Sears Group logo in white.

Wealth Management for Lasting Legacies

Serving clients in St. Petersburg and the greater Tampa Bay area, Virginia Beach and surrounding areas, and nationwide, Sears Group combines traditional financial planning with behavioral finance to help professionals and retirees invest wisely, plan confidently, and preserve what matters most.

Personalized Financial Planning Rooted in Trust and Purpose

At Sears Group, we believe that financial planning is more than numbers—it’s about empowering people to make confident decisions through every phase of life. Whether you’re building wealth, preparing for retirement, or creating a lasting legacy, our goal is to be your lifelong financial partner. Through a blend of traditional financial strategies and behavioral insights, we help you align your finances with your goals, values, and future.

An aerial view of clouds from a plane window at sunrise, representing the freedom and possibility of a well-planned retirement.
A young professional working at a desk, representing early-career clients who partner with Sears Group to build their financial foundation.
A serene beach shoreline at sunset with warm golden light, evoking the peace and security of a thoughtfully planned financial future.
Financial Journey

Three Phases,
One Trusted Partner

Every financial journey is unique—but most follow three essential phases. We meet you where you are, with personalized strategies and ongoing guidance to move you forward.

Accumulation

You're focused on growing wealth and preparing for the future.

We help dual-income households, professionals, and business owners maximize savings, optimize investments, and minimize risk—so you're building on a solid foundation.

Common Goals

Consolidate 401(k)s, IRAs, and brokerage accounts

Understand investment options

Save for retirement, college, or a second home

Income & Preservation

You’re entering retirement or actively managing retirement income.

We develop income strategies that turn your savings into sustainable cash flow, while helping preserve your assets against market risk and rising healthcare costs.

Common Goals

Create tax-efficient income streams

Navigate Social Security, Medicare, and pension choices

Ensure you won’t outlive your money

Legacy Planning

You’re thinking about the impact you want to leave.

Legacy planning goes beyond estate documents—it’s about clarity, control, and ensuring your values live on. We help you plan for wealth transfer, charitable giving, and generational impact.

Common Goals

Leave assets to heirs efficiently

Minimize estate taxes and probate

Establish charitable or family trusts

Our Services

Holistic Financial Services That Work Together

Each phase of your journey is supported by a suite of services designed to work in harmony. At Sears Group, we tailor these services to your needs, delivering integrated financial planning that simplifies your life and strengthens your future.

01
Investing
our services

Investment Management

Build and manage a diversified portfolio designed around your goals, timeline, and comfort with risk. We help you invest with clarity and purpose—so your money works toward what matters most to you and your family.

A close-up of hands exchanging money, representing investment and wealth management.
02
Insurance & Annuities
Our Services

Insurance & Annuities

Protect what you've built and create income you can count on. From life insurance and long-term care to guaranteed retirement income, we help you build a strategy that provides security and peace of mind for you and your family.

A close-up of financial documents and a pen, representing the annuity planning services Sears Group provides for guaranteed retirement income.
03
Financial Planning
our services

Financial Planning

Bring clarity to your financial life with comprehensive planning that ties everything together. From Social Security timing and retirement accounts to tax-smart strategies, we help you build a coordinated plan for every phase of your journey.

A family reviewing insurance documents, representing the life insurance and long-term care planning services at Sears Group.
04
Estate Planning
our services

Estate Planning

Coordinate your accounts, beneficiaries, and estate documents so everything works together and your legacy reflects your intentions. We help ensure your wishes are clear and your family is protected for generations to come.

A set of estate planning documents on a desk, representing the legacy and estate coordination services at Sears Group.
A glowing sunrise over calm water, representing the optimism and fresh start that comes with a solid financial plan.

Local Expertise with Deep Community Roots

We specialize in serving the unique financial needs of professionals and retirees across the east coast. From navigating TSP and military pensions to leveraging Florida’s tax advantages, we understand the local landscape and tailor our strategies accordingly.

Relationship-Driven, Client-First Approach

You’re more than an account number. At Sears Group, we prioritize real relationships—taking the time to understand your values, life story, and goals. We provide guidance that reflects your family dynamics, lifestyle, and long-term vision—not just market trends.

Clarity in a Complex Financial World

Our clients are proactive, informed, and value simplicity—but they’re often overwhelmed by conflicting advice or too many moving parts. We bring order to the chaos with structured, behaviorally sound planning that turns confusion into clarity.

Independent. Fiduciary. Focused on You.

As an independent fiduciary, we’re legally and ethically obligated to act in your best interest—always. You can trust that our recommendations are unbiased, transparent, and aligned with your financial wellbeing, not product sales.

Trust, Clarity, and Strategy—Every Step of the Way

A Partner You Can Trust—At Every Phase

At Sears Group, we don't just manage money—we build lasting relationships grounded in trust, clarity, and purpose. Our clients in St. Petersburg and the greater Tampa Bay area, Virginia Beach and surrounding areas, and nationwide choose us because we take the time to understand their unique situation and provide guidance that reflects their values, not just market trends.

Let’s Build Your Financial Future

Financial Guidance for Every Stage of Your Journey

Wherever you are in your financial journey—growing, protecting, or planning your legacy—we help you move forward with clarity, structure, and purpose.

Rachel Sears
Owner + Financial Advisor
“Someone’s sitting in the shade today because someone planted a tree a long time ago.” – Warren Buffett
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