Based on my interests in [urban planning, anthropology, Theater and performance, Social justice and activism, Live music production]; my academic interests in [environmental science and public health; my values of [fairness, integrity]; my strengths in [leadership and public speaking]; and the experiences outlined in my resume [pasted below/uploaded WITHOUT NAME/CONTACT INFO]; current career ideas including [role xxx in the field of yyy]; suggest 12 potential career ideas. Please weigh all aspects equally and consider how my transferable skills align with each option. The suggested career ideas should be internally validated against the OCCUPATIONAL OUTLOOK HANDBOOK: U.S. Bureau of Labor Statistics (see: https://www.bls.gov/ooh/a-z-index.htm). Include a range of sectors, including corporate, non-profit, and others. This information will be used for career exploration. For each career idea, provide a brief description, including common projects, tasks, duties, typical entry-level job titles, and typical companies/organizations/contexts. Resume: [paste]

Suggest 12 career ideas similar to the role of [role] in the field of [field] that align with my top Strengths [one, two, three, four, five, etc.].

Additionally, integrate the following inputs to tailor the career suggestions:

• My interests in [Literary analysis, Creative writing, Theater and performance, Social justice and activism, Live music production]
• My concentration(s)/academic interests in [English] and [Studio Art]
• My values of [fairness, integrity]
• My professional experiences, as detailed in my resume [pasted below/uploaded WITHOUT Name and Contact Info]

Each suggested career idea must be internally validated against the Occupational Outlook Handbook (U.S. Bureau of Labor Statistics) (https://www.bls.gov/ooh/a-z-index.htm).

The suggestions should span multiple sectors, including corporate, non-profit, and other relevant fields.

For each career idea, provide:

1. A brief description of the role.
2. Common projects, tasks, and duties.
3. Typical entry-level job titles.
4. Typical companies, organizations, or work contexts.

Generate an original draft and then request specific advice on how to improve based on the opportunity.

• Start with your draft. Begin with your existing resume or as many details as you can pull together from your past experiences, including the impact you had in the role, relevant numbers, etc. Enter this information in the prompt section by resume section or bullet by bullet for precise insights or adjustments.  Do not include your name and contact information.
• Use generated text as a potential edit, not as a final product. Adjust the language in AI-generated text to fit your needs, and ensure it is an accurate and authentic depiction of your experience and accomplishments.  Carefully consider all suggestions instead of implementing them without thought.
• Know your documents. Be able to speak to every line of your resume if asked in an interview. Read it aloud to catch repetitions or inaccuracies. 
• Know your audience. Tailor your resume to the specific role you’re applying for. Consider what that employer is looking for specifically, in case it differs from more general industry resume guidance. 
  • Let the AI tool "coach" you through the tailoring process.

"I want to learn how to tailor my resume to a specific job description. Instead of rewriting it for me, please act as a coach using guided questions. Here’s what I’ll provide:

1. My current resume (uploaded).

2. The job description (pasted below).

Please guide me step by step through the tailoring process by:

• Asking me one specific, reflective question at a time that helps me evaluate or rewrite a part of my resume that could be improved.

• Waiting for my answer before continuing.

• Reviewing my response, offering constructive feedback, and helping me refine it if needed.

• Continuing to the next question once we’ve improved that section together.

Stay in coaching mode throughout: I want to actively engage in the process and learn how to do this well on my own."

• Given my resume [upload], how would you tailor it to this job description? [paste job description]
• Improve the following resume descriptions by highlighting the transferable skills of market research and collaboration.
• Make suggestions so that the uploaded resume reflects my attention to detail and ability to work collaboratively with other team members, since these are top strengths to showcase to potential employers.
• I have expertise in (insert skill). Suggest 3 bullet revisions to give me credit in that area.
• Taking the role of a recruiter for [insert company/industry name], provide feedback on this resume [insert content] for this job description [insert job description text].
• How can I incorporate these skillsets and experience [insert keywords] into this resume experience description [insert bullets] for this position [insert job description]?
• What are some great active verbs for [insert job title] resumes?
• Optimize your resume for applicant tracking systems. It is no secret that many employers, especially those that receive a high number of applications, use applicant tracking systems to scan resumes and cover letters for certain keywords or phrases. Resume optimization tools may help you understand the persona you are conveying to employers through your resume. Some strategies we recommend are using basic formatting, explicitly listing your skills, and including keywords from the job description. 

PROMPT: Help me optimize my resume for applicant tracking systems (ATS), but please explain each change so I understand why it matters. Here’s what I’m providing:

1. My current resume (uploaded).

2. The job description I’m targeting (pasted below).

Identify missing or weak keywords compared to the job description. Ask me questions to confirm whether I actually have those skills or experiences. Suggest how and where to incorporate those keywords naturally and truthfully into my resume. Keep me involved: coach me through the changes rather than just rewriting the whole resume.

• Know what the employer is looking for. Insert the full job description in the generative AI tool and prompt it for a list of top skills and expertise needed for the position (do not include your name or contact information) into the tool to ask for examples from your background that might demonstrate those skills. Keep in mind that you may have examples that you did not include in your resume, so take a moment first to come up with your ideas. Then, add to the content generated so that it conveys your story.
• Get feedback. Ask for ideas on how to improve a cover letter once you’ve written it, inserting the cover letter you’ve drafted and the job description and prompting the tool to answer, “Does this letter convey my ability to add value to the company?” “Review my cover letter and add a few sentences explaining that I am a strong problem solver.” Ask for grammar suggestions in the same way you would with Grammarly or other tools.
• Make it your own. Read the letter aloud. Does it make a strong case (with specific and accurate examples from your background) that you are a fit for the position? Is it in your voice and authentic to you? Did you mention a personal reason for wanting to work at this company to show genuine interest to the recruiter? Is it well-written?
• Follow organization guidelines. Read all application instructions, as some organizations may have rules about whether AI can be used in preparing application materials. 

• What are 10 questions I should ask this alum (enter job title and organization) to understand if (insert job function) is a good extension of my experience in (insert experience).
• Suggest some questions for an informational interview with a Copy Editor at a Publishing House.
• What are 5 other job titles that I should consider when trying to conduct informational interviews with Brand Managers?
• What are the trends shaping the X industry in 2025?
• Can you help me write an 8 -10 sentence introduction for an informational interview with a Healthcare Consultant? Insert Resume (Do not include name and contact information)
• Let’s role play an informational interview with an Environmental Consultant. I will ask questions, and you respond as the Environmental Consultant.
• Provide insights into local networking groups or clubs that facilitate in-person connections within [insert industry] in the [insert location] area.
• I am interviewing with a producer in the film industry. Analyze their LinkedIn profile [insert text of LinkedIn profile] and come up with three questions I can ask during an informational interview.

• Conduct background research. Ask questions about the industry, market, organization, role, etc. Keep in mind that the information may be dated and not an accurate depiction of the current reality, so using a live web-search feature is advised if it’s available.
• Generate potential interview questions.
• Brainstorm answers to likely questions. You can also ask follow-up questions in response to prompt responses. How might an answer change if you incorporate the company mission statement, or information about their culture?
• Evaluate your proposed answers. Type your answers to behavioral questions using the STAR format (Situation Task Action Result) format (refer to Effective Interviewing tipsheet), and ask the system to provide feedback on your answer.  

Do not memorize answers! You want to generate ideas but not a word-for-word script, as you will need to be able to adapt in the moment and sound natural. Be sure to adjust responses to your own voice, not the voice of the AI. You want to be comfortable in the interview. Keep in mind that the response you get from a generative AI model may not be accurate. 

• What are some recent trends that may be affecting the [insert industry name] industry?
• What might a hiring manager/recruiter at [insert company name] ask regarding this role [insert job description], based on my experience [insert resume]?
• You’re the interviewer for this role: [insert job description]. Can you come up with 3-5 interview questions based on this job description?
• What examples from my background might help answer [insert question]?
• Here’s my resume: [insert resume text - remove name and contact information]. What should I bring up in a job interview for a position as [insert job title] at [insert company name]. Here’s the job description [paste job description]?
• I’m doing a [case study/technical interview/presentation] in front of [insert role of interviewer] for a job interview for [insert job title] at [insert company name]. It entails [insert specifications]. How should I prepare? What should I focus on?
• What behavioral interview questions should I expect to be asked for an entry level investment banker position?
• Let’s do a mock interview for a Volunteer Manager position at a non-profit organization.
• What are some insightful questions I can ask an interviewer who is in a business development role at a startup about their team structure and goals?
• I interviewed for [insert job title] at [insert company name/industry]. We talked about [insert details from conversation]. What should I write in my thank-you note to my interviewer who is [insert role of interviewer]?