Dempsey sits next to 4 phonetic neighbors — Kemsey, Ramsey, and Kelsey are the closest matches by sound. Most share Dempsey's Irish-rooted cluster, so the rhythm and vowel shape carry across the list.
You searched for names like
"proud descendant, son of the proud one"
"free man"
"strength, my strength"
"sad, sorrowful"
"invented modern name"
"to shout for joy, to sing"
"short form of Tyler or Tyson"
"luxurious softness"
"savior, deliverer"
"modern invented name, lively"
"from the mountains"
"noble friend"
"American invented name with theophoric -jah suffix"
"God is salvation (via Joshua/Hebrew connection)"
"gray valley, son of the gray one"
"honorable"
"noble battle maiden (via Audrey)"
"rope maker"
"to thrive, to succeed, prosperous"
Similar sound: These names share phonetic patterns with Dempsey — similar vowel sounds, consonant clusters, or rhythm.
Shared roots: Several names on this list have Irish Gaelic origins, giving them the same cultural heritage as Dempsey.
Rhythm: Dempsey is a 2-syllable name. Names with the same syllable count tend to feel interchangeable when you're narrowing your list.