Crosspointe Insurance is pleased to announce that we have been acquired by EverQuote. View press release.

Welcome to Crosspointe Insurance Advisors

Crosspointe Insurance Advisors began in 2008 with a passion to help people navigate the complexities of the health insurance market. In fact, our mission is to “make health coverage simple and clear.”

A Team of Experts

Over the years, we’ve developed a team of people devoted to helping clients across the country shop and enroll in the best health insurance coverage available. Since the Affordable Care Act, health insurance has become more confusing than ever. Understanding the tax credits and sorting through the dozens of plan options is impossible without help from an expert. That’s where we step in.

Tried and Tested

In fact, since 2008, we’ve helped thousands of individuals and families from all over the United States choose the right health insurance coverage. If you’re shopping for health coverage for yourself, your family or your business – you’ve come to the right place.

Drew Shockley

Drew serves as Founder and Managing Partner of Crosspointe. He started his career in insurance in 2005 with Anthem Blue Cross Blue Shield. His experience in the individual and family health and medicare market led him to launch Crosspointe in 2008. Drew has a B.S. in Business Administration.

Josh Mushlock

Josh serves as Founder and Managing Partner of Crosspointe. He started his insurance career in 2004 with Northwestern Mutual and also spent time with Fifth Third Bank prior to launching Crosspointe in 2008. Josh has a B.S. in Business Administration.

Heath Farmer

Heath serves as Director of Culture & Talent at Crosspointe. Prior to Crosspointe, Heath launched & served as practice manager of a Pediatric Medical Practice. Heath has a B.S. in Business Administration & designations as an ICF-accredited Certified Professional Coach (CPC) and Energy Leadership Index™ Master Practitioner (ELI-MP).

Carrie DeHaven

Carrie serves as Director of Agency Operations for Crosspointe. Prior to joining Crosspointe, Carrie led operations in a hospital setting for claims, billing and benefit administration. Carrie has a B.S. in EE & Teaching with a minor in Mathematics.

Jared Guillaume

Jared serves as Agent Data & Marketing Analyst Lead. Jared joined Crosspointe in 2008 and has served in various roles from Client Experience & Client Management, Direct to Consumer Sales and Sales Operations. Jared has a B.S. degree in Finance.

Bernice Jones

Bernice serves as Client Experience Team Lead. Prior to this role, Bernice served as a licensed agent serving and enrolling clients all over the country for Individual and Family Health and Medicare plans.


Individual / Family ACA Health Plans, Medicare Supplement


Individual / Family ACA Health Plans​

Anthem BCBS

Individual / Family ACA Health plans, Medicare Supplement


Individual ACA Health Insurance​


Healthcare Sharing

Molina Healthcare

Individual / Family ACA Health Plans​

Mutual of Omaha

Medicare Supplements, Life, Hospital Indemnity

National General

Short-Term Medical, Dental / Vision, Accident, Critical Illness, Life, Medicare Supplement

Pivot Health

Short Term Medical and Medicare Supplement

United Healthcare

Short-Term Medical, Dental / Vision, Accident, Critical Illness, Life

Western United

Medicare Supplements


Our team of Licensed Health Benefit Advisors are up to speed on all the newest plan designs, latest changes in the laws.


Our promise to our clients is backed by proven financial strength and a dedicated Client Management Team.


Through leveraging the latest in technology, we are committed to making our business simple, efficient, and enjoyable for our clients.

Individual and Family Health

Of all the health insurance plans on the market, individual and family health insurance plans can be the most confusing, so we’ve made them our primary focus at Crosspointe Insurance Advisors. From a comprehensive package with all the bells and whistles to a high deductible plan that meets the federally-mandated minimum coverage, Crosspointe Insurance Advisors shops hundreds of plan options available to deliver an insurance plan that meets your specific situation and budget.

Group Coverage

With the rising costs of health insurance coverage for employers, we are committed to providing innovative solutions that fit your business. Offering a group health insurance plan to your employees can help you hire and retain the best people. We work directly with all top carriers to make sure you’re able to provide the most comprehensive benefits for your greatest asset: your team.


Health Insurance is considered foundational to your family’s financial protection plan. However, with higher deductibles than ever it is important to fill in the gaps by creating a total benefits package. Crosspointe Insurance Advisors specializes in creating affordable and comprehensive benefits packages for individuals and families. You’ll be surprised by how much coverage you can actually get for only a few dollars each month.

Coverages offered include many options for dental insurance, vision coverage, critical illness/cancer policies, accident medical expense, disability income, and telemedicine. Contact us today to learn more about your options at (888) 788-1565.

Short Term Health

A Short-Term Health Plan is often the most affordable option to keep you covered after a job loss, or when you’re waiting for a group plan to become effective. Much cheaper than COBRA, a short-term plan can often become effective on the same day it is purchased and it can remain active for up to 365 days or longer. Think you’ll need coverage for a longer period of time? You may want to look at a longer-term health insurance option like our individual and family health plans.


There are many ways to supplement the coverage of original Medicare. Purchasing a Medicare Supplement policy can help reduce or eliminate your out-of-pocket expenses. Additionally, Part D provides prescription drug coverage. As an alternative, a Medicare Advantage plan may be a great option for you. Also known as Part C, Medicare Advantage plans are private health plans that provide benefits of original Medicare and more. Get a free, no-obligation quote today or call us at (888) 788-1565 and one of our agents can help you with any Medicare insurance questions you may have.


Crosspointe Insurance works with more than 30 of the most well-known and respected life insurance carriers in the industry. Learning a little about a few of the various types of life insurance will help you determine what type of plan you need to protect and secure the future of your family or business. We offer several life insurance policies including: Term Life, Whole Life, Variable Life, Universal Life and Universal Variable Life.

Crosspointe can help you determine which of these five types of life insurance is right for you. Get a free, no-obligation quote today or call us at 1.888.788.1565 and one of our experienced agents can help answer your questions and make recommendations.


We form close partnerships with other industry professionals who work with mutual clientele to serve as their client’s resource regarding health insurance and Medicare planning. Professionals such as home & auto agents, CPAs, Accountants, Financial Advisors, Banks, Credit Unions, Attorneys and more trust Crosspointe Insurance Advisors as their source for a client’s health insurance and Medicare planning.

Through the Crosspointe Professional Affiliate Program, our partners have an opportunity to leverage the experience and knowledge of our advisors to ensure that their clients’ health care needs are addressed and that a plan is put in place to protect their potential exposure. This relationship gives our partners an edge over their competition by bringing a trusted source in the health insurance and Medicare fields into the conversation. If you would like to explore the benefits of partnering with Crosspointe Insurance Advisors, call us at (888) 788-1565 today.

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Crosspointe Insurance Advisors, LLC
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