the future had already been spent. That is an important distinction in the story because “soccer saved us” does not mean soccer suddenly made us rich. It means soccer got the machine moving again, let us start paying what we owed, let me catch up on back pay when we could, and gave us enough momentum to survive into another year.

And soccer was coming. By February 18 I remember knowing we were getting Seattle Reign FC again. There really was not another shop in town that could give them the kind of multi-camera live production we were doing for what they were willing to pay, and the contract trail from that spring backs up how quickly that work was coming into view. I signed the Reign agreement on March 1, less than two weeks after this board meeting, and between Reign and Sounders FC 2 we were looking at roughly $140,000 worth of soccer production work over the 2016 season. I do not need to turn this into an accounting post and trace exactly which invoice landed on which Tuesday. The number is useful because of the scale of the contrast: in February we were talking about a “state of emergency” and wondering whether we had enough credit to replace equipment, and just beyond the edge of winter was about $140,000 of recurring work that would keep crews busy through spring and summer. Every winter Bootstrapper was in a state of emergency. Every spring soccer saved us.

The replay-machine question in the board notes makes me laugh because I know exactly what machine we were talking about. We had an old NewTek 3Play, an instant-replay system built for live sports, and that sucker was old even when we got it. By 2016 we were asking a lot of it. The funny thing about Bootstrapper was that we were constantly doing productions that looked much bigger from the outside than the company actually was. Four cameras, replay, live switching, streaming, graphics, isolated records, an entire little television control room assembled wherever the game happened to be, all being run by a company that could simultaneously be wondering whether the founders were getting a paycheck that week. That mismatch was kind of the whole trick. We knew how to make the thing happen. We could walk into Memorial Stadium or Starfire with a pile of cases and a crew, build a broadcast operation for the night, tear it back down afterward, and do it again. The clients did not need to know how terrifying February had been. They just needed the stream to work.

Which brings me to the part of February 18 that makes the whole day feel perfectly Bootstrapper to me: that night, while the company was apparently in its “current state of emergency,” we went to Town Hall Seattle and produced Ignite Seattle #29 basically for free. Nobody questioned this. Nobody sat down and said, “Perhaps the company currently discussing whether it has enough credit to buy equipment should stop donating an entire live-production workflow to Ignite.” That conversation did not happen because Ignite was not really a normal client relationship for us. Bryan Zug had been involved with Ignite from its very early days, and one of his instincts from the beginning was that these talks should be captured so people who were not in the room could watch them later. That idea—capture what is happening in the room and distribute it beyond the room—was part of Bootstrapper’s DNA before Bootstrapper was really Bootstrapper. We could not not do Ignite. Later they started paying us something like $500 per event, which was still probably around $2,000 shy of what we would have charged a normal client for the same job, but at this point the economics were almost beside the point. Ignite was one of those things we did because it was part of who we were.

I loved Town Hall. Maurice and I had Ignite completely dialed in by then. We would load the gear in ourselves, set everything up, and Maurice would usually be somewhere up front operating a camera while I sat in the back with the switching and streaming rig. Once the show started, I did the rest: switched the cameras, watched the livestream, recorded everything, and then after the event I would edit the talks, export them, and upload the individual videos. We had gotten fast enough at that whole pipeline that the talks were often online before the people who had been sitting in the audience made it home. That is the kind of production muscle memory I remember more than any particular diagram of the setup. There was no dramatic scramble every time. We knew where the cases went. We knew what plugged into what. Maurice knew his camera. I knew the switcher. The room filled up, the lights came down, somebody walked onto the stage, and we did the thing again.

Hillel Cooperman — “How to Talk to Your Teenage Son about Sex,” Ignite Seattle #29, February 18, 2016.

This is the talk I remember from that night: Hillel Cooperman’s “How to Talk to Your Teenage Son about Sex.” I do not remember every talk we ever streamed for Ignite, not even close, which is probably why finding one that still fires a recognition signal in my brain ten years later feels so satisfying. I can watch it now and know that while Hillel is up there talking, Maurice is on camera somewhere near the front and I am sitting in the back of Town Hall making the cuts. The video is not just evidence that the event happened. It is an artifact of me doing the work. Somewhere behind every angle change is a button I pressed. Somewhere underneath the finished YouTube video is the entire invisible chain of setup, cable runs, encoding, recording, switching, exporting, uploading, packing it all back into cases, and taking it home.

There was another little piece of the night happening onstage too. We Make Seattle was showing its first public trailer at Ignite. I had been in a few of the early meetings for that project, but that was Bryan and Scott Berkun’s baby. I was around the edges of it. If I had had less on my plate I probably would have spent more time with it, because I was excited about what they were making, but by 2016 my attention was on Bootstrapper, sports, events, equipment, crews, streams, and keeping all of that moving. So that night I got to sit in the back of Town Hall and watch another thing growing out of the same weird Seattle creative ecosystem while I did the thing that had become mine.

I do not remember the emotional tone of that afternoon’s board meeting. Maybe everyone was scared. Maybe we were exhausted. Maybe by then “state of emergency” had become so seasonal that February simply felt like February. I do think we somehow ended up buying a newer replay machine, because that was the other recurring truth about Bootstrapper: even when the money was frightening, the production still had to get better. Then spring came, as it always did. S2 started playing. Reign started playing. The crew showed up. Soccer nights were fun and exhausting at the same time, stressful right up until the crew made it happen again, and then we packed everything away and came back for the next match. Money started moving again. We caught up where we could. The debt did not magically disappear and neither did my ability to make questionable financial decisions, but the company was alive and working and moving forward.

That is what February 18, 2016 looks like to me now. Not the day Bootstrapper almost died, because there were several winters that could probably compete for that title, and not the beginning of some triumphant turnaround where all our financial problems suddenly vanished. It is more ordinary than that, which is why I like it. It is one Thursday in the middle of the pattern. At lunchtime we were talking about our “current state of emergency,” credit, equipment, and what we needed to do differently. At night Maurice and I loaded into a venue I loved and produced a polished live show for a client that barely paid us because doing Ignite felt inseparable from why Bootstrapper existed in the first place. A few weeks later we would be back on soccer fields doing the work that carried us through the rest of the year. We were overextended, undercapitalized, occasionally absurd, and very good at what we did. Every winter Bootstrapper was in a state of emergency. Every spring soccer saved us. And somehow, for quite a while, that was enough.

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