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Wynful capital

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Wynful Capital is an independent financial planning firm focused on helping clients position legacies for future generations. Our roots run deep in clarity and purpose driven planning.

Aligning Wealth with Purpose

Designed for those who already understand the value of money and are ready to position it. Our role is to assist investors in preserving, positioning, and growing their wealth through strategic planning and access to financial resources.

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Partnerships That Move the Needle

Power begins with the right partnerships. Wynful Capital collaborates with third party portfolio managers and prominent institutions to address your financial standing.

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Valuable to both sides

We get to know our clients’ unique goals and create investment strategies that reflect their objectives. The Wynful logo is a central line that connects two sides, representing connection, collaboration, and communication. It’s a symbol of partnership.

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wynful. Capital

01

Retirement Projections

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Helping clients visualize timelines, income scenarios, and tax considerations.

02

Estate Planning

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We support clients in coordinating their estate planning goals with their overall financial plan.

03

Investment Allocation Review

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We review portfolio allocations alongside third-party managers, with attention to time horizon, goals, and market exposure.

04

Insurance Analysis

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We assess existing coverage and identify how insurance fits into the broader financial picture across income planning, liquidity, and legacy intent.

wynful capital. is a financial planning firm that offers advice to clients who think in decades.

In short

1950 THE BLUEPRINT

Lillie Mae Bafford, a master seamstress, tailored not just garments but a life of self-made freedom. Her hands didn’t just stitch fabric they stitched the first threads of legacy and independence.

1980 THE SEED

Sandra Bailey watched her mother and her grandparents Paw Paw and Madea, build from nothing and learned the unspoken rules of resilience. By the 80s, her vision extended beyond survival. She didn’t just want to work she wanted to lead. She was a top broker at a fortune 500 company. But she knew she was meant to carry on the legacy. And she was preparing to name it.

2013 THE SHIELD

Sandra was packaging protection. She launched Women Financial Power in 2013, a firm built to armor women with knowledge, life insurance, annuities, and a message: You are not too late to secure your future. Protection became a plan. Financial literacy became leverage.

2024 THE REPOSITIONING

In the 2024. Jessica Bailey took the inheritance of wisdom and continued the blueprint. No longer just about protection now, it was about positioning. Wynful Capital was born to grow, not just guard. A firm led by a fiduciary, built for those who wanted to plan their future with intention.

2025 THE DESIGN

From fabric to finance, from preservation to power, the family continues to expand its footprint. This is legacy, rendered in motion. Wynful is about more than just a choice to be independent that served one family. It's about culture and history. It’s impact that served generations worth of traditions and stories.

Wynful reflects a singular belief: Legacy is not an accident. It is a decision to leave an impact for generations to come.

We focus on designing financial plans that align with your long term vision while adapting to the unique financial goals of each client.

Our Mission

Financial planning

Tax-efficient strategies

Income planning with liquidity

Wynful Capital’s vision is to build wealth structures that prioritize long-term growth, tax efficiency, and liquidity without compromising on agility. Jessica and her strategic partners design financial plans with intention, strategy, and the evolving needs of your specific circumstances.

Rooted in fiduciary duty, our team designs blueprints that reflect discipline, not trends. From diversified allocations to risk-managed strategies, our work is about impact.

Strategic Partners

Wynful Capital Partners

Michael Binger, CFA® — President of Gradient Investments

Keith Gangl, CFA® — Senior Portfolio Manager at Gradient Investments

Tyler Ellegard, CFA® — Portfolio Manager  Gradient Investments

Lisa Schreiber — Investment Analyst  Gradient Investments

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Jessica Bailey offers Investment Advisory Services through Gradient Advisors, LLC (Arden Hills, MN 877-885-0508), an SEC Registered Investment Advisor. Gradient Advisors, LLC and its advisors do not render tax, legal, or accounting advice. Wynful Capital is not a registered investment advisor and is independent of Gradient Advisors, LLC. Insurance products and services are offered through Jessica Bailey, independent agent. Wyful Capital, Jessica Bailey, and Gradient Advisors, LLC are not affiliated with or endorsed by the Social Security Administration or any government agency. All written content on this site is for information purposes only. Opinions expressed herein are solely those of Jessica Bailey, and our editorial staff. The presence of this website shall in no way be construed or interpreted as a solicitation to sell or offer to sell investment advisory services to any residents of any State other than the State(s) Jessica Bailey, is registered or where otherwise legally permitted. Material presented is believed to be from reliable sources; however, we make no representations as to its accuracy or completeness. All information and ideas should be discussed in detail with your individual adviser prior to implementation. Hyperlinks on this website are provided as a convenience. We cannot be held responsible for information, services or products found on websites linked to ours.