Watch The Cost of Living with Caleb Simpson

Positivity rules when Caleb visits Sandy, a bright 24-year-old residing in Brooklyn's low-income housing. Next, personal trainer Nikki shares her "less things, more life" credo as Caleb navigates her 80-square-foot micro apartment in Chelsea, Manhattan.

Caleb drops in on some of his favorite influencers for a look around their Manhattan digs; Sports Illustrated model Haley Kalil's office space-turned-luxe apartment; YouTube star Kelly Wakasa welcomes Caleb to his Midtown apartment.

Caleb heads to Williamsburg, Brooklyn to take in the bright, open-floorplan apartments of two fun-loving couples.

Caleb discovers the value of "a place for everything" while visiting Alex's tiny apartment in Lower Manhattan; organization and a unique perspective are key for Alex, who finds variety in sitting at the same small table three different ways.

Caleb discovers what might be the smallest studio apartment in Midtown Manhattan; at 80 square-feet, Alaina's more-than-modest abode feels like a walk-in closet outfitted with a small kitchenette, a mini couch and a lofted bed area.

Caleb heads to Lower Manhattan to visit Akasha, whose larger-than-life personality just narrowly fits into her small, $350/month studio apartment.

Caleb Simpson hits the streets of Brooklyn to tour two unexpected vehicles turned into temporary living quarters.