You should update your resume using the job description generator each time you apply for a new position. This ensures your resume is tailored to the specific requirements of each job. Additionally, it’s a good practice to review and update your master resume every 3-6 months, incorporating new skills, achievements, and experiences. By regularly refreshing your resume with the help of this tool, you’ll always be prepared with an up-to-date, targeted document for any job opportunity that arises.