Reddit reviews How to Teach Improvised Comedy: Using the Science of Expertise to Develop Masterful Improvisors

Honestly? Read Jason Lewis's How to Teach Improvised Comedy to learn everything you need to know about developing exercises, drilling specifics, and side coaching. It's changed the way I coach completely.

As u/johnnyslick said, there's really only so much you can do teaching yourselves, and you are probably not the best judge of what good / bad technique is at this point. Getting an experienced and impartial coach is key. You'll have to spend some money on either a coach or taking classes, if they're offered near you.

I'll say this - not every coach is great, and even an experienced improviser may not be the best teacher. You may learn something from any coach, but a great coach has more impact.

A good coach knows how to teach -- if they work with an improv school with multiple levels, there is a curriculum, standards for what students should know at the end of level a/b/c/d etc. They can evaluate their students, correct them appropriately, encourage them as needed, deal with issues, etc.

Group coaching is different from individual coaching, but coaches can often give individual players take-home advice for specific things they're blocked about.

One of the best coaches at our organization, Jason Lewis, wrote a book on coaching improv. It's available as an e-book on Amazon. It doesn't go too much into any one particular theory of improv at all, but it is fantastic about communicating a theory of how to help improvisers improve with specific, repeated drills - derived from researching how other kinds of teams (sports, business, military, etc.) get better at their craft.

https://www.amazon.ca/How-Teach-Improvised-Comedy-Improvisors-ebook/dp/B01N3U3145

Yes, see as much good improv as you can. Even if it's just on video (there's many sets on YouTube; check out The Perfect Harold, a rather legendary set by Mike O'Brien's old team, The Reckoning, at iO Chicago; and the TJ and Dave movie, Trust Us, This Is All Made Up, on iTunes)

But training with intensity, and having a regular performance schedule, is key. If you can, go do the 5-week summer intensive at iO. Sign up for your local Fringe Festival. Try to get up in front of audiences as often as possible (and not always in a bar).

https://www.amazon.com/How-Teach-Improvised-Comedy-Improvisors-ebook/dp/B01N3U3145/ref=sr_1_2?s=books&ie=UTF8&qid=1542219323&sr=1-2&keywords=improv+comedy+teach

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Not improvised Shakespeare per se but the author notes that he's done work for improvised Shakespeare like learning how to "quibble". Might provide some approaches.