West Coast Sales Executive

Bold Penguin is where technology meets the human touch in commercial insurance. With a heavy focus on agents, Bold Penguin pushes the boundaries of user experience for businesses, is an easy tool for agents, and offers a streamlined process of underwriting for carriers. Founded by a group of entrepreneurs who spent their early days working with Allstate, Nationwide, Progressive, regional carriers and established insurance agencies.


Bold Penguin is seeking a Senior Sales Executive on the west coast to expand our partner base of insurance carriers and large insurance agencies. The position will focus on a defined geographic area, in which the individual will cultivate strong relationships with P&C companies and large regional agencies. This requires managing the entire sales cycle; from establishing initial contacts, presenting the Bold Penguin solution to closing the sale and bringing account management up to speed.


  • Lead all sales activity in the designated region, managing company resources to support sales efforts
  • Generate new sales prospects and opportunities
  • Identify key decision makers and cultivate relationships over time with current and future partners
  • Establish and manage a pipeline of prospects throughout the sales process using/updating company sales database  
  • Conduct in-person sales presentations to demonstrate the value of the product
  • Create and present proposals to prospects including pricing and timing
  • Negotiate sales contracts from their creation to closure
  • Prepare regular reports to management on sales activity


  • Minimum of 7 years experience of direct selling enterprise software and/or Software as a Service
  • Extensive experience of the P&C industry – commercial insurance preferred
  • Proven success using a defined sales process with enterprise organizations
  • Proven ability to work remotely and manage all activities to achieve success
  • Strong presentation skills, both in person and virtually
  • Strong communication skills, with demonstrated ability to be in active communication with direct reports
  • Bachelor’s Degree preferred

Preferred, but not required

Interpersonal Skills

Salary & Benefits

To learn more about Bold Penguin’s results-focused culture and employee-focused perks, read more on our jobs page.

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