Another idea - something that relates to fundraising - the 3 shapes are like funds being added. TQ in red highlighting his name. The third box being 'animated' adds a bit of a fun accent to the logo.
Great job on these! Some feedback... #6 we like how you got the Hawaiian shirt into the logo. Might be a little too detailed for a t-shirt though. #8 we like how this is just a rendition of his image, rather than just a hand-written duplicate of a photo. This is really what we had in mind. There is another concept by HarvestDesign that we like. #7 we like the overall look of this one, but would like the image of Terry to be simpler as described above. #9 like that someone finally gave a shot at the TQF. However, I think at this point we may want to keep the image of Terry in there somehow. I like the direction that is going.
Let us know if you have any questions. I'm trying my hardest to give as much input as possible.
I've simplified my illustration - and made the face (mouth/eyes) more smiling than previous version. A cleaner text treatment finishes it off to looks professional and modern, yet the choice of font, with nice round shapes, has a friendly look to it.
I have re-illustrated Terry's caricature with a broader stroke so it is more screenprint-friendly for t-shirts and signs etc. I've also tried to capture the beaming, happy smile so evident in the photographs.
Really making a logo out of the glasses - I think this makes it a very memorable logo but you may or may not like the glasses highlighted. Something to consider anyway. Thanks again for the feedback and the chance to design your logo.