Does "Streetwise person" carry any negative meaning?

Streetwise is not a derogatory term:

• North American English also street-smart (informal)

• having the knowledge and experience that is needed to deal with the difficulties and dangers of life in a big city.

  • Kids seem much more streetwise these days.

(OLD)

Streetwise:

• Having the necessary knack, personality and instinct for survivgal in rough, urban environments.

  • Like all serial killers, he had the ability to sense vulnerability among potential victims; he didn't take the streetwise girls, he was after the younger women. (Ann Rule speaking about Gary Ridgway.)

• Possessing a style that embodies the life and microculture located within urban settings, typically in the States.

  • You could tell from the way he spat old Tupac lyrics, loitering in the corner with his homies, flipping that Yankees cap on his head like he couldn't give a damn that he was streetwise enough to melt Will Smith.

(Wiktionary)

Streetsmart:

• (adjective) familiar with the human condition as played out in an urban setting, US 1976. Street smarts (noun) intuitive understanding of human nature as played out in urban US reality.

(Patridge Slang Dictionary)