Do I need to connect my Stripe account to each form I make?

It seems every time I start a new form I need to "re-connect" the Stripe Widget - and after connecting a few failed times - I reload the entire page on Chrome and try reconnecting again. That sometimes does the trick and sometimes doesn't. Stripe is currently not connecting to my other "Personal Training Questionnaire and Waver" form despite several resets and reload attempts. Is it a bug? Will I need to "connect" my Stripe account to each form I make? Or is there a way it can just work without effort?

Yes, you will always need to Integrate your Stripe account to your newly created form.

Upon checking the form (Personal Training Questionnaire and Waiver), I can see that you already have a payment integration added to your form. Please note that you can only add one payment processor per form.

Here's a related guide: https://www.jotform.com/help/190-How-to-Integrate-Stripe-with-your-Form