An insole assembly for an article of footwear, comprising: a substantially soft, resiliently compressible cushioning member (104; 204; 304) having an upper surface for engaging a plantar surface of a foot and a bottom surface; and a substantially rigid, resiliently flexible support member (106; 206; 306) engaged with a portion of the bottom surface of the cushioning member, the support member having a rearfoot portion (116; 216; 316) that extends around a heel end of the cushioning member, and medial and lateral side portions (122, 130, 132; 222, 230, 232; 322, 330; 332) that extend forwardly from the rearfoot portion on opposite sides of a central opening (110; 210; 310) in the support member; wherein the medial and lateral side portions include medial and lateral upstanding side walls (130, 132; 230, 232; 330, 332); and the support member (106; 206; 306) has medial and lateral flange portions (120, 114; 220, 214; 314; 320) extending inwardly from the bottom edges of the medial and lateral side walls; characterized in that the medial side portion of the support member includes an arch transition portion (128; 228; 328) that downwardly slopes from an outside of the insole; that the bottom surface of the cushioning member (104; 204; 304) is generally flat with similar planar contours as a top surface of the support member; wherein the arch transition portion (128; 228; 328) is between the medial side wall and the medial flange portion such that the arch transition portion slopes downwardly from the medial side wall at the outside of the support member (106; 206; 306) to the medial flange portion at the bottom of the support member. a substantially soft, resiliently compressible cushioning member (104; 204; 304) having an upper surface for engaging a plantar surface of a foot and a bottom surface; and a substantially rigid, resiliently flexible support member (106; 206; 306) engaged with a portion of the bottom surface of the cushioning member, the support member having a rearfoot portion (116; 216; 316) that extends around a heel end of the cushioning member, and medial and lateral side portions (122, 130, 132; 222, 230, 232; 322, 330; 332) that extend forwardly from the rearfoot portion on opposite sides of a central opening (110; 210; 310) in the support member; wherein the medial and lateral side portions include medial and lateral upstanding side walls (130, 132; 230, 232; 330, 332); and the support member (106; 206; 306) has medial and lateral flange portions (120, 114; 220, 214; 314; 320) extending inwardly from the bottom edges of the medial and lateral side walls; characterized in that the medial side portion of the support member includes an arch transition portion (128; 228; 328) that downwardly slopes from an outside of the insole; that the bottom surface of the cushioning member (104; 204; 304) is generally flat with similar planar contours as a top surface of the support member; wherein the arch transition portion (128; 228; 328) is between the medial side wall and the medial flange portion such that the arch transition portion slopes downwardly from the medial side wall at the outside of the support member (106; 206; 306) to the medial flange portion at the bottom of the support member.