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Bradley Madison


Brad's practice focuses mainly in the areas of M&A, corporate and commercial transactions, and the structuring and governance of private business. Brad regularly advises clients on the organizing of business relationships, commercial contracts, and the purchase and sale of businesses. Brad has experience acting for clients in the technology, manufacturing, professional practices, agriculture, transportation and environmental sectors, amongst others.

Brad has a broad corporate and commercial practice, which includes significant M&A work acting on both vendor and purchaser side of transactions, as well as commercial real estate, leasing and financing transactions.  He acts for businesses in all stages of development, from start-ups to mature, multi-jurisdictional operations, and has acted for a number of families in connection with inter-generational transfers of very successful family-owned businesses in Manitoba.


Brad has considerable experience negotiating and drafting a variety of complex business documents including purchase and sale agreements, partnership agreements, shareholder agreements, licensing arrangements, and commercial leases.  He frequently works with tax advisors to implement complex corporate reorganizations.


In addition to working with business owners, Brad’s practice includes advising non-profit organizations, including with respect to governance matters, the drafting of constitutions, by-laws and policies, and the process of obtaining charitable registration.


Prior to law school, Brad worked for a large, publicly-traded company in various roles, including as a management trainee and a mechanical engineer.  Brad obtained his professional engineering designation (P.Eng), but has now officially retired from the practice of engineering, in order to focus on the practice of law.


  • Admitted to the Manitoba Bar, 2008
  • LL.B., University of Manitoba, 2007
  • B.Sc. (Mechanical Engineering) Queen’s University, 1999

Representative Transactional Work by Sector


Software and Technology


  • Lead counsel in the sale of Powerland Computers Ltd. to Xerox Canada
  • Lead counsel in the sale of DMT Development Systems Group Inc. (o/a Rapid RTC) to Keyloop Canada.
  • Counsel to a Manitoba technology start-up, including in connection with its sale to a U.S.-based publicly-traded corporation
  • Counsel the vendors of a software (SaaS) company in connection with a sale to a U.S. private equity firm


Agriculture, Resources, and Manufacturing


  • Local counsel in connection with acquisition of assets of a resource based business from receivership
  • Local counsel for a U.S.-based purchaser in the acquisition of the operating assets of a resource-based manufacturing company
  • Counsel for the vendor in connection with the sale of shares of a Manitoba agricultural equipment manufacturing business




  • Manitoba counsel for multi-national manufacturing company, including in connection with the successful remediation and sale of environmentally-impacted land
  • Counsel for multiple vendors in connection with sales of wastewater services businesses to a leading national environmental company
  • Counsel for the vendor in connection with the inter-generational transfer of a large pest control business




  • Counsel for the vendor in connection with an inter-generational transfer of a large-scale transportation business
  • Counsel for the vendor in the sale of shares of an automotive dealership and associated real property
  • Experience as local counsel in respect of vehicle and aircraft financings


Professional Services


  • Counsel for various professionals, including Engineers, Architects, Dentists, Physicians, Chiropractors, Physiotherapists and Social Workers with respect to various aspects of professional practice, including the governance of and sales and acquisitions of practices
  • Manitoba counsel for a pension plan in connection with its acquisition of a significant interests in certain Manitoba businesses
  • Counsel for the purchaser in connection with the acquisition and operation of private training colleges across Canada
  • Counsel for a Manitoba credit union in connection with sale of certain financial planning and investment brokerage businesses




  • Counsel for the purchaser in connection with the acquisition of building products stores in Manitoba and Ontario
  • Counsel for the vendor in connection with sale of assets of a local grocer and food market
  • Brad has presented on a variety of topics to various groups within the legal profession including the Manitoba Bar Association, the Law Society of Manitoba, and Robson Hall (the University of Manitoba’s law school), as well as to financial institutions and industry groups.
  • Presenter, Manitoba Partnership Law, Manitoba Bar Association Midwinter Conference, January 20, 2017
  • Author, “Shareholders Agreements: A different kind of insurance for your business”, Manitoba Insurance Broker Magazine, Summer 2016
  • Author, Pitblado blog, “To be continued…(or not?)”, October 18, 2014
  • Author, Pitblado blog, “Canada Not-for-profit Corporations Act takes effect October 17, 2011”, November 28, 2011 – view update, August 5, 2014
  • Author, Pitblado blog, “Physician, Incorporate Thyself!”, September 2, 2010
  • Author, Pitblado blog, “It’s a FINE day for a boat ride!”, June 11, 2010
  • Author, Pitblado blog, “Should I Apologize for this PitbLAWg Post?”, April 27, 2010
  • Author, Pitblado blog, “Fake ID and the GST”, March 18, 2010
  • Author, Pitblado blog, “The Importance of Quitting”, February 17, 2010
  • Author, Pitblado blog, “Not-So-Simple Non-Comps (Part 2)”, February 9, 2010
  • Author, Pitblado blog, “Not-So-Simple Non-Comps (Part 1)”, February 3, 2010
  • Author, Pitblado blog, “Hands Free only in Cottage Country”, January 25, 2010
  • Manitoba Bar Association
  • Canadian Bar Association
  • Engineers Geoscientists Manitoba


  • D.A. Thompson, Q.C. Prize – Highest standing in section of Income Tax Law and Policy
  • H.I. Corne Prize – Highest standing in Problems in Contract and Tort
  • Anthony G. Draper Memorial Prize – Highest standing of 3rd year student in Remedies
  • D.A. Thompson, Q.C. Prize – Highest standing of a graduating student in Remedies


  • Learning Group Facilitator, Law Society of Manitoba CPLED program, Contract Drafting Module
  • Member, Pitblado Law United Way Committee
  • Director, Big Brothers Big Sisters of Winnipeg Inc., 2013 – 2020
  • Mentor, University of Manitoba Law Students