Painting Trim and Doors with Airless Sprayer

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I'm thinking about painting the baseboard trim, door trim, and doors
in my newly finished basement with a white latex semi-gloss paint by
using an airless sprayer. Ithen plan on paying some guys to roll the
paint on the walls (there's a lot of square footage to do). Does
anybody see a problem with that strategy? Do you think it will turn
out OK? Any recommendations on anything else I should do?

Thanks,
Kevin