You can effectively enter freehand mode by pressing the option key while clicking the mouse.  See this post for more information.

http://blog.macromates.com/2011/multiple-carets/

I'm not sure how to enter overwrite mode in TM2.



On Wed, Jan 7, 2015 at 12:29 PM, Emmanuel Blot <eblot.ml@gmail.com> wrote:
Hi,

I guess this question has already been answered, but I cannot find the
answer, and Google does not help:

How to enable these alternative edition modes in Textmate 2.0?

Thanks,
Manu

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