Helping Californians
Find the Right Health InsuranceWhether you’re choosing Medicare, shopping Covered California, or setting up a small business plan
we make it simple
✅ Independent broker with over a decade of experience
✅ Local, licensed, and contracted with every insurance carrier
✅ No pressure. No fees. Just helpful advice
Caldwell Insurance Services provides…
Simple guidance. Powerful coverage. Personal support.
Employee Benefits Programs
Helping you attract and retain top talent — while protecting your bottom line.
We specialize in building flexible, affordable employee benefits packages for small to mid-size businesses. Whether you’re looking for medical, dental, vision, 401(k), or voluntary benefits, we tailor a strategy that fits your business — and your budget.
✅ Plans that scale with your team
✅ Streamlined onboarding and renewals
✅ Full broker support year-round
✅ Competitive pricing from trusted carriers
We focus on what matters: retaining your workforce, staying compliant, and keeping costs under control — without sacrificing care.Individual and Family Coverage
We offer a wide range of individual and family plans through top carriers:
Anthem Blue Cross
Blue Shield of California
Covered California
Kaiser Permanente
Health Net
And more…
We’ll help you compare plans, understand your network, and enroll confidently.
✅ Premium assistance guidance
✅ Direct enrollment or Covered CA help
✅ Plan reviews and renewals
Medicare Plans
Navigating Medicare doesn't have to be confusing. We guide you through:
Original Medicare (Parts A & B)
Part D prescription plans
Medicare Advantage (Part C)
Medicare Supplement (Medigap) plans
Whether you're turning 65 or helping a loved one through the transition, we’ll walk you through every step — and be here year after year for reviews and plan changes.
✅ No cost for our services
✅ Personalized advice, not call center scripts
✅ Access to major Medicare-approved carriers
