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How to Handle Custom Letter Writing Requests

Deliver Exactly What the Client Wants — Without Getting Overwhelmed

As your letter writing side hustle grows, you’ll start getting custom requests from clients — and that’s a good thing.

But if you’re not prepared, custom orders can lead to:

  • Confusion about what the client wants
  • Extra work with no clear boundaries
  • Stress from unclear expectations

This guide will show you how to confidently manage custom letter writing requests while keeping your workflow smooth, your boundaries clear, and your clients happy.


🧠 What Is a Custom Letter Writing Request?

A custom request is when a client asks for something that isn’t part of your standard offerings — such as:

  • A letter in a different tone or voice
  • A unique occasion (e.g., “letter to my ex’s new partner”)
  • Specific instructions like “make it rhyme” or “include quotes from a movie”
  • A letter longer than your usual word count

Instead of turning them away or panicking, learn to say:
“Yes — here’s how we’ll handle it.”


💬 Step 1: Get Clear on What the Client Really Wants

Start by asking the right questions. You need to fully understand the message, tone, and intention.

Send them a short questionnaire or ask:

  • Who is the letter for?
  • What’s the occasion or situation?
  • What emotions should the letter express?
  • Are there specific phrases, memories, or details to include?
  • What tone should it have? (e.g., romantic, formal, humorous, emotional)

Tip: Keep your questions simple. Most clients prefer filling in a quick form instead of writing paragraphs.


✍️ Step 2: Confirm Scope and Pricing

Before writing, clearly define what’s included in the custom request:

  • Word count
  • Turnaround time
  • Number of revisions
  • Format (digital or handwritten, if offered)

If it goes beyond your normal packages, charge extra.

“This request is a bit more detailed than my standard letter. I can create it for $X and deliver it by [date]. Let me know if you’d like to move forward!”

Never start writing without agreeing on terms.


📑 Step 3: Set Boundaries with Revisions

One common issue with custom letters: clients keep changing things.

Avoid this by setting clear limits:

  • “Includes one round of revisions”
  • “Major edits after delivery may incur an extra fee”
  • “Final delivery after approval will be considered complete”

Be kind but firm. You’re running a service — not offering unlimited rewrites.

👉 Read Also : How to Sell Wholesale Letters for Steady Income


🕒 Step 4: Stick to Your Timeline

Custom work often takes more time and energy, so make sure to:

  • Set realistic delivery times
  • Don’t overpromise fast results
  • Communicate delays early, if needed

Tip: Use a simple tool like Google Calendar or Trello to manage deadlines.


🔁 Step 5: Get Feedback — and Use It to Improve

After delivering the custom letter, ask for feedback:

“I hope the letter met your expectations! If you have any thoughts or suggestions, I’d love to hear them.”

Positive feedback = reviews for your website, portfolio, or freelance profiles.
Constructive feedback = ways to improve your process.


💡 Examples of How to Handle Common Custom Requests

Client Says…You Can Say…
“Can you write this in the voice of a pirate?”“Yes! That would be a creative twist. It’ll be $X extra for the themed style.”
“I want it to include personal details, but I don’t know what to say.”“No problem! I’ll send you a short form to gather the key details.”
“Can I get this by tomorrow?”“Rush delivery is available for an added fee. I can prioritize it if that works for you.”
“I need this to sound like it came from a teenager.”“Got it — I’ll adjust the tone to be more casual and age-appropriate.”

🚫 When to Say No to a Custom Request

Sometimes, it’s better to turn down a request than force it. Say no if:

  • The topic feels unethical, harmful, or dishonest
  • The client refuses to pay fair rates
  • You’re already booked or can’t meet the deadline
  • The request goes far beyond your writing style

“Thanks for reaching out! Unfortunately, this isn’t something I specialize in, but I appreciate your interest.”


🧩 Final Thoughts

Custom letters are a great opportunity to:

  • Show your creativity
  • Build client loyalty
  • Charge premium rates

The key is to listen carefully, set clear boundaries, and stay professional throughout the process.

By handling custom requests with confidence and structure, you’ll stand out — and your letter writing side hustle will thrive.

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