When you go to shows I'm a pretty firm believer of looking the part. You want the judge to look at you as you enter the ring and see you as a serious competitor who came in to win. You wouldn't walk into a job interview wearing a holey tshirt and dirty jeans, right? To me, a show is the same thing. You come in looking your best.
THAT BEING SAID... is there a chance this lady didn't know what she was doing and didn't have anyone to tell her?? Seriously, how many posts have there been on this forum that have started, "what should I wear to a show?" TONS! I think the dress shirt/tie thing is kind of wierd... but maybe the rubber boots was all she had. And unless from day 1 you had perfect equitation I think you should give people a break for not being in the perfect position.