Reliable Guidance | Unbiased Carrier Access | Memorable Service | Authentic Connections
We're Different, See For Yourself ↓

Personalized, Competitive Coverage Options for a Variety of Needs
Personal Insurance
Personalized coverage for individuals and families with flexible options to protect your assets and lifestyle.
- Home
- Auto
- Flood
- Umbrella, Renters, Motorcycle, RV, Boat, +
Investment Properties
Customized coverage for landlords and investors designed to protect your property, income, and long-term investment goals.
- Rentals
- Flips
- Vacants
- Builders Risk
Business Insurance
Comprehensive business protection with tailored coverage for your company's unique needs and risks.
- Business Owners Policy (BOP)
- General Liability & Commercial Property
- Professional Liability
- Commercial Auto, Workers Comp, Cyber, +
Life Insurance
Coming soon - Secure your family's future with life insurance solutions that provide financial protection and peace of mind.
- Term Life
- Whole Life
- Universal Life
- Mortgage Protection
About Kalpakis Insurance Group
Jesse Kalpakis comes from serving as managing partner of a franchise-model independent agency, where he gained firsthand insight into what works—and where the industry as a whole often falls short. Out of that experience, he founded Kalpakis Insurance Group, LLC with a mission of doing things differently.
His vision is guided by four core principles:
Reliable Guidance
You can trust that we know what we're doing—and that we're committed to providing prompt, knowledgeable, and empathetic insurance advice.
Unbiased Carrier Access
We'll never influence your options by having a singular carrier's logo on our door. As rates & underwriting guidelines continue to evolve, a relationship with a truly independent local agency is critical.
Memorable Service
We supplement, never sacrifice, customer service with Tech & AI. Our agency is enthusiastically by your side for the life of your policy, not just the day you sign it.
Authentic Connections
We build lasting relationships with carrier & referral partners whose values & processes align with ours. When we work together, our shared clients win—and our partners shine as the heroes of their story.
Contact Us
Ready to get started? We're here to help you find the perfect insurance coverage for your needs.
Call Us
Speak directly with our insurance experts for personalized service and immediate assistance.
(412) 202-9293
Call NowEmail Us
Send us a message and we'll get back to you with a personalized quote and coverage options.
team@kalpakisig.com
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