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The probability of the ball landing on red in American roulette is 18/38, since there are 18 red spaces out of 38 total spaces on the wheel.
Therefore, the expected winnings for each bet can be calculated as: (probability of winning * amount won) + (probability of losing * amount lost)
Expected winnings = (18/38 * $1.50) + (20/38 * -$1.50)
Expected winnings = ($0.71) + (-$0.79)
Expected winnings = -$0.08
Since the player is placing the same bet 20 times, the player's total expected winnings can be calculated as:
Total expected winnings = 20 * -$0.08
Total expected winnings = -$1.60
Therefore, the player can expect to lose $1.60 after placing the same bet on red 20 times.