The font is similar to geoSlab (though not exactly the same) which, btw, is one of my favorite ttf's to auto digitize. Even though I have Wilcom, Wings and ICliqq, I still use a very old copy of DRAWings to auto digitize some fonts. By far my favorite. I just love the stitch engine and how it 'thinks' in that ancient piece of software.
Creative DRAWings and DRAWings Pro (which are the home versions made by the people that make Wings, I actually have a copy of version 4) does have one of the better font auto
conversion (I can't say or type auto digitize, because the computers really aren't doing that with these programs). Which is good considering that they don't use any embroidery fonts themselves, but just pull fonts to use from your global Windows Font folder
Now, DRAWings does have issues with pathing, sequencing (most all auto conversion algorithms do with those two) and long stitches. Sometimes they will even screw up the shape of object if you aren't careful.
Seriously not bad especially considering what a bad rep auto digitizing always gets.
He does use Wings and I'm sure they use the same conversion engine that they have in their home software DRAWings and those do come out well. Very well with minimum tweaking, especially when you use normal size ranges. You go too big (chances of long stitches are their fill/step stitching) or too small (chances with having too many stitch angles in a small area with serif fonts, even some san serif basic block fonts).
But they still get a bad rep because you always have to go in and tweak things. Sometimes the computer converts really well and you don't have to tweak much, sometimes you have to tweak the whole thing. But you have to go in and individually see and tweak. There is still no comparison between the quality of a semi (semi automatic tools are your Input A, B (I wish they would get rid of this one), C; Fusion; Complex; Run; Triple Run; Backstitch etc) or totally manually digitized design compared to that that has auto conversion portions in it. It's not that good. And some things you have to do stitch by stitch. Wilcom, like you mentioned below, is by far the worst one of the programs that I have experienced when it comes to auto converting fonts. Any fonts that I use often (or want to use often) that I need multiple letters of, I will digitize that font to an embroidery ESA font. Far more options (click of a mouse, it can go left to right, to center out sequencing, that takes time to manually do that after either auto converting or digitizing it myself for one sequencing and then you need it for another).
Wilcom, IMHO, can't duplicate unless done manually or tweaked
When it comes to fonts, compared to DRAWings, if you are auto converting, yea, it doesn't work out much at all. I think that the biggest reason for that is that Wicom tries to use Fusion Fill for it's "global tool" for auto converting text and it doesn't segment text like it should. That is were DRAWings shines. It's one of the better ones that I have found out there.