Welcome to another issue of Retire & RISE.
Where we keep things real and reachable, share simple AI-powered wins, and celebrate late bloomers turning nerves into next steps! ☕💡
Know someone who’s starting their first online project? Forward this email to them!
In today’s issue:
The 3 words that make your first email unforgettable 💬
A simple AI prompt to calm your writing jitters
Why your first message matters more than your logo or website
💡 The Thought-Shift: Connection Beats Perfection
If you’ve been staring at a blank screen wondering what to say in your first-ever email - congratulations. That’s the same screen every successful creator once faced.
You don’t need to sound like a marketer. You just need to sound like you.
And good news, AI can help, not by replacing your words, but by helping you find them.
Here’s the truth: Your first email isn’t about selling, it’s about saying hello.
It’s the digital equivalent of smiling across the fence to your new neighbors.
📖 A Quick Story: My First Email Flop (and Fix)
When I sent my first email years ago, I rewrote it six times. I wanted it to sound friendly but polished… warm but professional.
What I ended up with was a Frankenstein mix of adjectives and awkward enthusiasm.
I hit send, then immediately wanted to move to a new zip code.
Two days later, my friend replied:
“Bob, it was nice but I couldn’t tell it was you. It sounded like an ad.”
That is when I learned the lesson I now teach everyone over 50 starting online:
“People don’t connect with perfect writing; they connect with honest writing.”
So I rewrote it in my real voice. A little humor. A true story. One honest line about why I started.
That second email got more replies than anything I’ve written since.
.
⚙️ Tactical How-To: Write Your First Email with AI (Without Sounding Robotic)
Here’s the simple way to make your first email easy and authentic — no marketing jargon required.
Step 1: Tell Your Story
Write like you’re talking to one old friend.
Ask yourself:
Why did I start this side project or business?
What do I hope to share or help people with?
What small win do I want to create for them?
Your first email is just that story. It should be short, honest, and human.
Step 2: Let AI Polish (Not Replace) You
Open ChatGPT (or your favorite AI tool) and use this ready-to-go prompt:
“Write a short, friendly welcome email to my first 10 subscribers. I’m a retiree starting a side business teaching [topic]. My goal is to sound human and honest—not like a marketer. Make it warm, simple, and 150 words.”
Then tweak it until it sounds like something you would actually say.
If you wouldn’t say it over coffee, don’t send it over email.
Step 3: Add Your Personal Touch
Sign with your real name. Maybe include a small note, like:
“P.S. I’m nervous but excited, thanks for being here from the start.”
That line alone builds more trust than any slick signature.
Step 4: Press Send
Yes, your heart will race. Yes, you’ll double-check for typos.
And yes, it’ll be worth it. Because pressing send is the moment your journey officially begins.
🧭 Why This Matters
Your first message sets the tone for everything that follows.
Not because of what it sells but because of what it says about you.
It says:
You’re brave enough to start.
You care more about people than polish.
You’re building something with heart, not hype.
The best part? Once you send that first one, the second becomes twice as easy.
💬 Closing Insight
If you’ve been waiting for the perfect words - STOP.
The first email you send will never be perfect.
But it will be proof that you showed up.
And that’s the real start of your business.
“You can’t edit a message that was never sent.”
See you at the bank. 💰
Bob
🏦 See You at the Bank Picks
💬 Real tools. Real results. No hype.
These are the exact programs and tools I personally use that keep producing real commissions - month after month.
I’m not chasing the latest “shiny object” anymore, just sticking with what works for everyday people who want honest online income.
💵 My Go-To Income Builders
1️⃣ OLSP System - My $7 starter turned into over $3,000 (and counting).
2️⃣ AI Cash Machines - A simple AI setup for daily commissions.
3️⃣ GotBackup - A legit data-protection service that pays monthly.
4️⃣ LeadsLeap - A must have for every internet marketer.
If you decide to try one of these, let me know if I can help and how it goes.
Your story might become the next See You at the Bank success I share here.
#AIforRetirees #ChatGPTforBeginners #SeniorSideHustles #WorkFromHome #EmailMarketingForBeginners #NoTechStress #AffiliateMarketing #RetireAndRise #DigitalConfidence #LearnAIAfter50
