John, the first time I saw it done was in about ... I'm going to say 1990 in Cozumel, of all places. The dive guide had one. The next time I went (a couple of years later) I bought one of my own and decided to teach myself. I had flown kites from an early age so I set up the deployment of the line on a plastic kite string holder (see picture).
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You can imagine what happened. (hint: it turns out that DSMB's deploy a lot faster than kites do......)
My second attempt was to wind the string around a snorkel, thinking that if I held the snorkel up that the string would whip off the end of it without the same delays that the back and forth movement of the kite string holder caused.
You can imagine what happened. I did, however, get my first lesson in DSMB deployment, which is that if you are getting dragged to the surface you should let go. Second ever deployment and I lost my first DSMB (it would not be the last one I lost).
I kept at it, however. Back home I broke the skill into small parts and eventually figured out how to fold it up so it could be unrolled easily and then inflated with the octopus without getting caught up in it. Initially I was learning this in water 2 meters deep and just working on deploying the blob itself without any string attached..... I wanted to get that step down first.
Once I mastered that I started working on how to attach a string to it and eventually settled on using a wreck reel (this was about 1998). I had wreck reels so that's what I used. Eventually I had that looking ok.
Around 1998, DIR started coming out of the shadows and my thinking about everything changed. Some for the better and some for the worse (at the time) as it turned out. I never really 'went dir' for reasons that go beyond the scope of this post but to me it was a goldmine of innovation and best practices and I used that to my advantage. I changed from a reel to a spool and found DSMB deployment even easier.
In ... 2002, I think, I took my initial technical training and during one of our first dives the instructor deployed a DSMB. He (and I am not kidding) pulled it out of his pocket as we were swimming and in one smooth movement deployed it, held it up to his face and exhaled a little air into it until the blob was standing upright, signed "watch me" and then took two deep breaths and inflated the thing almost 1/2 full (we were at 15m when he did this) and let it fly.
It looked like he was born with a genetic disposition for this skill. I learned how to emulate that and then practiced it on every dive over about 60 dives (and another 100 or so in the topics) until I .... I THINK ... I could do it as well as he could. My avatar shows a "chalk sketch" of me deploying a DSMB during a trimix dive, encumbered with all of the other crap you have to take with you on a trimix dive.
I think I have it nailed now... at least enough to show OW students.
R..