I found a handyman on our local online news site who just does it as a hobby in retirement for $20 an hour. When my guy is told what the problem is, he brings the applicable tools, but then still might need to run out for parts/supplies. I watch him while he works and have learned a few things, so feel a little more confident tackling small things on my own.
For your electrical issue, it could just be a loose wire, so if you shut off the power to that receptacle, you could just just check that each wire is attached and tighten the connections. If that doesn't work, then they may be mismatched with where they're supposed to go, so shuffle them around and try again. It could also be a breaker issue, but if that's the only outlet that doesn't work, it's not likely, unless it runs on it's own circuit.
For the drain stopper, assuming it's a sink, just check underneath to see if the pull up is attached to the stopper. Sometimes they just come loose from use and need tightening again. It it's in a tub, it could just be clogged with hair, so either remove the stopper and unclog or pour Draino/Liquid Plumber in.
In other words, try to do some troubleshooting yourself and play around a bit with small things like that before resorting to paying someone.
The price quote you've received is high to me, but maybe I just got lucky. Do you have any handy friends or neighbours that will come take a look? Maybe you have some skills that you can barter with.