Job Description Insight Global is seeking experienced Advanced Markets Underwriting Directors to join a growing insurance client focused on high-net-worth and large case business.

This role is ideal for underwriting professionals with 10+ years of experience in individual life insurance and significant large case exposure, who are looking to operate at a highly strategic, client-facing level.

In this role, you will act as a senior individual contributor, underwriting complex, high-value life insurance cases while mentoring and co-signing for less experienced underwriters.

You will work closely with advisors and MGAs to deliver a “white glove” experience on high-premium cases, ensuring clarity, confidence, and best-in-class decision-making.

This position requires strong communication skills, deep expertise in both financial and medical underwriting, and the ability to navigate complex client structures (e.g., trusts, estates, corporate ownership).

This is not a people management role, but rather a leadership position through influence, expertise, and mentorship.

Skills and Requirements -10+ years of underwriting experience, primarily in individual life insurance (not group or affinity) -Significant experience handling large case / high-net-worth business -Solid signing authority (typically $8M–$10M+ life insurance; CI exposure) -Experience with holistic underwriting (both financial and medical assessment) -Deep understanding of complex financial structures (e.g., trusts, corporations, estates, succession planning, intergenerational wealth)



-Strong communication skills with the ability to work directly with advisors and MGAs in a highly collaborative, client-facing environment -Ability to mentor, guide, and co-sign for junior underwriters (informal leadership experience) -8+ years of Canadian underwriting experience required -Experience with retention strategies (e.g., jumbo limits, auto-bind, stacking authority) -Experience with major Canadian carriers such as Sun Life, Manulife, Canada Life, Foresters, etc. -Experience in reinsurance underwriting (e.g., RGA, Swiss Re, Munich Re, Partner

Re, Gen Re, etc.) -Bilingual (French/English); additional languages such as Cantonese or Mandarin are a strong asset -Background working with MGAs or national account distribution channels We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day.

We are an equal employment opportunity/affirmative action employer that believes everyone matters.

Qualified candidates will receive consideration for employment without regard to race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances.

If you need assistance and/or a reasonable accommodation due to a disability during the application or the recruiting process, please send a request to [email protected].

📌 Advanced Markets Underwriting Director (Waterloo)
🏢 Insight Global
📍 Waterloo