A taxable bridge is a complement, not an admission of defeat.
Cash, taxable investments and existing regular Roth IRA contribution basis can cover years before other money is accessible on acceptable terms. A brokerage account offers flexible sale timing and no retirement-age withdrawal penalty, but gains and distributions can still be taxable. A market-exposed brokerage portfolio is not the same thing as a safe short-term cash reserve.
Use The SWAN Number to distinguish a spendable reserve from total net worth, then use the ladder lab below to check the timing of access and conversion taxes. Neither calculation substitutes for the other.
Separation in the year of 55: keep the employer connection.
The ordinary separation exception can apply to distributions from the employer plan associated with a separation occurring in or after the calendar year you turn 55. It does not require waiting for the 55th birthday within that year. It does not apply to IRAs. Nor does turning 55 later repair a separation from a different old employer at 52. [1][2]
A fictional worker with a December 1971 birthday who separates in January 2026 meets the age/calendar-year screen for that employer's plan while still 54. Separating in December 2025 does not meet that screen. If the qualifying plan permits the needed partial payments, this can be a bridge; if it permits only a lump sum, the cash-flow and tax problem is different. Rolling the balance to an IRA can lose the separation exception for later IRA withdrawals. Do not automatically roll away the account before reviewing it.
A traditional rollover does not create spendable cash.
A properly executed pre-tax 401(k)-to-traditional-IRA rollover usually moves tax-deferred money without current income tax. It does not turn that balance into penalty-free spending money. The receiving IRA's distribution rules now apply. A pre-tax plan or IRA conversion into a Roth IRA is different: the untaxed portion becomes income in the conversion year. [2][3]
Roth IRA contributions, conversions and earnings are different layers.
For nonqualified Roth IRA distributions, aggregate the owner's Roth IRAs: regular contributions come out first; conversions and relevant rollovers come next, oldest tax year first, with the taxable conversion portion before the nontaxable portion; earnings come last. Valid remaining regular contribution basis is generally available without income tax or the additional 10% tax. That is a return of money already contributed—not permission to treat every Roth dollar as basis. [4]
Two five-year clocks: each conversion has its own five-tax-year recapture period for the portion included in income at conversion. Before 59½, taking that portion out inside the period generally triggers the additional 10% tax unless an exception applies. Separately, qualified Roth IRA earnings distributions require the first-Roth-IRA five-tax-year period and a qualifying event, ordinarily age 59½, death, disability, or qualifying first-home use subject to its limit. A seasoned conversion at 42 does not make all earnings tax-free; reaching 59½ with a brand-new Roth IRA does not by itself qualify earnings. [4]
A designated Roth 401(k) is not a Roth IRA. Its plan restrictions remain, and a nonqualified distribution generally allocates pro rata between contributions and earnings. You cannot simply withdraw “my contributions first” as though it were already a Roth IRA. A permitted rollover to a Roth IRA changes the applicable framework, but source/basis records and rollover rules matter; years in the designated Roth account do not by themselves satisfy the Roth IRA qualified-distribution clock. This guide's ladder does not model designated-Roth rollovers or in-plan Roth conversions. [7]
Governmental 457(b): a different wrapper.
Native governmental 457(b) distributions generally are not subject to the additional 10% early-distribution tax, although pre-tax amounts remain income and plan distribution rules apply. Amounts attributable to rollovers from another type of plan or IRA can retain the additional-tax exposure. Moving native 457(b) money into an IRA can also give up its distinct treatment. Do not generalize this rule to a 401(k) or a nongovernmental 457(b). [1][2]