One effective solution is to use software or an app to manage the process. Keeping an eye on expenses across accounts can involve serious mental gymnastics. Juggling multiple accounts is a big job that comes with big challenges, like building an asset allocation plan, tracking performance and logging into multiple accounts. Between your employer’s 401(k) plan, one or more individual retirement accounts (IRAs), a health savings account (HSA) and taxable investment accounts, you could end up managing more than a few investment portfolios. Keeping track of your investment accounts is no small task.