Will my dog develop worse separation anxiety if I bring him to work with me daily?

It shouldn't cause his anxiety to be worse when you leave. In fact, since cortisol levels spike with a stressful event and take days to return to normal levels, if you're able to give your dog reprieves between spikes, he should be better prepared to handle the next stressful period. It's recommended when dealing with separation anxiety that you minimize the amount of time your dog has to be left alone during your training period so you can avoid putting him over threshold.

Here's a video showing you things you can do to help reduce his anxiety - https://www.youtube.com/watch?v=GvW5D...

No! If your dog can safely, come to work, it's great that you bring him as much as possible! Putting him in a crate more often will not make him more comfortable in there. What will make him more comfortable is just doing safe and positive crate training at home and when you do leave. As long as you do it right, it doesn't matter how often he goes in, he'll feel calm and comfortable when you leave. If taking your pooch to work makes you both happy, keep it up!