@KOHESION No the Dropbox power up allows you to search Dropbox and attach files to the card as a link. If you want to upload a file directly to Dropbox when it's attached to a card you need to automate that with the API, I've done something similar in the past for a client on Drive, if you want you can get in touch and I can give you a quote to build you a custom automation for that using BenkoBot:
Hello Community! Quick disclaimer: We are running a contest on Community (The Atlympics!) from July 23rd - August 8th of 2021. If you are interested in participating in this contest (prizes! ...
Connect with like-minded Atlassian users at free events near you!Find an event
Connect with like-minded Atlassian users at free events near you!
Unfortunately there are no Community Events near you at the moment.Host an event
You're one step closer to meeting fellow Atlassian users at your local event. Learn more about Community Events