I think it depends whether a homeowner/pet-parent or sitter. I’m a new sitter, and basic has been fine for me.
After you sign up, you can upgrade later if you like. Sometime they have sales on upgrades. The Black Friday special was 50% off all upgrades.
Also, I signed up via some random sale/link that gave me 10 or 20% off. But every member has a “refer a friend” link which is a win-win. Currently, it gives new members 30% off, and the veteran member gets 3 free months.