He probably does though? he experienced that in his previous life, if I'm not mistaken. The reason why he's questioning that person's shabbiness is probably because he knows that person makes it big in the future. Prolly wondering what went wrong etc
Not only that... but looks do matter when you are meeting someone about business. That's why people in finance dress up to a T. And it's not all about brands. Ironing, leather shoes, belt and bags being well cared for, cuffs clean and a well matched outfit for the occasion... all that matters. It shows not only attention to detail but that you do put enough importance to the meeting to make sure you are putting effort to look as good as you can.
You can go to the roughest of times, but if you are meeting with someone you intend to do business with... do whatever you can to look presentable.
he was slave boy before he became rich boy.. ofc he knew
Rich boy, you won't understand that people can be shabby when rough times