Shepherd
Shepherd Benefits Overview
Compensation + Benefits
Offers 401(K)
Offers life insurance
Offers disability insurance
Offers supplemental life insurance
Offers dental insurance
Offers health insurance
Offers Health Savings Account (HSA)
Offers Flexible Spending Account (FSA)
Offers vision insurance
Provides family medical leave
Offers generous parental leave
Work-Life Balance + Wellbeing
Offers company-sponsored outings
Offers an Employee Assistance Program (EAP)
Offers generous PTO
Provides paid holidays
Provides bereavement leave
Offers paid volunteer time
Provides paid sick days
Offers unpaid extended leave
Career Growth + Development
Provides customized development tracks
Job training & conferences
Provides tuition assistance
Company Culture
Utilizes a flexible work schedule
Offers a remote work program
Recently posted jobs
Fintech • Insurance • Software
The Brand & Experiences Lead at Shepherd is responsible for managing events, brand presence, content, and social strategy, ensuring a distinct and engaging representation of the company in the commercial insurance sector.
Fintech • Insurance • Software
Lead the People Operations function at Shepherd, focusing on performance management, compensation, job leveling, onboarding, and day-to-day HR operations as the company grows.
Fintech • Insurance • Software
Design, build, and deploy LLM-powered features and production AI infrastructure (model serving, inference, evaluation, monitoring) that improve underwriting, pricing, and internal tooling. Partner with product, engineering, underwriting, and data teams to deliver end-to-end AI solutions and establish prompt engineering and evaluation best practices.
