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Expired-listing outreach letter

A letter to an owner whose listing expired that's specific and doesn't trash the last agent.

Last tested 2026-10-19 Its example inputs were run through Claude Haiku 5.5, and an AI judge (Jev) scored the reply 80/100 for following the rules and doing the task.

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Rule packs

Not legal advice, and no attorney relationship. This flags possible issues using a fixed list of patterns. It can miss problems and flag things that are fine. You're responsible for what you publish, so check your brokerage, company, and state rules. The pattern check runs in your browser. If you use the AI second opinion, your text is sent through our server to TypeSafe, which may log or retain it under its policies. With Pro, a log entry (time, first 280 characters, findings) is saved to your compliance log. Don't paste confidential or personal information you aren't allowed to share.

Example output

I wrote this by hand on 2026-10-19 from the made-up inputs below, to show what a good result looks like. Your results will vary, so read every draft before you use it.

Example inputs
  • Property basics: 3 bed, 2 bath pool home on Bay St. On the market 120 days, expired last week.
  • Why you think it didn't sell (your honest read): Listing photos were dark and taken on a cloudy day. Price was above the three most recent pool-home sales on the street.
  • About you (name, contact, one real credential): Sam Lee, 555-0100. Sold 4 homes on Bay St in the last two years.
Dear Homeowner,

I saw that your home on Bay St came off the market last week after 120 days. That's frustrating, especially after months of keeping the house ready for showings.

I've sold four homes on Bay St in the last two years, so I've paid attention to yours. Two things stood out to me, and both are fixable.

First, the photos. Several were taken on an overcast day, and the pool and living room look darker than they are in person. I'd reshoot on a sunny morning.

Second, the price compared with the most recent pool-home sales on your street. I'd like to show you those sales side by side so you can decide for yourself.

If you're still planning to sell, I'd like 15 minutes to walk through this. No pressure and no paperwork at that first call.

Sam Lee
555-0100

Check before sending:
- Confirm the owner isn't on the Do Not Call list and follow your state's rules on contacting expired listings.
- Pull the comparable sales before you mention price.

AI drafts can be wrong. Check every fact, name, and number before you send anything. Free: build prompts with no limit and 5 AI runs a day. A paid plan: 100 runs a day, 1,000 checks a day, batch runs for 50 contacts.

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