X0306 4 2019-08-01 1 0000814184 TCF FINANCIAL CORP TCF 0001638921 Butterfield Thomas John 200 LAKE STREET EAST WAYZATA MN 55391-1693 0 1 0 0 Chief Information Officer Common Stock 2019-08-01 4 A 0 54030 0 A 54030 D Common Stock 2019-08-01 4 D 0 92249 D 0 D Common Stock 2019-08-01 4 D 0 54030 D 0 D Common Stock 2019-08-01 4 D 0 1576.985 D 0 I By KSOP as of 06/30/2019 Common Stock 2019-08-01 4 D 0 8880.429 D 0 I By SERP Trust as of 06/30/2019 Reflects the conversion of restricted stock performance units into service-based restricted stock units, as contemplated by the agreement and plan of merger (the "Merger Agreement") between the issuer and Chemical Financial Corporation, now known as TCF Financial Corporation, a Michigan corporation ("new TCF"). The units are convertible into shares of the issuer's common stock on a one-for-one basis on the applicable vesting dates, subject to certain exceptions. Disposed of pursuant to the Merger Agreement in exchange for total stock consideration of 46,873 shares of new TCF common stock having a market value of $41.18 per share at the effective time of the merger, which represents an exchange ratio of 0.5081 new TCF shares per share of the issuer's common stock. In addition, the reporting person held 54,030 service-based restricted stock units of the issuer, convertible into shares of the issuer's common stock on a one-for-one basis, that were assumed by new TCF in the merger and replaced with 27,453 shares of service-based restricted stock units of new TCF that are convertible into shares of new TCF's common stock on a one-for-one basis on the applicable vesting dates, subject to certain exceptions. The filing of this statement shall not be construed as an admission that the undersigned is, for the purpose of Section 16 of the Securities and Exchange Act of 1934 or otherwise, the beneficial owner of the securities. Disposed of pursuant to the Merger Agreement in exchange for total stock consideration of 801.266 shares of new TCF common stock having a market value of $41.18 per share at the effective time of the merger, which represents an exchange ratio of 0.5081 new TCF shares per share of the issuer's common stock. Disposed of pursuant to the Merger Agreement in exchange for total stock consideration of 4,512.146 shares of new TCF common stock having a market value of $41.18 per share at the effective time of the merger, which represents an exchange ratio of 0.5081 new TCF shares per share of the issuer's common stock. The shares noted are derivative securities based on the Reporting Person's benefits under a non-qualified plan. Thomas J. Butterfield by POA Kirk D. Johnson 2019-08-02