The last name of the criminal boss who steals from drug dealers is Matheson. This is an in-joke reference to Tim Matheson, who directed several episodes of Burn Notice as well as appearing in several eps as Weston's former mentor/partner in the covert ops profession.
The character Tommy is a reference to The Longest Yard (2005). In the movie, the character Brucie whose behavior and mannerisms mimic those of Tommy. Tommy also states he did time in Allendale, the fictional prison in which most of the movie is set. Both characters played by Nicholas Turturro.
During the heist in Little Dominica, a few vehicles used in earlier episodes of the series are visible. Sam's blue Buick makes a reappearance in the parking lot, as well as Kent's (Jeffrey Johnson) black pick up truck, from Loose Ends, Part 1 (2007), which is still sporting the faux United States Marines sticker on the back window.