I've bled the brakes a couple of times "manually." On one actuator brand (Tie Down) it wasn't too bad (although that one died a premature death for some other reason); on the Titan it was a royal pain, and required multiple people (no easy way to wiggle the master cylinder with a screwdriver).
So this past spring, when I re-did the whole system myself (so as to finally know everything was right), I went for the Motive bleeder (hand pressurized garden sprayer type dealie). I had helped a friend bleed some RV brakes with one and it made it so much easier! But I did hold out for a year and a half on buying my own because it's one of those things that just seems overpriced for what you get (especially the little caps).
But now, having used it once? Price is totally forgotten. And although a buddy helped me use it the first time, it was easy to see I'd be able to bleed the brakes solo in future with the Motive. Because of how the kits were sold and prices/availability at the time, I got the "black label" bleeder with an included cap for my RV (Ford), and then bought the cap for the trailer separately.
I'm sure if I lived somewhere where I had a consistent, conscientious, expert trailer service person, I would have left all my trailer work to that person. But since that has not been the case, I figured out how to do it myself (not that hard, especially thanks to this forum and youtube, plus the online parts places). So I can justify spending money on the tools to do it. In the case of this last "refit," I bought all new brakes, lines, hubs, races, bearings, wiring, coupler, tires, the Motive bleeder -- and probably a few other things I'm forgetting -- and spent around the same amount of money as I would have to hire a trailer place to just re-do my brake lines, bleed the (existing) brakes, and put a coupler on. Who knows whether they would have seen/mentioned any other issues, or how much that would have added to the cost of the job ($$).
Granted I didn't count my time, but I thought of it as "free school"
Anyway, all that to say that although the Motive bleeder seems totally overpriced, and I'm sure there's a way to make one from parts; I bought one and it worked very well, no complaints. I'm glad to see it sitting over in my "trailer work corner" now :thup