Ben, what was your "road" to flying smoothly and accurately for film? Did you train on simulators, fly helis or planes, small/fast multis? What's your view on mastering (or at least training for) 3d Helis as a way to improve piloting? Experience with crashes? FPV?
Every person's "road" is different. But I can share a bit about mine. My first quad was a Blade MQX. It was small enough to fly indoors, but big enough to fly outdoors in a light breeze. I flew that thing like crazy. I bought a bunch of batteries for it and I'd fly it everyday. I burned out motors on it, replaced them, flew, burned 'em out again, replaced 'em, flew.... I pushed myself with that little quad. My camera op and I would challenge each other to fly tight controlled patterns. We'd joke that there was a Red Epic on there. Once we got the hang of it pretty well, we'd make the challenges tougher and we weren't allowed to crash. Because if you're going to fly something around larger than a GoPro, crashing ain't an option. The nice thing about the Blade MQX is that it flew in manual mode - no help - no altitude hold, autoleveling, GPS, etc. This forced me to get good at flying in manual mode. And that's important. And being small, the MQX could be a bit twitchy and the remote that came with it was rather rudimentary. But I had a blast flying it.
Then I built a Cinestar. That was quite a jump up in size, but I was very confident in my flying with the Blade MQX. The first time I flew the Cinestar, I was sweatin'. But once I got the gain tuned up on the second flight, it flew pretty well. Later that day, I put a 2-axis gimbal on it, and we started practicing with it. A few weeks later, the 3rd axis for the Cinestar gimbal was released. So I upgraded the gimbal to 3-axis and we started practicing like crazy with it. We practiced by ourselves (no people nearby), and filmed stationary objects.
After tons of practice, we started to get better... I continued to fly in manual mode 95% of the time. I think that forced me to continue to improve. I still fly that way.
I haven't gotten into FPV. That's something I'd like to try for fun. I have very limited experience with single-rotor helis. I'd like to get into that more as well. I have flown a large ducted-fan plane, and that thing was a ton of fun. It has since been "retired" - I need to buy another.
A big part has been my camera op, Will Wheeler. He has a good eye for shots. We plan the shot we want to grab, then make it happen. I rely on him a lot to get what we want / need. We've known each other for a long time, and we always work together. We've flown dual-op since the very beginning. And I've only had one camera operator.
My "road" isn't necessarily the best road, but it worked out for us. I hope that helps. More to come....
EDIT: One thing I would've done different is to build a small quad in between flying the MQX and building the Cinestar.