Jessica Konstantakos
Milton
Summary
Insurance professional with over 15 years of experience in property and auto claims, currently focusing on Accident Benefits claims. Proven expertise in end-to-end claims adjudication and negotiation, with a strong ability to clearly explain processes to policyholders and expedite fair settlements. Recognized for an empathetic, customer-focused approach and a consistent record of building trust with claimants. Leadership & Engagement: Active contributor to internal leadership initiatives, providing employee feedback and supporting process improvements that enhance team effectiveness and operational efficiency. Currently pursuing the Chartered Insurance Professional (CIP) designation to further enhance industry knowledge and professional excellence.
Overview
18
18
years of professional experience
Work History
Field Property Adjuster
Intact Insurance
04.2019 - Current
- Conduct onsite property damage investigations for residential and commercial claims, including fires, water damage, and structural losses; assess damage, determine cause, and evaluate coverage eligibility.
- Negotiate settlements with policyholders, contractors, and service providers to ensure fair outcomes and timely claim resolution.
- Manage repair and restoration vendors on assigned claims, coordinating estimates, repairs, and payments to ensure quality and cost effectiveness.
- Utilize Intact claims systems, including ClaimCenter and Contact 360, to document claim activity, track expenses, and meet service-level standards.
- Provide training and guidance to new adjusters on claims systems and internal processes.
- Contributed to the Ambassador Committee by gathering employee feedback, identifying operational pain points, and recommending process improvements; currently serving as a member of the Ambassador Committee, helping support engagement initiatives and continuous improvement efforts across teams.
Telephone Property Adjuster – Level 2
Intact Insurance
08.2018 - 04.2019
- Managed telephone-based property claims, including high-value water damage and specialized boat, motor, and trailer losses.
- Guided policyholders through the claims process with clear explanations and a high level of empathy, ensuring a positive customer experience.
- Collaborated with internal teams and external vendors to expedite claim resolution and streamline estimates and payments.
- Participated in pilot projects and workflow initiatives to improve claims handling efficiency.
- Trained new telephone adjusters on ClaimCenter, Contact 360, and payment procedures.
Telephone Adjuster – Level 1
Intact Insurance
04.2017 - 08.2018
- Completed initial intake and assessment of property claims under supervision while ensuring compliance with policy and regulatory guidelines.
- Successfully completed Property and Commercial Telephone Adjuster training programs.
- Supported senior adjusters with coverage analysis, customer communication, and accurate claims documentation.
Claims Assistant Level 2 - Property
Intact Insurance
01.2014 - 04.2017
- Coordinated assignment of new property claims within a one-hour service-level agreement, ensuring balanced workloads across adjusting teams.
- Supported claims operations during large-scale weather events by monitoring volumes and providing status updates to management.
- Created and maintained Excel tracking tools for bulk file transfers and reporting.
- Assisted the subrogation unit with recovery payments and account reconciliation.
- Provided system training and onboarding support to new hires.
Customer Service Representative
Intact Insurance
03.2012 - 01.2014
- Served as the first point of contact for auto and property claimants, handling inquiries and completing claim intake documentation.
- Ensured compliance with regulatory requirements, including privacy and injury intake documentation.
- Coordinated auto claim logistics such as rental vehicles and towing services.
- Accurately entered new claim information and transferred files to appropriate claims teams.
Claims Assistant - CSC
Intact Insurance
03.2008 - 03.2012
- Oversaw processing of salvage and subrogation recovery payments, ensuring accuracy and compliance.
- Assisted in system conversions and document management processes. Supported setup of auto and property systems. Collaborated with teams to streamline operations.
- Assisted teams in managing project timelines and budgets effectively. Supported cross-departmental collaboration to achieve project goals. Contributed to the successful completion of multiple initiatives.
Education
Chartered Insurance Professional (CIP) - undefined
Insurance Institute of Ontario
Ontario Secondary School Diploma - undefined
St. Francis Xavier Secondary School
Skills
- Claims Analysis & Adjudication
- Customer Service & Communication
- Empathy & Relationship Building
- Regulatory Compliance
- Leadership & Training
- Time Management & Multitasking
Timeline
Field Property Adjuster
Intact Insurance
04.2019 - Current
Telephone Property Adjuster – Level 2
Intact Insurance
08.2018 - 04.2019
Telephone Adjuster – Level 1
Intact Insurance
04.2017 - 08.2018
Claims Assistant Level 2 - Property
Intact Insurance
01.2014 - 04.2017
Customer Service Representative
Intact Insurance
03.2012 - 01.2014
Claims Assistant - CSC
Intact Insurance
03.2008 - 03.2012
Chartered Insurance Professional (CIP) - undefined
Insurance Institute of Ontario
Ontario Secondary School Diploma - undefined
St. Francis Xavier Secondary School