Is this a fit?
Full career positioning, not just resume writing — resume, LinkedIn, interview prep, target-company research, networking strategy, and salary negotiation, with an optional monthly job-search concierge add-on
Skills to bring or develop
- Resume Writing
- Career Coaching
- LinkedIn Optimization
- AI Prompt Engineering
The starting sequence
- Master AI resume optimization
- Create service packages
- Build portfolio and testimonials
- Launch marketing
- Scale with group coaching
Find your first customers
Treat this customer profile as a starting hypothesis. Talk to people in this role and find out what they already do, what it costs them, and whether they want help.
Role
Mid-career professional
Industry
Various (tech, finance, marketing)
Problems to investigate
- Resume isn't getting interviews
- Don't know how to position career change
- LinkedIn profile is outdated
- Nervous about interviews
- Applied to 100+ jobs with no response
Channels to test
- SEO
- Communities
- Referrals
First launch approach
Offer free resume reviews on LinkedIn, convert to paid rewrites. Build SEO content around job search keywords.
Ways to find your first customer
- Post "free resume review" offers on LinkedIn weekly
- Join job search communities on Reddit and Discord
- Create TikTok/Reels with resume tips
- Partner with career coaches and recruiters
- SEO blog posts for "resume tips for [industry]"
Content ideas
- This resume got 10 interviews in 2 weeks (before/after)
- ATS resume mistakes that get you auto-rejected
- LinkedIn headline formulas that attract recruiters
- How to answer "Tell me about yourself" perfectly
Shape the offer & delivery
These are example packages to adapt, not current market rates or promises of sales. Choose one deliverable, set a revision limit, and test the scope with a real buyer before expanding.
Resume Rewrite
$250 example price
- ATS-optimized resume
- Keyword optimization
- 2 revisions
- 48-hour turnaround
Career Package
$500 example price
- Resume rewrite
- LinkedIn profile optimization
- Cover letter template
- Interview prep guide
- 1-week turnaround
Executive Package
$1,200 example price
- Executive resume + bio
- LinkedIn overhaul + content strategy
- 3 cover letter variants
- 2 mock interview sessions
- Networking strategy
- 30-day support
Build and deliver the offer
Service delivery
Packages
Name
Resume + LinkedIn Package
Deliverables
- ATS-optimized resume rewrite
- LinkedIn profile rewrite
- 1 cover letter template
Timeline
5-7 business days
Included in this example
- Intake questionnaire + 30-min call
- 2 revision rounds
Name
Full Career Sprint
Deliverables
- Resume + LinkedIn package
- 2 mock interview sessions
- Personalized job-search strategy doc
Timeline
2-3 weeks
Included in this example
- Industry-specific interview question bank
- Salary negotiation talking points
Client onboarding
Step
Client completes intake questionnaire (roles, achievements, target titles)
Who handles it
client
Step
Collect current resume + job postings they're targeting
Who handles it
client
Step
Deliver first draft for review
Who handles it
you
Kickoff conversation
- Review target roles and industries
- Identify 3-5 achievements to lead with on the resume
- Set the revision and delivery timeline
Your launch roadmap
Work through the phases at your own pace. Durations and task hours are estimates; client conversations, sales, and other outcomes depend on the response you receive. Growth and exit steps are optional later decisions.
0 of 14 tasks checked
01 · Foundation 3 days · suggested pace
Build resume optimization system and packages
Build prompt templates for different industries and career levels that produce ATS-optimized resumes
Target deliverable: Resume prompt library
Tool examples: ChatGPT, Claude
Planning allowance: 5 hours · AI can assist; review the output
Rewrite 5 resumes (friends/family) as portfolio pieces with before/after results
Target deliverable: 5 sample transformations
Tool examples: ChatGPT, Canva
Planning allowance: 5 hours · AI can assist; review the output
Create intake form, delivery process, and payment system
Target deliverable: Client workflow ready
Tool examples: Typeform, Stripe, Google Drive
Planning allowance: 3 hours
02 · Launch 2 weeks · suggested pace
Get first 10 paying clients
Post "Send me your resume for a free review" — do 20 free reviews, convert 10 to paid
Target deliverable: 10 paying clients
Tool examples: LinkedIn, ChatGPT
Planning allowance: 12 hours · AI can assist; review the output
Provide value in 5 Reddit/Discord job search communities, offer services
Target deliverable: Community presence
Tool examples: Reddit, Discord
Planning allowance: 6 hours
Follow up with first clients for results and testimonials
Target deliverable: 5+ testimonials
Tool examples: Email, LinkedIn
Planning allowance: 3 hours
03 · Scale 2 months · suggested pace
Write 15 blog posts targeting "resume tips for [industry]" keywords
Target deliverable: Organic traffic growing
Tool examples: WordPress, ChatGPT, Ahrefs
Planning allowance: 15 hours · AI can assist; review the output
Define a small, measurable version of this task. Use your own customer evidence and actual costs to decide what to do next.
Target deliverable: Group program with 10+ students
Tool examples: Zoom, Notion
Planning allowance: 8 hours
Build referral relationships with 10 recruiters who encounter candidates needing help
Target deliverable: Recruiter referral pipeline
Tool examples: LinkedIn, Email
Planning allowance: 6 hours
04 · Exit 60 days · suggested pace
Prepare your AI resume and career services business for sale, acquisition, or hands-off operation
Create comprehensive standard operating procedures covering every repeatable process in your AI resume and career services business — client onboarding, delivery workflows, billing, and support. A buyer needs to run this without you.
Target deliverable: Complete SOP handbook with video walkthroughs
Tool examples: Notion, Loom, Google Docs
Planning allowance: 12 hours · AI can assist; review the output
Record the questions this step raises for your business, location, and circumstances. Confirm requirements and assumptions with current official sources and a qualified professional before acting.
Target deliverable: Valuation estimate with supporting financials
Tool examples: Google Sheets, ChatGPT
Planning allowance: 6 hours · AI can assist; review the output
Organize all financial records, contracts, customer data, IP documentation, and legal documents into a virtual data room that a buyer or their advisor can review.
Target deliverable: Organized virtual data room
Tool examples: Google Drive, Google Sheets
Planning allowance: 10 hours
Identify every area where the business depends on you personally. Delegate, automate, or document each one. Test by taking 2 weeks off and measuring impact.
Target deliverable: Owner dependency scorecard (before/after)
Tool examples: Notion, Zapier, Slack
Planning allowance: 20 hours
Create a teaser document (blind profile) for your AI resume and career services business and either list on marketplaces (Acquire.com, Flippa, Quiet Light) or reach out directly to 5-10 potential acquirers.
Target deliverable: Teaser document + 5-10 buyer conversations started
Tool examples: Acquire.com, Google Docs, Email
Planning allowance: 8 hours · AI can assist; review the output
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Tools, budget & effort
These are tools named in the original playbook, offered as examples to evaluate. Check current capabilities, pricing, licensing, and data handling with the provider before subscribing. Start with the tools you already have.
- ChatGPT
- Claude
- Canva
Tools to evaluate
Item
ChatGPT/Claude paid tier
Why consider it
Real resume/LinkedIn drafting speed needs a paid tier
Item
A resume design template (Canva or a resume-specific tool)
Why consider it
Clients expect a polished, ATS-compatible visual format, not a plain document
Make the numbers your own
Include setup, subscriptions, selling, fulfillment, revisions, support, and your time. Use your actual inputs and compare a cautious case with a better case.
Open the experiment calculator →AI roles & prompt templates
Assign a clear job, provide approved inputs, and review the result. These are role and prompt ideas; this page does not run AI or connect your accounts.
Content Writer
Turn this job history into 3 achievement-focused resume bullet points
Sales Optimizer
Help me write a LinkedIn post offering a free resume review to build my first clients
Use the first task above as your opening prompt. Include your audience, desired output, constraints, and how you will judge quality.
Your first small test
- Choose one customer. Find five people who have the problem described in this guide.
- Show one useful sample. Ask about their current process, priorities, and objections.
- Offer a clearly scoped pilot. Agree on deliverables, a price to test, and what success means.
- Record the evidence. Track responses, costs, hours, and what the buyer actually used. Decide whether to continue, change, or pause.
Explore related ideas
Adapted from Ashley’s Waymaker side-hustle playbooks, imported October 15, 2026. This is a published snapshot, not a live connection to your Waymaker account. Source examples are planning material, not verified customer outcomes. Explore Waymaker.