If your widget draws 3.65 amperes with 16.5 volts across it, then it has a resistance of:
$$R = \frac{E}{I} = \frac{16.5V}{3.65A} \approx 4.5 \text{ ohms.} $$
AWG 20 copper wire has a resistance of 10.15 milliohms per foot, and with 3.65 amperes through it it'll dissipate
$$P = I^2R = 3.65 A^2 \times 10.15\cdot10^{-3}\text{ohms}\approx \text {135 milliwatts per foot.} $$
That's nothing to be worried about unless that heat has no way to escape, so your major concern should then shift to how much voltage will be dropped by the length of the cable connecting your widget to the power supply and how long that cable can be until it drops enough voltage to make your widget unhappy.
UPDATE:
Continuing in that same vein, if 20AWG wire exhibits a resistance of 10.15 milliohms per foot, with 3.65 amperes through it it'll drop
$$ E=IR = 3.65A \times 10.15\cdot10^{-3}\Omega \approx \text{ 37 millivolts per foot.}$$
Then, if your widget could tolerate a 5% drop in supply voltage without going belly-up, that's 825 millivolts, and since the 20 gauge wire drops 37 millivolts per foot, 825 millivolts divided by 37 millivolts per foot is about 22.3 feet.
That means that since there's a 20 gauge wire from the power supply to the widget, and another one from the widget back to the supply, the widget can't be located farther away than about 11 feet (3.4 meters) from the supply.