Who is the best agent to sell a brownstone in Brooklyn?
We've asked ChatGPT this 2 times over the past two days. It doesn't give the same answer twice, so instead of one day's list, here's how often it named each person. Bill Sheppard came up most — 2 times out of 2.
Named most often
ACROSS 2 ASKS
01Bill SheppardBrown Harris Stevensnamed 2 of 2 times (100%)
02Omari ToomerCorcorannamed 2 of 2 times (100%)
03The Scott / Robles Team (Aran Scott & Anthony Robles)Douglas Ellimannamed 1 of 2 times (50%)
04Jessica Levy BuchmanCorcorannamed 1 of 2 times (50%)
05Marc WisotskyBrown Harris Stevensnamed 1 of 2 times (50%)
06Nichole Thompson‑AdamsCompassnamed 1 of 2 times (50%)
07Derek BestreichInvestment Property Realty Groupnamed 1 of 2 times (50%)
08Tyson LewisCompassnamed 1 of 2 times (50%)
The most recent answer, in full
ASKED OCTOBER 30, 2026
01Bill SheppardBrown Harris StevensLongtime Brooklyn townhouse and brownstone specialist
02Jessica Levy BuchmanThe Corcoran GroupTop-producing Park Slope brownstone expert
03Nichole Thompson‑AdamsCompassGo-to brownstone specialist in downtown Brooklyn
04Omari ToomerThe Corcoran GroupTownhouse and multifamily Brooklyn specialist
05Tyson LewisCompass / The Landmark TeamHigh-volume Brooklyn team, strong townhouse track record
Shortlist of five top agents and teams who regularly sell brownstones across Brooklyn.
Why two lists? Because ChatGPT rarely says the same thing twice. Ask it this question on two different days and most of the names change — across every question we track, only about one name in five survives to the next day. So the list at the top, counting how often each person comes up, is the more honest answer. The one below it is simply the most recent time we asked.
All of these names are ChatGPT's, not ours. We didn't pick them, we can't change them, and nobody paid to be here. How we do this.