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Hasaan GilaniHG
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Hasaan Gilani

@hasaangilani

Commercial insurance director at Wawanesa Insurance, accountable for national Midmarket operations and the portfolio’s P&L across Commercial P&C, Auto, and Farm.

Canada
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What I'm looking for

I’m looking to further develop my personal and professional growth by continuing to work in a strong, competitive environment.

At Wawanesa Insurance, I’m accountable for national Midmarket operations and the portfolio’s P&L across Commercial P&C, Commercial Auto, and Farm. I lead underwriting operations, including field production, renewals, and portfolio management.

Previously at Wawanesa, I led product teams for Commercial P&C, Farm, and Commercial Auto, with a focus on underwriting guidelines, rate and product changes, and product strategy. I also oversaw digital distribution strategy and the development of direct broker tools.

At Aviva Canada, I managed commercial underwriting portfolios and teams, including a portfolio with GWP of over $140M. My work spanned complex commercial risks, broker partnerships, and operational and financial performance.

I began my insurance career underwriting Farm risks at The Co-operators and later trained Farm underwriters and assistants. I hold an MBA, a Canadian Risk Management designation, and a Chartered Insurance Professional designation.

Experience

Work history, roles, and key accomplishments

Wawanesa Insurance logoWI
Current

Director, Commercial Insurance – Midmarket

Wawanesa Insurance

Sep 2025 - Present (1 year 2 months)

- National accountability for Midmarket operations across Canada, following the full transition and separation of Small Business and Midmarket teams.
- P&L ownership for the Midmarket portfolio across Commercial P&C, Commercial Auto, and Farm lines.
- Leading all Midmarket underwriting operations, including field production, renewals, and portfolio management.
- Establishing and embedding consiste

Wawanesa Insurance logoWI

Director, Commercial Insurance - Product

Wawanesa Insurance

Nov 2023 - Aug 2025 (1 year 9 months)

- Spearheading the Executive Office product teams for Commercial P&C, Farm, and Commercial Auto lines, with a focus on guideline development, rate product changes, and driving forward-looking product strategy.
- Overseeing digital distribution strategy and leading the innovation of direct broker tools for small business P&C and IRCA.
- Accountable for national growth and bottom-line targets across

EC

Regional Vice President - Central

Ecclesiastical Insurance Office plc (Canada)

Apr 2023 - Nov 2023 (7 months)

- Heading the largest region, managing diverse segments including Faith, Non-profits, Education, Retirements, Arts & Heritage.
- Leading a top-performing team of Underwriters, Assistants, and a Regional Underwriting Manager.
- Driving strategic growth and profitability, whilst managing risk with a top-performing team.
- Building and sustaining robust relationships with stakeholders, delivering exc

AC

Head of Underwriting, Branch Leader (AVP)

Aviva Canada

Mar 2020 - Apr 2023 (3 years 1 month)

- Managing GWP of over $140M through a transformational change towards sustainable growth
- Portfolio includes contractors, fleets, manufacturing, business & professionals, warehousing and programs
- Leading a team which includes managers, specialists, underwriters and assistants
- Ensuring that operational and financial performance, along with regulatory and technical standards are met
- Establis

Aviva Canada logoAC

Commercial Lines Underwriting Manager

Aviva Canada

Feb 2018 - Mar 2020 (2 years 1 month)

- Lead a team of P&C and Auto Underwriters including support staff
- Manage a book of over $25,000,000 in Gross Written Premium
- Work with individual team members to increase individual performance and set improvement goals
- Determine areas of improvement for cost control and initiate changes
- Ensure good workings relationships with a network of brokers partners

Aviva Canada logoAC

Mid-Market Field Underwriter

Aviva Canada

Oct 2016 - Feb 2018 (1 year 4 months)

- Focus on large complex commercial risks
- Building relationships with broker partners to grow book of business
- Maintenance and retention of the book of business
- Mentoring junior underwriters and assistants

Aviva Canada logoAC

Senior Commercial Underwriter

Aviva Canada

May 2014 - Oct 2016 (2 years 5 months)

- Large Commercial and Mid-market
- Focus on Realty, Tranportation, O&G, Contractors, Manufacturing and Warehousing
- Engage in networking to grow book of business, perform regular broker visits
- Mini Team Leader, managing tasks and mentoring team

RSA Canada logoRC

Commercial Underwriter & Marketer

RSA Canada

May 2012 - Apr 2014 (1 year 11 months)

- Underwrite Mid Market operations with exposures including Cargo, Manufacturing, Business & Personal Services, Oil & Gas Operations, Industrial Realty
- Review and Process new business submissions, endorsements and renewals
- Engage in networking to grow book of business, perform regular broker visits
- Problem solve broker issues

The Co-operators logoTC

Underwriting Trainer, West Farm

Jul 2011 - May 2012 (10 months)

- Procedural Training for Farm Underwriters and Assistants
- Perform procedural and technical audits
- Designing new training techniques using tools such as Cisco's Webex
- Expertise in Coop tools such as GNQR, CFC, FIPT

The Co-operators logoTC

Underwriter Level 2, West Farm

Nov 2010 - Jun 2011 (7 months)

- Underwrite Medium Risk Farms with exposures such as Equestrian, Umbrella Liability, Custom Farming, Commercial and Cargo Operations
- Review and Processes new business applications, endorsements, including High Risk Specialized - Farm Policies (Dairy, Hog, Poultry etc)
- Review existing policies at renewal
- Perform Claims Analysis
- Problem solve agency issues

The Co-operators logoTC

Underwriter Level 1, West Farm

Oct 2009 - Oct 2010 (1 year)

- Underwrite Low Risk Farms
- Review and Processes new business applications, endorsements
- Review existing policies at renewal
- Worked on the BC Rollover Project in completing conversion from other policies and translating to Coop policies
- Perform Claims Analysis
- Problem solve agency issues

Education

Degrees, certifications, and relevant coursework

Edinburgh Business School, Heriot-Watt University logoEU

Edinburgh Business School, Heriot-Watt University

Master of Business Administration - MBA

2019 - 2026

RI

RIMS (Risk and Insurance Management Society, Inc.)

Canadian Risk Management (CRM)

Mar 2016

IC

Insurance Institute of Canada

Chartered Insurance Professional (CIP)

Apr 2014

University of Saskatchewan logoUS

University of Saskatchewan

HBA, Business Economics

2005 - 2009

Econometrics
International Trade and Commercial Policy
Portfolio Theory and Investment Analysis
Quantitative Methods of Economics I & II
Intermediate Micro & Macro Economics
Labor Economics
Economics in Transition

Tech stack

Software and tools used professionally

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