We study the topological simplification of graphs via random embeddings, leading ultimately to a reduction of the Gupta-Newman-Rabinovich-Sinclair (GNRS) L1 embedding conjecture to a pair of manifestly simpler conjectures. The GNRS conjecture characterizes all graphs that have an O(1)-approximate multi-commodity max-flow/min-cut theorem. In particular, its resolution would imply a constant factor approximation for the general Sparsest Cut problem in every family of graphs which forbids some minor. In the course of our study, we prove a number of results of independent interest.• Every metric on a graph of pathwidth k embeds into a distribution over trees with distortion depending only on k. This is equivalent to the statement that any family of graphs excluding a fixed tree embeds into a distribution over trees with O(1) distortion. For graphs of treewidth k, GNRS showed that this is impossible even for k = 2.In particular, our result implies that pathwidth-k metrics embed into L 1 with bounded distortion, which resolves an open question even for k = 3.• We prove a generic peeling lemma which uses random retractions to peel simple structures like handles and apices off of graphs. This allows a number of new topological reductions. For example, if X is any metric space in which the removal of O(1) points leaves a bounded genus metric, then X embeds into a distribution over planar graphs.• Using these techniques, we show that the GNRS embedding conjecture is equivalent to two simpler conjectures: (1) The well-known planar embedding conjecture, and (2) a conjecture about embeddings of ksums of graphs.