I would not because I do not do Go Fund Me, or raffle for me, or give the slob that lost everything to a fire and didn't have insurance but can afford to smoke, drink, do drugs and has better stuff than I do because they live on credit. I did it the hard way and made my choices to have what I have, not because I mooched off others.
Pete
While some readers might think this the above post is a little brusque, the truth is there; mid last year I read on another woodworking facebook site that someone in America had lost thier woodworking business to a fire and "his best mate" had set up a Go Fund Me for $200,000 to help them build a new barn premises then stock it out. According to the GFM blurb this business had been running for decades "was a pillar of the community etc etc", to which I can assume the owner had been making a decent living out of it, and thus probably able to buy a home of thier own, and most importantly - PAY FOR FIRE INSURANCE.
So, me being me I stuck my nose in and wrote to the person whom set up the Go Fund Me asking why this business was deserving of $200k when they were supposed to have had insurance and weren't there far more worthy charities etc to ask for peoples money? I got a rather different GFM in return with the last word being "myself", which on reflection I might have misconstrued and could have been an invitation as "myself" was used instead of "yourself".
I'm sure there are GFM's that are worthy, but how do you sort the well deserving wheat, from the very well crafted and worded "to pluck at the hear strings" chaff?
As to the Raffle, well the OP at least has been completely transparent about it being about profit for him, but as others have said - for me - I wouldn't unless he had something on offer I would really like, and it would have to be of a value I couldn't get for myself easily - say for example a fully kitted out sawstop saw with all the trimmings which is somewhere around the £4k+ mark, or for lower value tickets, one of those really nice new Bosch mitre saws with the non sliding arm, or a festool tracksaw. Offering something "top of the line" that could be an upgrade for those whom already have a machine but a cheaper one, might be a better model, but then you've got the gambling commission etc to contend with and I can pretty much guarentee someone here will report it.
Unless you can do all that and "all legal like" - I think you're better off thinking of another way to make money.
