This may be off the beaten track a bit, but an interesting and fun way of working with children is as a family/kids entertainer as either a balloon sculptor, magician, clown or similar.
Some of the happiest and nicest guys I’ve ever met at conventions are guys who work with kids in this field doing primarily parties, festivals, business events, etc.
It may sound a little odd, but I’ve met several guys who are supporting their wives and kids by doing this full time as a business.
The nice part of it is that you can start out doing it part time on weekends to seeif you like it and expand from there.
The type of skillset is not that difficult to pick up initially.
A few good books on making balloon animals get you started and from there you can add other skills according to your time and interests.
There are many “self-working” magic tricks which are fine for young children. You certainly don’t need the same level of expertise as someone (like Copperfield or Criss Angel) who does huge stage illusions for adults.
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Depending upon where you live, there may be a classes for this as part of a community based adult ed program or there may be upcoming conventions nearby which normally have beginner workshops on the schedule.
It’s also the kind of thing where you learn by doing and just keep increasing your skills as you go.
I’m going to put in links of a few successful ones whom I know personally. They all started out part time with volunteer situations and then paying gigs and eventually full time.
If this sounds like a viable area of interest, PM me and I can steer you toward more resources.
www.clownfest.com
This owned and organized by Vince A Pagliano (Vappo) who also has a thriving year round business as a family entertainer. Prior to this he worked as a sales mgr. for a major pharmaceutical company.
www.peachykeene.com
This is the website for Steve Long who is in Pittsburgh and used to be a steel worker.
I used to think you had to have been born into a circus family or something, but people from all walks of life have discovered this to be a really satisfying and fun way to make a living or to enjoy for extra money on a part-time basis.
The main ingredient necessary is a genuine enjoyment of dealing with kids. Everything else can be learned quite easily and developed to whichever level of expertise you choose. It’s really a whole lot of fun.