- 16 - Whether to permit such an amendment to conform pleadings to the evidence is a matter within the sound discretion of the Court. E.g., Commissioner v. Estate of Long, 304 F.2d 136, 142-144 (9th Cir. 1962); Estate of Quick v. Commissioner, 110 T.C. 172, 178 (1998); Bhattacharyya v. Commissioner, T.C. Memo. 2007-19. It is well settled both that amendment under Rule 41 may be allowed at any time in a Tax Court proceeding through entry of decision and that an affirmative defense may properly be pleaded through the vehicle of a motion to conform under Rule 41(b)(1). E.g., Commissioner v. Finley, 265 F.2d 885, 888 (10th Cir. 1959), affg. O’Shea v. Commissioner, T.C. Memo. 1957-15 and T.C. Memo. 1957- 16; LeFever v. Commissioner, 103 T.C. 525, 538 & n.16 (1994), affd. 100 F.3d 778 (10th Cir. 1996); Stromsted v. Commissioner, 53 T.C. 330, 340 & n.5 (1969); Pierce v. Commissioner, T.C. Memo. 2003-188. The touchstone in evaluating whether to allow an amendment to conform pleadings to the evidence is the existence of unfair surprise or prejudice to the nonmoving party. E.g., Foman v. Davis, supra at 182; Estate of Quick v. Commissioner, supra at 178-180; Kroh v. Commissioner, 98 T.C. 383, 387-389 (1992); Markwardt v. Commissioner, 64 T.C. 989, 998 (1975); Bhattacharyya v. Commissioner, supra; Pierce v. Commissioner, supra. Such surprise or prejudice, in turn, rests largely on evidentiary and other considerations bearing on the nonmovant’s opportunity toPage: Previous 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 NextLast modified: November 10, 2007