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Watch Us Win AI Search · Issue #0 · October 5, 2026

We asked four AIs who to hire. They named our client 6 times.

By Matt Goren · October 5, 2026

Every two weeks we ask ChatGPT, Google's AI, Perplexity and Claude the questions real customers ask, for four businesses. Then we show you who they picked, good weeks and bad.

Ollie, the RunOctopus octopus, delighted
The scoreboard · the starting line

Four businesses. Where AI stands on each today.

AI named themAI used their page as a sourcenot mentioned

Client · LA apartment brokerage

Sterman Multifamily

6 of 60

AI answers that name them

ChatGPT 5/15Google AI 1/15Perplexity 0/15Claude 0/15

Perplexity used Sterman's own guides as its source in 10 more answers.

Where this method began

All Angles Creatures

2 of 54

AI answers that name them

ChatGPT 0/15Google AI 1/15Perplexity 0/12Claude 1/12

Used as the source in 9 more. Google's AI named it first on a feeder comparison.

Us · AI search for small businesses

RunOctopus

0 of 80

AI answers that name them

ChatGPT 0/20Google AI 0/20Perplexity 0/20Claude 0/20

Microsoft's AI quoted our pages 131,100 times in 3 months. Not one AI names us when you ask who to hire. That's the climb.

Brand-new local site · DeLand, FL

Puma Pressure Washing

0 of 54

AI answers that name them

ChatGPT 0/15Google AI 0/15Perplexity 0/12Claude 0/12

A brand-new site. This is day one, on the record.

Answer of the week

"Who should I call to sell a rent-controlled building in Los Angeles?"

ChatGPT's answer, under "Who I'd call": Sterman Multifamily Group, second on its list.

ChatGPT's answer listing Sterman Multifamily Group under Who I'd call

ChatGPT · logged out · Oct 5, 2026 · other brokers blurred by us, box added by us

How we test

Same questions. Every two weeks. No account.

  • The questions65 questions real customers ask, locked on October 5. We never swap one out to look better.
  • The AIsChatGPT (the real app, logged out), Google's AI Mode, Perplexity and Claude. Gemini joins next issue.
  • Where fromDeLand, Florida, and the business's own town for local questions.
  • What counts"Named" means the AI names the business in its answer. "Source" means it used their page to write the answer.
Questions

About this report

What is Watch Us Win AI Search?

A public report from RunOctopus. Every two weeks we ask four AIs the same 65 questions real customers ask, for four businesses, and publish who they named. Good weeks and bad weeks both go up.

How is the test run?

ChatGPT is asked in the real app while logged out. Google's AI Mode, Perplexity and Claude are asked through a search-data service with web search on. Local questions are asked from the business's own town. The question list was locked on October 5, 2026 and never changes.

Why does RunOctopus score zero?

Because that is where it starts. Microsoft's AI quoted RunOctopus pages 131,100 times in three months, but no AI names RunOctopus yet when someone asks who to hire. This report tracks whether that changes.

What counts as being named?

The AI names the business in its answer. If the AI only used the business's web page to write its answer, we count that separately as a source.

Next issue · October 19, 2026

Zero is where RunOctopus starts. Watch it move.

How AI decides who to recommend

RUNOCTOPUS · WATCH US WIN AI SEARCH · ISSUE #0