If you are a Baby Boomer with a WordPress blog, you are already sitting on raw material for an ebook and a simple affiliate site that can pay you every month.
In this guide, you will see how to pick one money idea from your career, turn it into a focused ebook, wrap it in a clean site, and start earning without becoming a tech wizard.
If you want help, I will show you where to get a custom plan at the end.
TL;DR: Turn your best blog posts and real world stories into a short, specific ebook, build a simple WordPress site around it, add a handful of trustworthy affiliate offers, then drive readers from your list and LinkedIn into that ecosystem. If you want the short cut, book a 15 minute brainstorm and we will map your ebook and affiliate plan together.
Entity card
Brand: ExpertBoomer
Author: Jer Trihouse
Service: We help Boomers turn decades of know-how into ebooks, simple affiliate sites, and paid consults they can run from home.
Updated: November 20, 2025
Updated with AI-assisted outlining, fresh affiliate stack examples for Boomers, and a tighter step-by-step checklist.
This article is for you if:
You are a Boomer with 20 plus years in a field people still struggle with.
You already have a WordPress blog, a stack of articles, or a pile of notes and checklists.
You like the idea of making money in your jammies without taking on another full time job.
You want something simple and honest, not hype or get rich overnight promises.
Typical readers:
Retired professionals like attorneys, CPAs, engineers, nurses, sales leaders, and project managers. expertboomer.com+1
Trades and hands on pros like plumbers, electricians, HVAC, and mechanics. expertboomer.com
Corporate leaders who want to sell their playbooks instead of giving them away over coffee.
If you can explain a result, solve a specific problem, or walk someone through a process, you can turn that into an ebook and a tiny affiliate powered site.
David Ogilvy taught that only two things sell: a clear benefit to the reader and belief that you can deliver it.
Your benefit:
“I show people like you how to avoid the mistakes I saw for 25 years, with one short ebook and a simple resource site.”
Your belief builder:
Real stories from your own career.
Screenshots, checklists, or before-and-after examples.
A clean, direct layout that looks like it was built to help, not to trick.
You do not need a 300-page book. You need a focused guide that solves a painful, specific problem and then points people to tools and services that pay you when they buy.
Your ebook and site should not be “everything I know about X.”
Instead, define one narrow promise:
From RN to “Caregiver Quickstart”
From litigator to “How to survive your first lawsuit without losing your mind”
From project manager to “90-day onboarding plan for new project managers”
Ask yourself:
Who is my ideal reader
A younger version of you
A colleague who keeps calling with the same questions
What is the burning problem
Confusion, risk, wasted money, fear, lost time
What outcome can I realistically help them reach
Avoid three common disasters
Save ten hours
Stop making one big, expensive mistake
Write one simple positioning line:
“I help [who] avoid [big headache] in [situation] with [ebook plus tools].”
You will use that line in your ebook cover, on your affiliate site, and in your bio.
You do not start with a blank page. You mine your WordPress blog and your hard drive.
Inventory your assets
Log in to your blog and list your ten most useful posts on the topic.
Add any checklists, templates, or slide decks on your computer.
Group by theme
“Mistakes”
“Step by step process”
“Tools and resources”
Create a lean outline
For most Boomers, a winning ebook is 40 to 80 pages, not a monster. A simple structure:
Chapter 1: The big problem and what it costs
Chapter 2: The short version of your solution
Chapters 3 to 6: Steps of your method, each with a story
Chapter 7: Common mistakes and how to avoid them
Chapter 8: Tools, templates, and recommended resources
Decide which pieces belong where
Turn how-to posts into chapters.
Turn rant posts into “mistakes” sections.
Turn list posts into resource pages.
You now have an outline and a chapter plan built from work you already did.
Soft CTA: If you want help turning a messy blog into a tight ebook outline in one call, book a free 15 minute Brainstorm with me. We will pick your topic, title, and table of contents together.
Ogilvy loved facts and specifics. Your reader will too.
Stay focused:
Aim for 8 to 10 chapters, each solving one micro problem.
Use plain language. Write like you talk to a wise friend.
Add checklists and templates. People love “fill in the blanks.”
Practical tools:
Drafting: Google Docs or Word.
Design: Canva templates for ebooks.
Export: Save to PDF.
Delivery: Gumroad, ThriveCart, WooCommerce, or a simple password-protected download page.
Add three money-making pieces:
Call to action boxes inside the ebook
“Need help applying this? Book a 45-minute consult.”
“Want the spreadsheet I use? Get it on my site.”
Resource links
Software you trust
Tools and services your readers will need
These are where your affiliate links will live.
“Next steps” page at the end
Link to your affiliate site home page
Invite them to your email list
Offer a short consulting package
Your ebook is both a product and a lead machine for your affiliate site and your consulting.
You do not need a complex “authority site.” A lean WordPress site with five to seven strong pages is enough to start.
Core pages:
Home: Promise, proof, and a clear “Get the ebook” button
About: Your story and why you care about this problem
Ebook sales page: What is inside, who it is for, what it helps them avoid
Resources / Tools: Your curated list of affiliate products
Blog: Updated posts that answer search questions and link back to your ebook
Affiliate offers should support your method. For example:
A project management tool you use
A caregiver scheduling or medication app
A legal template service you trust
A course platform that fits your readers
Basic affiliate rules:
Promote only what you would recommend to family.
Call out that some links are affiliate links.
Do not make wild claims or guaranteed income promises.
On the tech side:
Use a clean, mobile-friendly WordPress theme.
Add an email opt-in form for your 10-lesson sequence.
Create clear buttons that say things like “Get the Ebook and Tools” or “See My Recommended Toolkit.”
Mid article CTA: Want me to walk through your blog and point out what should become an ebook chapter and what should become an affiliate resource page? Schedule a 15 minute brainstorm and we will map it out together.
You do not need fancy funnels. You need a straight line.
Lead magnet
A short checklist or “7 mistakes” PDF that ties directly to your ebook.
Example: “7 caregiver mistakes nurses see every day” or “5 contract clauses that blindside first-time founders.” expertboomer.com
Email sequence (10 lessons works well)
Borrow from ExpertBoomer’s own 10-lesson model. expertboomer.com
Lesson 1: Your story and the big mistake you kept seeing
Lessons 2 to 7: Short teaching emails with one tip each
Lesson 8: “How I would fix this for you in 30 days”
Lesson 9: Ebook offer
Lesson 10: Invite to a paid call or a free strategy chat
Traffic sources that fit Boomers
Existing blog readers
LinkedIn, especially your old colleagues
Facebook groups or communities you are already part of
Offline channels like alumni newsletters or trade associations
On-site conversion points
End of every blog post: “Want the complete playbook? Get the ebook here.”
Sidebar or footer: opt in to your free lessons.
About page: invite them to a short consult.
Once this is in place, your WordPress blog is no longer a diary.
It is a system that feeds people into your ebook and your affiliate ecosystem.
A clear, narrow problem you want to solve.
A few strong blog posts or notes on the topic.
A willingness to make decisions and ship, not edit forever.
Enough tech comfort to use WordPress, email, and a basic checkout.
Vague promise: “Improve your life” does not sell. “Avoid three mistakes that cost contractors $10,000 a year” does.
Legal or compliance issues: If you write about money, tax, health, or lending, you may need clear disclosures and professional review. Do not give personal legal, tax, or medical advice.
Overbuilding: Many Boomers never launch because they chase the perfect logo, plugin, or funnel.
Trying to write the “book of your life” instead of a focused guide.
Copying hype driven marketing that does not fit your values.
Hiding your offers. Your readers actually want a clear next step.
Forgetting to follow up. One ebook page without email is like a one-time speech in an empty hall.
You do not have to choose only one model. Your ebook and affiliate site can sit in the middle of a simple stack.
| Model | Best for | Main pros | Watch out for |
|---|---|---|---|
| Ebook + affiliate site | First digital product, lower price point | Fast to build, easy to deliver | Needs traffic and list building |
| Live or recorded mini course | Deeper teaching, higher perceived value | Higher price, more engagement | Takes more time to produce |
| 1 to 1 consulting or coaching | Readers who want direct help, bigger budgets | High fees, rich feedback, case studies | Requires your time and clear scope |
For many Boomers, the sweet spot is:
Ebook with affiliate links.
Simple affiliate site to host it and collect emails.
A light consulting offer for readers who want hand holding.
That is exactly the system we build with clients at ExpertBoomer.
Use this checklist as your short action plan.
List ten posts or notes you already have on one topic.
Draft one positioning line about who you help and what you help them avoid.
Turn your existing content into an 8 to 10 chapter outline.
Block two half days on your calendar to draft your ebook.
Use Canva to create a simple cover and interior layout, and export to PDF.
Set up a basic sales page on your WordPress site for the ebook.
Create a “Resources” page with three to seven trusted affiliate offers.
Write a 10 email “lessons” sequence that ends in the ebook.
Add opt-in forms to your blog posts, sidebar, and About page.
Announce your ebook and site to your warm network and invite them in.
If any of these steps feel heavy, that is a sign you may need a guide, not more YouTube videos.
You have decades of experience. You may also have a half built blog, a folder full of drafts, and a nagging sense that you are leaving money on the table.
Here is a simple next move:
Book a free 15 minute Brainstorm call.
I will ask you a few questions about your background, your ideal reader, and your existing content.
You will leave with a draft title, a working table of contents, and a sketch of your affiliate toolkit.
If it feels like a fit, we can also talk about done with you services where my team helps you outline, package, and launch faster.
👉 Ready to turn your expertise into an ebook and affiliate site that pays you?
Book your free 15 minute Brainstorm and let us map your first income stream together.
Remember to add internal links from this post to your case studies, 10 free lessons, digital products guide, and any service pages on ExpertBoomer before you hit publish.
Yes. A messy blog is normal. We mine your best posts, strip out the fluff, and reorganize them into a focused outline that solves one clear problem for your reader. Anything that does not support that promise becomes a separate article or a bonus, not part of the main ebook.
For most Boomers, 40 to 80 pages is plenty. The goal is not to impress people with length. The goal is to help them avoid mistakes, make better decisions, or follow a clear process. Short, specific, and useful will sell better than long and vague.
No. A small list of the right people is better than a giant list of strangers. Many clients see their first sales from colleagues, LinkedIn connections, Facebook groups, and local networks. Your ebook and site then give you a home base to grow from.
You recommend only tools and services that genuinely support your method. You add them in a “Resources” section, in side notes like “Here is the tool I use,” and on a dedicated page on your site. You are transparent that some links are affiliate links and that you only recommend what you trust.
You do not need to be a developer. If you can write a document, send email, and log in to your WordPress dashboard, you can do this with light guidance. You can also outsource the setup of your sales page, checkout, and email forms while you focus on your content.
Many Boomers can get a lean first version live in four to six weeks if they focus on one topic and reuse existing content. The timeline depends on how much time you can invest each week and how complex you want the design to be. The key is to ship a useful version, then improve it.
If you write about general life skills, hobbies, or soft skills, you mostly need clear terms and a normal disclaimer. If you write about money, tax, legal matters, health, or lending, you should be more careful, avoid promises, and consider having an attorney review your material and disclosures. When in doubt, keep it educational and suggest readers consult a professional.
It will usually help. An ebook positions you as an authority, pre educates your clients, and attracts people who like how you think. Your affiliate site lets you share tools and services you already recommend every day and get paid when people buy through your links.
Yes, as a helper, not as a replacement for your brain. AI can help you outline chapters, clean up drafts, and suggest examples, but the real value is your experience and stories. Readers can tell when something is generic. Use AI to speed up the boring parts while you focus on the real world details only you know.
At ExpertBoomer we specialize in helping Baby Boomers package decades of know how into ebooks, simple sites, and paid consults. You can start with a free 15 minute Brainstorm call to map your idea, or move into done with you projects where we help you outline, package, and launch your first income stream.
