No one likes a try-hard, but then no one likes someone who doesn’t try hard enough, either. Whether you’re getting dressed for a virtual work appraisal or a date – same thing, really – you should aim for effortless with your outfit. Instead of suiting up in a pinstripe three-piece, dress shirt and tie, go for an unstructured jacket with a softer shirt, polo shirt, or even a T-shirt underneath. If you still feel the need to wear a tie with your shirt, make it knitted as this is far less formal than one made of silk.