Probing the Earliest Phases of Low-mass Pre-protostellar Core and Protostar Formation I will discuss observations and modeling of two objects: Lynds 1498, a low density but chemically evolved Pre-protostellar core; and L1014-IRS, the low-mass low-luminosity object recently discovered by the Spitzer Space Telescope toward a previously classified starless core. Both objects present interesting challenges to our understanding of the earliest phases of isolated, low-mass star formation.