Apple Software Setup for Creatives

I'm a creative professional working at home using older OS's on imac and laptop running Final Cut Pro and Logic Pro - It's time to update, clean up files and ensure things are backing up, but I'm afraid to loose projects and work flow, and not sure where to start... (Budget: min $50 USD, Jobs: Audio Editing, Final Cut Pro, iPhone, Mobile App Development, Project Management, Technical Support, Troubleshooting, Video Editing)