Should fundraisers ask a banker to donate "if he earns a bonus" or wait and ask after the bonus is known? Standard EU theory predicts these are equivalent; loss-aversion and signaling models predict a larger commitment before the bonus is known; theories of affect predict the reverse. In five experiments incorporating lab and field elements (N=1363), we solicited charitable donations from small lottery winnings, varying the conditionality of donations between participants. Pooling across experiments, participants are 23% more likely to commit to donate from the winning income and commit 25% more when asked before the lottery's outcome is determined-relative to those asked to donate after they learn they have won. These differences are strongly statistically significant. This represents the first evidence on how pro-social behavior extends to conditional commitments over uncertain income, with implications for charitable fundraising, giving pledges, and experimental methodology.