To evaluate the success of a roulette strategy over time, one should consistently track and analyze their betting outcomes and overall bankroll changes. Keeping detailed records of each session, including the amount wagered, types of bets placed, and results, allows players to identify patterns and assess whether the strategy is yielding positive results. Regularly reviewing these records can reveal trends, such as which types of bets are most successful and how the player's bankroll fluctuates with different strategies.