Having issues with Copilot?Please update to version 1.6.3 by going to Manage Extensions → Update

Vice President
People Operations
Confirmed live in the last 24 hours

51-200 employees

Small business health insurance company
Company Overview
SimplyInsured is on a mission to eliminate the fear from purchasing and navigating health insurance in the United States. By changing the way small business owners purchase health insurance with our 100% online platform, SimplyInsured is transforming a $20 billion dollar industry and delighting thousands of customers.

Company Stage

Later Stage VC

Total Funding





San Francisco, California

Growth & Insights

6 month growth


1 year growth


2 year growth

Experience Level
Desired Skills
Mergers & Acquisitions (M&A)
People & HR
  • 8+ years of relevant Human Resources/People experience
  • Proven experience in a leadership role in People Operations, preferably in a startup environment
  • Excellent stakeholder management skills as well as proven experience in leading and development of a HR team
  • Strong understanding of People strategy and ability to come up with a plan that fits within the business constraints
  • Strong understanding of concepts around legal and HR risk and compliance, specifically when and how to take HR risks (with the understanding that everything is a tradeoff)
  • Reasonable understanding of insurance and related concepts
  • Strong communication and interpersonal skills to effectively collaborate with stakeholders across all levels and cross-functional teams
  • Experience working with an employee base that is largely non-exempt
  • Ability to manage a geographically dispersed team
  • Lead the People & Talent function as a strategic and executive partner, aligning people strategies with business objectives
  • Translate ambiguous or difficult-to-quantify people and recruiting goals into clear business value propositions, aligning initiatives with company level goals
  • Develop long and short term people strategies and design approaches for enhancing organizational effectiveness and employee engagement
  • Be the trusted strategic partner, advisor and coach to the leaders in the organization regarding their own development and the development of their teams
  • Build and maintain strong relationships, with the ability to deescalate stressful situations and navigate sensitive issues
  • Uphold a high standard of integrity and credibility in all interactions and decisions
  • Drive talent acquisition goals forward, owning the recruitment process and demonstrating a proven track record of successfully filling critical positions in a timely manner
  • Ability to manage multiple simultaneous projects - define necessary tasks, milestones and dependencies and track from start to finish
  • Culture Development: Be a culture champion to support SimplyInsured's existing culture and evolve it to support growth, geographic dispersion, and a culturally diverse workforce