Tailored Health Insurance Plans for Small Business Owners

Find health insurance planning guidance built around the realities of running a small business. Barking Sands Capital helps owners evaluate coverage options, coordinate benefits with tax and retirement strategies, and make confident decisions for themselves, their families, and their teams. Get clear, licensed guidance without product-pushing—just a practical plan aligned with your business goals.

Small business owner discussing health insurance plans with advisor

Our Health Insurance Plans for Small Business Owners Services

Practical insurance and financial planning services for small business owners seeking coordinated, tax-aware coverage decisions.

Health Plan Strategy

Guidance for evaluating small business health insurance options, owner coverage needs, employee considerations, and how plan choices fit into your overall financial picture.

Protection Planning

Insurance planning that helps business owners protect income, family priorities, and company continuity while coordinating coverage with broader risk management needs.

Tax Coordination

Integrated planning that connects insurance decisions with business-owner tax strategies, retirement plans, cash flow, and long-term wealth-building goals.

Advisor reviewing small business health insurance documents

Our Small Business Planning Process

Understand Your Business Needs

We begin by reviewing your business structure, owner income, employee considerations, existing coverage, and long-term goals. This creates a clear foundation for evaluating health insurance options alongside broader financial, tax, and retirement planning priorities.

Evaluate Coverage and Costs

Coordinate With Financial Planning

Build a Practical Strategy

Review and Adjust Over Time

The Barking Sands Capital Difference

Why Choose Barking Sands Capital?

Barking Sands Capital is a solution-based firm that pairs transparent health insurance planning for small business owners with coverage decisions connected to bigger financial goals.

Independent

Fee-based RIA structure supports transparent guidance focused on client needs, not product commissions.

Integrated

Insurance, tax, retirement, legal, and financial planning are coordinated through a seamless process.

Credentialed

ChFC, CFP®, securities, and insurance credentials support informed guidance for complex owner decisions.

Owner-Focused

Small business planning experience helps owners balance employee needs, cash flow, and risk.

Meet Barking Sands Capital

Experienced advisors focused on coordinated, client-first planning.

Portrait of JB L'Esperance, Principal and ChFC at Barking Sands Capital

JB L'Esperance

Principal, ChFC

JB L'Esperance is a co-founder and Principal of Barking Sands Capital (The L'Esperance Group, LLC), holding the prestigious Chartered Financial Consultant (ChFC) designation. With a career that began right out of college in Michigan's Upper Peninsula, JB has built deep expertise in investment management, retirement analysis, estate planning, and small business planning. Licensed in life and health insurance in both Michigan and Minnesota, he has maintained lasting relationships with many of his earliest clients — a testament to his commitment to delivering excellent service and real value. The oldest of six siblings, JB developed strong teamwork and family values early, qualities that define his client-first advisory approach. He and his wife Kelly reside in Independence, Minnesota, where they continue growing their Midwest financial planning practice.

Portrait of Kelly L'Esperance, Principal at Barking Sands Capital

Kelly L'Esperance

Principal

Kelly C. L'Esperance is a co-founder and Principal of Barking Sands Capital (The L'Esperance Group, LLC), bringing a strong background in investment services, fixed income investing, retirement and education planning, and investment portfolio management. With five years of experience at one of the nation's largest commercial banks, Kelly joined her husband and business partner JB to build an independent, fee-based advisory firm grounded in putting clients' needs above all else. Growing up in Michigan's Upper Peninsula, where her family ran small resort businesses, Kelly developed an entrepreneurial spirit and deep appreciation for personalized service. Kelly resides in Independence, Minnesota, with JB and their two children.

Portrait of Curtis Hewitt, Advisor at Barking Sands Capital

Curtis Hewitt

Advisor

Curtis Hewitt is an Advisor with Barking Sands Capital, specializing in Medicare Planning and Long Term Care. Based in Marquette in Michigan's Upper Peninsula, Curtis brings a dynamic entrepreneurial career to his advisory role, having successfully started, managed, and sold multiple businesses throughout his professional life. He is also co-founder of MSIS Agency. Curtis holds a degree in Architectural Design from Lansing Community College and a Business Management degree from Colorado Technical University, where he graduated Magna Cum Laude. He holds Life and Health insurance licenses along with Series 6 and Series 63 registrations. A dedicated community servant, Curtis has served as president of a local Women's Shelter, school board member, and co-founder of a youth mountain biking program. He resides in Marquette with his wife and four children.

Portrait of Tara Handy, Client Relationship Manager at Barking Sands Capital

Tara Handy

Client Relationship Manager

Tara Handy is the Client Relationship Manager at Barking Sands Capital, bringing more than two decades of experience in the financial services industry. She specializes in client service, account management, and operational support, ensuring that both advisors and clients receive responsive, accurate, and professional assistance. Tara holds Series 7 and Series 63 securities registrations, Life and Health Insurance licenses, and is a commissioned Notary Public. She earned her Bachelor of Science in Business Administration from Gardner-Webb University. Known for building strong, lasting relationships, Tara is dedicated to making every client interaction seamless and reliable. She resides in western North Carolina with her husband and three children, and values hard work, strong relationships, and serving others in every aspect of her life.

Portrait of Andrea Cervena, CFP® at Barking Sands Capital

Andrea Cervena

CFP®

Andrea Cervena is a Certified Financial Planner (CFP®) with Barking Sands Capital, bringing over 20 years of financial industry experience spanning three continents and multiple sectors including banking, real estate, hospitality, and sports. She holds a BA in International Business and Business Administration from Minot State University and an MA in International Relations from the International University of Japan. Since 2020, Andrea has focused exclusively on personal finance, earning her CFP® designation and assisting clients with Tax Planning, Estate Planning, Retirement Planning, Education Funding, and Budgeting. Her service-oriented approach and global perspective allow her to craft creative, tailored financial solutions. Outside of work, Andrea is an active volleyball official, cycling community ambassador, and Masters Ski Racing board member.

Frequently Asked Questions

What's the best health insurance for small business owners?

The best health insurance for small business owners is the option that fits your workforce, budget, tax position, and long-term business goals. Barking Sands Capital helps evaluate plan structures, owner coverage needs, cost-sharing strategies, and how insurance decisions interact with retirement, tax, and financial planning. The goal is not a one-size-fits-all policy—it is a coordinated benefit strategy.

What is the average cost of health insurance for a small business?

Can health insurance be part of a small business tax strategy?

What should I review before choosing a plan?

How often should small business owners review coverage?

Can health insurance planning support employee retention?

Why work with Barking Sands Capital for insurance planning?

What information is needed for a consultation?

Still Have Coverage Questions?

Connect with a licensed advisor for practical planning guidance.

Certified Guidance

Awards and Recognition

Chartered Financial Consultant credential logo

ChFC Credential

Advanced financial planning credential for client guidance.

Certified Financial Planner credential logo

CFP® Certification

Recognized certification for comprehensive financial planning.

Life and Health Insurance license badge

Insurance Licenses

Licensed guidance for insurance planning needs.

Plan Smarter Health Coverage

Share your business size, current coverage questions, and planning goals. Barking Sands Capital will help you understand practical next steps for building or improving your health insurance strategy.

Contact Us Today

For immediate assistance, feel free to give us a direct call at 952-500-8854. You can also send us a quick email at jb@barkingsandscapital.com.