Underwriter Training Program Jobs in Connecticut

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Position Summary:

Arch is seeking a Cohort Leader to manage the learning experience and development of early career underwriting associates within the MCE Academy, a learning program that develops technical capabilities for Arch's Middle Market Commercial and Entertainment (MCE) underwriting organization.

Delivering upon our MCE strategy, the MCE Academy will provide immersive cohort-based underwriting technical training for early career talent, bespoke onboarding for experienced new hires, and continued education and professional development for experienced MCE underwriting teams.

The Cohort Leader plays a key role within the MCE Academy that will shepherd our Early Career Program Candidates through approximately 18 months of intensive learning ensuring that the associates would receive their appropriate authority levels by the conclusion of the program.

This role will also take a leadership role in determining gaps in curriculum, refining content and continuous improvement of the program delivery including the use different technologies. Underwriting associates in the program will have a dotted line reporting structure to the Academy Cohort Leader.

This is a unique opportunity to play a pivotal role in shaping the next generation of underwriting talent at Arch. As a Cohort Leader, you will directly influence the development, confidence, and career progression of early career underwriters while helping to build a consistent, high-performing underwriting organization. Through coaching, mentorship, and technical leadership, you will contribute to accelerating time-to-authority, strengthening underwriting excellence, and supporting Arch's strategic growth objectives within the Middle Market Commercial business.

Responsibilities and Accountabilities:

• Serve as the primary Academy leader, coach, and mentor for a cohort of Early Career Program (ECP) underwriting associates throughout their 18-month development journey, fostering professional growth, engagement, and accountability.

• Conduct regular one-on-one coaching sessions, performance discussions, and developmental feedback conversations to support participant progress, learning retention, and career readiness.

• Facilitate instructor-led training sessions, case study reviews, simulations, workshops, and cohort discussions that reinforce technical underwriting knowledge, critical thinking, and business acumen.

• Monitor participant development against established learning objectives, competency milestones, and underwriting authority requirements, providing recommendations on readiness and progression.

• Collaborate regularly with the direct reporting supervisors of each cohort member about their performance within the cohort and on the job.

• Identify curriculum gaps and lead the continuous improvement of Academy content, learning experiences, instructional methods, and assessment strategies to enhance participant outcomes.

• Leverage learning technologies, digital content, AI-enabled tools, and innovative delivery methods to improve learner engagement, scalability, and overall program effectiveness.

• Evaluate learner performance through reviews of work products, practical exercises, simulations, and on-the-job application activities, providing actionable coaching and developmental recommendations.

• Promote a culture of underwriting excellence, continuous learning, collaboration, and knowledge sharing across the Academy and broader MCE underwriting organization.

• Support the Academy's mission of accelerating time-to-authority, developing high-performing underwriting talent, and building a sustainable pipeline of future underwriting leaders for the Middle Market Commercial business.

Required Skills and Abilities:

• In depth technical knowledge of Commercial Property, Inland Marine, General Liability, Commercial Auto, Workers Compensation, and Umbrella

• Experience leading a team of underwriters

• Excellent presentation, facilitation, and communication skills

• Experience leading complex projects

Education and Experience:

• Four-year college degree, preferably in Business, Economics, Risk Management, or related field.

• Ten years of prior underwriting experience in Middle Market or large commercial casualty UW business.

• Must have technical knowledge and expertise in all product lines; Property, General Liability, Commercial Auto, Workers Compensation, Umbrella, Inland Marine, and Crime.

• Candidates with prior experience as Underwriting Managers will be preferred but not necessary.

• Experience with learning and development tools a plus.

• Experience Training Underwriters a plus.

• Industry Certifications such as CPCU etc. will be a plus.

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For individuals assigned or hired to work in the location(s) indicated below, the base salary range is provided. Range is as of the time of posting. Position is incentive eligible.

111,100-172,500/year

• Total individual compensation (base salary, short & long-term incentives) offered will take into account a number of factors including but not limited to geographic location, scope & responsibilities of the role, qualifications, talent availability & specialization as well as business needs. The above pay range may be modified in the future.
• Arch is committed to helping employees succeed through our comprehensive benefits package that includes multiple medical plans plus dental, vision and prescription drug coverage; a competitive 401k with generous matching; PTO beginning at 20 days per year; up to 12 paid company holidays per year plus 2 paid days of Volunteer Time Offer; basic Life and AD&D Insurance as well as Short and Long-Term Disability; Paid Parental Leave of up to 10 weeks; Student Loan Assistance and Tuition Reimbursement, Backup Child and Elder Care; and more. Click here to learn more on available benefits.

Do you like solving complex business problems, working with talented colleagues and have an innovative mindset? Arch may be a great fit for you.If this job isn't the right fit but you're interested in working for Arch, create a job alert! Simply create an account and opt in to receive emails when we have job openings that meet your criteria. Join our talent community to share your preferences directly with Arch's Talent Acquisition team.

For Colorado Applicants - The deadline to submit your application is: