I've found that holding down two jobs isn't unbearable for short periods of time. You need the right positions, lots of experience in a couple fields and a good resume and references. Small company FT flex/remote SA or devops and SA/TS on call is a good combo, but you need to have a good track record and be honest about your commitments. Security and development remote or flex are also good combinations for this approach. Wouldn't recommend it as a a way of life.