It’s a matter of personal taste. Nevertheless I would have told my 30 year old self to buy these. 5 dress shirts in white and shades of blue. Buy the pricey on

It’s a matter of personal taste. Nevertheless I would have told my 30 year old self to buy these. 5 dress shirts in white and shades of blue. Buy the pricey ones from a department store. They are worth it. You want a blend of cotton and the latest artificial fabric. They make the shirts last forever. For casual Fridays, replace the dress shirt with a T shirt. Buy 5 pairs of dress pants in shades of black and blue. You want blends of wool and the latest artificial fabric. You don’t need name brand for pants. Whatever looks good to you. Buy two pairs of dress shoes. Look for the ones that give your feet support and look not too bad. Buy 5 pairs of merino wool dress socks. I like the Vermont Darn Tough with their lifetime guarantee. Buy a pocketable rain jacket that you can shove in your backpack. I like the Columbia brand. Buy three Uniqlo heattech undershirts to keep out the NY winter. Buy a black wool classic trench coat for the winter. They look classy, keep out the rain, and last forever. I had one for 20 years before I had to replace it.