If you’re offering letter writing services on Upwork, your success doesn’t just depend on your writing skills — it also hinges on how well you pitch yourself through proposals.
A strong proposal is your ticket to landing quality gigs, building long-term clients, and growing your freelance writing income. Whether you’re writing love letters, business letters, birthday messages, or custom notes, this guide will help you write Upwork proposals for freelance letter writers that actually convert.
💡 Why Upwork Is Great for Letter Writers
Upwork connects freelancers with clients who are actively hiring for specific writing tasks — including personal and professional letters. These clients are often short on time, struggle with writing, or need help crafting emotionally resonant or professionally polished content.
As a letter writer, you can offer services such as:
- Love letters
- Apology or reconciliation letters
- Business recommendation letters
- Thank-you notes
- Birthday and holiday messages
- Letters of complaint or feedback
But to win these jobs, you must know how to write the perfect proposal.
🧠 What Clients Are Looking For
Most clients on Upwork want:
- A reliable, responsive writer
- Someone who “gets” their emotional tone or voice
- Fast turnaround times
- Clear communication
- Good grammar, flow, and personalization
Your proposal should convince them that you’re easy to work with, understand what they need, and can deliver quickly and professionally.
Read Also : Fiverr Gig Ideas for Letter Writing Services
📝 What to Include in a Winning Upwork Proposal
Here’s a breakdown of a solid Upwork proposal for letter writing jobs:
1. Personalized Greeting
Never start with “Dear Sir/Madam.” Use the client’s name if available, or say:
Hi there!
Hello [Client Name],
2. Open with Empathy or Enthusiasm
Make your first sentence emotionally engaging and relevant to their post:
“I loved the idea of helping you write a heartfelt birthday letter for your partner — what a beautiful and thoughtful gift.”
“Writing a recommendation letter that captures someone’s best qualities in a powerful way is one of my favorite writing challenges.”
3. Summarize Their Needs Briefly
Show that you’ve read their job post and understand their goals:
“You need a professionally written thank-you letter that sounds sincere, polished, and reflects your personal voice.”
4. Position Yourself as the Solution
Explain why you’re the right person — but avoid generic claims. Be specific:
“I’ve written over 100 personalized letters for clients — from romantic messages to formal business letters. My writing blends clarity, emotion, and the exact tone you’re looking for.”
“I specialize in turning rough bullet points into beautiful, meaningful letters.”
5. Mention Your Process (Briefly)
Clients love to know how you work:
“To get started, I’ll ask you a few quick questions about the recipient, your message, and your tone preferences. Then I’ll write a first draft within 48 hours.”
6. Include Social Proof or Samples
If allowed, link to:
- A portfolio page
- A Google Drive sample
- A testimonial from another Upwork client
Example:
“Here’s a sample of a custom birthday letter I wrote recently (with permission): [link]”
7. End with a Confident, Friendly Close
“If this sounds like a good fit, I’d love to hear more about your vision for this letter. Let’s make something truly special.”
“Thanks for considering my proposal — I’d love to help you bring your message to life.”
💬 Sample Upwork Proposal Template (Custom Letter Writing)
Subject: Thoughtful, Custom Letter Writing | Delivered in 48 Hours
Hi [Client Name],
What a wonderful idea — crafting a heartfelt letter for someone important in your life! I specialize in writing personalized letters that capture emotion, tell stories, and leave a lasting impression.
Whether it’s a birthday, an apology, or just a meaningful surprise, I can help you say exactly what’s in your heart.
I’ve written letters for romantic partners, long-lost friends, and even fictional characters (yes, that’s a thing!). Clients appreciate my ability to match tone and voice, and I always deliver on time.
Here’s a sample from a recent project: [Insert link to Google Doc or portfolio]
I’ll ask you a few quick questions, write a thoughtful draft, and revise it until you love it. Let’s create something beautiful together.
Looking forward to hearing more.
Warmly,
[Your Name]
🛑 What to Avoid in Your Proposal
- Generic copy-paste templates — always tailor your message
- Overpromising — don’t say “I can write anything” without proof
- Too much focus on yourself — keep it client-focused
- No greeting or call to action — make it personal and engaging
🔍 How to Find Letter Writing Jobs on Upwork
Use search terms like:
- “Letter writing”
- “Custom letter”
- “Love letter”
- “Thank you letter”
- “Apology letter”
- “Recommendation letter”
Filter for Entry-Level or Intermediate projects to start. Apply to jobs with detailed descriptions and low competition (fewer than 10 proposals).
Set up saved searches and enable notifications to apply quickly when new jobs are posted.
💼 Build Your Profile for Letter Writing
Your Upwork profile should:
- Clearly state that you offer custom letter writing
- Include a portfolio with samples (with names changed or fictional)
- List niches you specialize in (romantic, business, etc.)
- Mention fast delivery, revisions, and tone matching
You could write:
“I help people say what they mean — beautifully and effectively — through custom letters for every occasion.”
🚀 Final Thoughts
Writing strong Upwork proposals is part art, part strategy. As a freelance letter writer, your proposal is the first impression — make it count. Be personal, show empathy, and prove that you can deliver a letter that moves people.
Once you get a few 5-star reviews, it becomes easier to raise your rates and land steady work. So keep showing up with confidence, creativity & care — and grow your letter writing side hustle.