Expert Social Security Retirement Planning Services

Make confident decisions about when to claim Social Security and how it fits into your broader retirement income plan. Barking Sands Capital helps coordinate benefits, taxes, Medicare, IRMAA considerations, and investment withdrawals through a transparent, fee-based process, so your choices support the lifestyle, family priorities, and long-term goals that matter most before and after you leave work.

Advisor reviewing Social Security retirement plan

Our Social Security Retirement Planning Services

Integrated retirement, tax, Medicare, and investment planning designed around your Social Security decisions.

Retirement Planning

Evaluate Social Security timing alongside 401(k) rollovers, distribution strategies, Roth conversions, and long-term retirement income needs for a coordinated, goal-focused plan.

Tax Optimization

Coordinate retirement income, Social Security taxation, AMT exposure, and business-owner strategies to help improve after-tax outcomes throughout retirement.

Medicare Planning

Navigate Medicare timelines, coverage choices, and cost considerations so healthcare decisions align with Social Security claiming and retirement cash flow.

Roth Conversions

Assess whether converting traditional retirement assets to Roth accounts may reduce future taxes, support legacy goals, and improve retirement flexibility.

401(k) Rollovers

Simplify retirement account transitions with rollover guidance designed to connect old workplace savings to a tailored investment and income strategy.

Long-Term Care

Plan for future care needs, Medicare surcharges, and IRMAA exposure while protecting retirement assets and preserving more predictable income.

Coordinated Retirement Income

Turn Benefits Into a Retirement Strategy

Social Security is one of the most important retirement income decisions many households make, yet it works best when coordinated with the rest of your plan. Barking Sands Capital brings together retirement analysis, tax optimization, Medicare planning, investment management, and risk management to help you evaluate claiming options and build a strategy around your values, income needs, and long-term financial destination.

Financial planner reviewing retirement income timeline
The Barking Sands Difference

Why Choose Barking Sands Capital?

Barking Sands Capital helps clients make retirement decisions with clarity, coordination, and care.

Credentials

CFP® and ChFC credentials support disciplined, comprehensive retirement and Social Security planning decisions.

Transparency

Independent RIA structure provides fee-based guidance with transparent compensation on managed accounts.

Integration

InteProcess™ coordinates legal, insurance, tax, retirement, and financial planning into one cohesive approach.

Personal Service

Personal attention pairs with sophisticated investment management and risk planning throughout retirement.

Meet the Planning Team

Credentialed advisors focused on coordinated retirement decisions.

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

When should I start taking Social Security benefits?

The best claiming age depends on your retirement income needs, health outlook, work plans, spouse’s benefits, tax situation, and investment assets. Claiming early can provide income sooner, while delaying may increase monthly benefits. Barking Sands Capital helps evaluate these tradeoffs alongside withdrawals, Medicare timing, and tax planning so your decision supports your full retirement strategy.

How can I maximize my Social Security retirement benefits?

Are Social Security benefits taxable in retirement?

How does Social Security affect Medicare planning?

Can my spouse and I coordinate Social Security benefits?

How does Social Security fit with my investment withdrawals?

Can I work while receiving Social Security?

What is included in Social Security retirement planning?

Still Have Social Security Questions?

Get clear answers from a credentialed retirement planning team.

Certified & Transparent

Awards and Recognition

Certified Financial Planner certification logo

Certified Financial Planner

Recognized standard for comprehensive financial planning.

Chartered Financial Consultant certification logo

Chartered Financial Consultant

Advanced credential in financial and retirement strategies.

Independent Registered Investment Advisor trust badge

Independent RIA

Fee-based advice with transparent compensation practices.

Plan Your Social Security Strategy With Confidence

Share your retirement questions, preferred timeline, and planning priorities. The Barking Sands Capital team will follow up to discuss how Social Security fits into your complete financial picture.

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.