Various embodiments describe approaches for maximizing rewards associated with financial accounts for at least one user-defined goal (e.g., a travel benefit, a cashback benefit, a flight benefit, a hotel benefit, a charitable contribution benefit, a return benefit, etc.) For example, a user may submit a request for a portfolio of accounts ( e.g., credit card accounts, checking accounts, savings accounts, a combination thereof) to achieve specific goals within a specified time given the user's spending habits, the number of credit card accounts desired, etc. Financial transaction information, reward program terms, banking institution policies, and the like can be obtained and analyzed to determine and present the portfolio of accounts, timing guidelines, and spending guidelines can be generated. Thereafter, rewards earned from purchases of goods and/or services made in accordance with the timing and spending guidelines maximize the rewards earned towards the user's goal for the specified period of time.
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