Lawyer Profile
Deepshikha Dutt
Toronto, Ontario

Overview
Deepshikha Dutt is a partner in the Litigation and Dispute Resolution group in Toronto. She also co-leads the National Professional Liability subgroup.
Practice Areas
Bar Information
Called to the bar: 2012 (ON)
Professional Details
Education
University of Western Ontario, 2010, LLM University Institute of Legal Studies, 2009, Panjab University, B.A.LL.B (with Hons Asian School of Cyber Laws, 2007-2008, Diploma in Cyber Laws (Distance Learning World Intellectual Property Organization (WIPO), 2007-2008, Geneva, Diploma in Intellectual Property (Distance Learning)
Associations
Ontario, 2012
Member, Bar Council of India Member, Law Society of Ontario Member, The Advocates' Society Member, Ontario Bar Association Member, South Asian Bar Association Community Involvement and Pro Bono Active International member of Amnesty International and work for human rights Worked with HelpAge India to spread awareness about aged people, activities and conditions Worked with ‘Children's Alliance for Protection of Environment' to spread awareness about migratory birds which visit Sukhna lake in Chandigarh every year Pro bono duty counsel at Small Claims Court Presentations Co-presenter, "Hot topics and trending cases in insurance," November 2024 Panelist, "Strategic Advice and Practical Considerations for Summary Judgment Motions, " Advocate Society , September 2023 Speaker, " D&O Liability in Canada webinar , " Canada Insurance Law Review , July 2023 Panelist, "Practical Legal Guide to Managing Insurance Disputes & Claims in Canada, " April 2022 Co-speaker, "Pierringer Agreements, Settlements and Releases," June 2015 Speaker, " Year in Review: Ontario Class Actions 2011/2012 ," Continuing Professional Development Bootcamp , November 2012
Awards & Recognition
First recognized in 2025, Deepshikha has been commended for her extensive knowledge and experience in the following publications: The Legal 500 Canada : Insurance: Dispute Resolution Honors and Awards Recipient of Academic Graduate Scholar Award for Masters of Law at University of Western Ontario, 2009-2010 In the Media Quoted, " As AI proliferates, so does insurers' risk exposure ," Canadian Underwriter , November 2024
Articles & Speeches
Co-author, " Navigating Canada's emerging AI landscape: Risks and realities for financial professionals ," Dentons Insights , December 2025 Co-author, " An illustration of the importance of expert evidence in professional negligence claims ," Dentons Commercial Litigation Blog , December 2024 Co-author, " "All sums" approach declined in Ontario and other critical coverage issues answered by the Ontario Court of Appeal : Loblaw Companies Limited v. Royal & Sun Alliance Insurance Company of Canada ," Dentons Insights , March 2024 Co-author, " Claims against auditors may survive liquidation plans under Saskatchewan's Business Corporations Act ," Dentons Commercial Litigation Blog , August 2022 Co-author, " Use the rules in your rule kit: The use of preliminary motions to attack claims against directors and officers ," Canada Insurance Law Review , May 2022 Co-author, " Guidance on COVID-19 Business Interruption Claims by the US Court of Appeal ," Canada Insurance Law Review , July 2021 Author, " Cyber Liability: Practical tips in an area of expanding Directors and Officers liability ," Canada Insurance Law Review , July 2021 Author, "Part 4: Business interruption coverage: Avoiding tunnel vision and looking at the big picture," Dentons Insights, May 2020 Co-author, "Part 3: Business interruption considerations in professional liability insurance (Canada)," Dentons Insights ,
Selected Decisions
Tiffany Longarini v. Roderick Gutirreaz and Alterna Savings and Credit Union Ltd .: Successfully represented the credit union on summary judgment motion. Getting the claim on defamation and negligence dismissed on a summary motion (November 2025). Crawford v. Khanna et al., 2025 ONSC 1560 : Successfully represented the Plaintiff in a mortgage fraud case and was successful in recovering the title of the property back for the plaintiff. Larouche v Pure Gold Mining Inc. , 2024 BCSC 1889 : Deepshikha represented an insurer in a complex class action in British Columbia, addressing various insurance coverage issues arising from the bankruptcy of a mining company. Simeon Solomon v. Five Nations Energy Inc., Kashechewan Power Corporation, Attawapiskat Power Corporation and Olthuis, Kleer, Townshend LLP , 2023 ONSC 4818: Successfully represented the energy company and its directors and officers in a summary judgment motion dismissing a defamation claim against them for disclosing no reasonable cause of action. Multicultural Consultancy Canada Inc., UM Group Inc., Panchbhaya and Kalair v. Central 1 Credit Union, 2023 ONSC 1525: Successfully represented the directors and officers of a