Common Contracts

UNDERWRITING AGREEMENT 1,500,000 Shares of Common Stock, no par value THE MIDLAND COMPANY, CERTAIN SELLING SHAREHOLDERS and KEYBANC CAPITAL MARKETS, A DIVISION OF MCDONALD INVESTMENTS INC. November 18, 2004

Underwriting Agreement • November 19th, 2004 • Midland Co • Fire, marine & casualty insurance • Ohio

• Contract Type
  Underwriting Agreement
• Filed
  November 19th, 2004
• Company
  Midland Co
• Industry
  Fire, marine & casualty insurance
• Jurisdiction
  Ohio

KeyBanc Capital Markets, a division of McDonald Investments Inc. As Representative of the Several Underwriters listed on Schedule A hereto c/o KeyBanc Capital Markets 127 Public Square Cleveland, Ohio 44114

UNDERWRITING AGREEMENT 1,000,000 Shares of Common Stock, no par value THE MIDLAND COMPANY and MCDONALD INVESTMENTS, INC. February 5, 2004

Underwriting Agreement • February 6th, 2004 • Midland Co • Fire, marine & casualty insurance • Ohio

• Contract Type
  Underwriting Agreement
• Filed
  February 6th, 2004
• Company
  Midland Co
• Industry
  Fire, marine & casualty insurance
• Jurisdiction
  Ohio

McDonald Investments Inc. As Representative of the Several Underwriters c/o McDonald Investments Inc. McDonald Investment Center 800 Superior Avenue Cleveland, Ohio 44114