A Now-Next-Later roadmap replaces the timeline axis with confidence. Now holds work actively underway — scoped, staffed, and expected to ship soon. Next holds the small set of bets the team intends to pick up after Now clears: directionally agreed, but not yet fully shaped. Later is the parking lot of problems worth solving someday — real enough to record, too uncertain to size. The horizons are deliberately unequal: Now is specific and short, Later is broad and vague.
Crucially, the unit of each item should be an outcome or problem ('reduce onboarding drop-off', 'unblock enterprise SSO buyers'), not a feature with a fixed scope. This keeps the roadmap honest about what is genuinely known versus what is still being discovered, and it lets the solution change as evidence arrives without the roadmap looking broken.