For the first time in what must be at the very least one year, Quicken has worked nicely with E*Trade's 2FA for me. I can run the One-step Update, and Quicken correctly presents me with the window to enter the two-factor code.
https://community.quicken.com/discussion/7970386/e-trade-two-factor-never-works-the-first-time-in-quicken#latest