Family Owned From starting at the kitchen table of Woodrow Cross, to becoming one of the largest insurance providers in New England, we’ve grown rapidly over the past 65 years. We’ve still held on to our core values of integrity, hard work, and dedication, and are still privately held. Our offices inspire a culture of community by supporting causes they stand behind. From fundraising for local food banks, to volunteering at after school programs, we’re proud of the many ways our offices find to give back. Initiatives vary from branch to branch to better serve the individual communities they are located in.
Yes — Cross Insurance has 36 open jobs on JobsRadar right now. 13 of them were opened in the last 30 days. 31 of them disclose pay, with a median of $72,500 a year and most offers between $57,500 and $85,000. The board was last refreshed on September 7, 2026 at 18:38 UTC.