How to Gift Money the Smart Way: A Guide to Financially Wise Giving

By Resurgent Financial Advisors

Generosity is often strongest during the holiday season. Families come together. Year-end bonuses arrive. There’s a natural desire to help loved ones or support meaningful causes.

While giving feels good, it also carries real financial considerations. Gifts can affect your tax situation, your estate, and the way your legacy plays out. Done thoughtfully, giving can be both generous and strategic.

Here are a few ways to make sure your gifts work as hard as you do.

Use the Annual Gift Exclusion

For 2025, the IRS allows individuals to gift up to $19,000 to as many people as they like without needing to file a gift tax return. If you’re married, that number doubles to $38,000 per recipient. (https://www.kiplinger.com/taxes/gift-tax-exclusion)

This is one of the simplest ways to transfer wealth. It can help with college tuition, housing costs, or even give a financial head start to the next generation. When used consistently over time, it can also reduce the size of a taxable estate.

Gifts don’t need to be large to be meaningful. A well-timed gift can make a real difference in someone’s life.

Pay Medical or Educational Bills Directly

Payments made directly to a healthcare provider or educational institution don’t count against the gift tax limits. That means you can cover a loved one’s tuition or medical expenses without using any of your annual exclusion.

To qualify, the payment must go straight to the provider. Checks written to the individual won’t qualify. This strategy is particularly helpful when supporting grandchildren or adult children in transition.

Give Through a Donor-Advised Fund

Donor-Advised Funds are charitable accounts that allow you to contribute today, receive an immediate tax deduction, and decide later how to distribute the funds.

This works well if you’ve had a higher-income year or recently sold an appreciated asset. You can contribute cash or investments, get the tax benefit, and then make grants to nonprofits over time.

It’s a practical way to streamline your giving and avoid the year-end rush to select charities.

Donate Appreciated Securities

Rather than giving cash, consider donating appreciated stocks or mutual funds you’ve held for more than a year. This allows you to avoid capital gains taxes and still receive a full deduction for the fair market value.

Charities receive the full value of your gift and don’t owe taxes when they sell. It’s a win-win strategy that’s often overlooked.

You can also pair this approach with portfolio rebalancing, replacing the donated investment with a similar position while resetting your cost basis.

Clarify Gifts to Family Members

Gifts within families can come with emotional complexity. Be clear about your intent. If you expect repayment, structure it as a loan and document the terms. If it’s a true gift, say so.

This helps avoid confusion, sets healthy expectations, and prevents conflict later on. Open communication supports both your relationships and your financial plan.

Giving Is Also Legacy

Every gift tells a story. Whether it’s a check to a charity, a tuition payment for a grandchild, or a generous holiday surprise, giving reflects what matters to you.

When done intentionally, it also becomes part of your legacy. It helps teach financial values. It models generosity. It opens doors for others that they may never forget.

Plan Before the Year Ends

Many giving strategies, especially those tied to taxes, must be completed before December 31st to apply for this year. That makes now the right time to evaluate your options.

Your advisor can help coordinate between your financial and tax strategies, making sure that your generosity delivers both emotional and financial benefits.

If you’ve been thinking about how to give more effectively, now’s the moment to act.

Michael Perros

Founder, Encompass Financial Advisors

G. Michael Perros is the founder of Encompass Financial Advisors. Mr. Perros has served as a financial advisor and branch manager of a leading financial services organization since 1982. His leadership has been demonstrated in a variety of significant decision-making roles over his career.

Mike is a 1981 graduate of the University of Kentucky, with a double major in agriculture and a minor in agriculture economics. Mike is a graduate of the Securities Industry Institute, a three-year program held at the Wharton School on the campus of the University of Pennsylvania and offered to only a limited number of attendees each year. Furthermore, he served on the Board of Trustees of the Securities Industry Institute from 1999 to 2006. This board appointment provided quality executive education to professionals in the securities industry. Only those individuals who exemplify the true desire to better others while fully understanding the many aspects of the industry are chosen.

Continuing education is a theme throughout Mr. Perros' career. Mike also completed a complex six-month curriculum accredited by the Estate and Wealth Strategies Institute of Michigan State University. The advanced courses covered financial planning, estate planning, risk management, and other wealth management strategies. In December 2002, he became an Accredited Investment Fiduciary™ (AIF®), a qualification offered through the Center for Fiduciary Studies at the University of Pittsburgh KATZ Graduate School of Business.

Mike has an extensive background in community and civic service. He is past president of the local Red Cross Chapter, past president of the Boyle County UK Alumni Association, past member of the National UK Alumni Association Board of Directors, past president of the Heart of Danville Main Street Program, past president of the Danville-Boyle County Chamber of Commerce, and past president of the Danville Schools Educational Foundation. Mike was instrumental in founding the Lottie Ellis Foundation, a charitable trust that benefits a variety of individuals and organizations in Boyle County, Kentucky.

Mike has continued in service to his fraternity, Delta Tau Delta. Immediately on graduation from UK in 1981, Mike worked full time as a chapter consultant. His national focus, involving visits to more than 40 chapters in a single year, led to a perspective that serves him well even today. He has served as division vice president, covering Kentucky and Tennessee, and has served on special task forces as appointed. Mike currently serves as president of the Delta Epsilon House Corporation of Delta Tau Delta where he co-chaired a successful $2.2 million campaign, leading to the renovation of that chapter house at the University of Kentucky. He was inducted into the UK Greek Hall of Fame in 2003 and the Distinguished Service Chapter of Delta Tau Delta, a body of 400 inductees from the fraternity's 150,000 members throughout its history, in 2006.

Mike is a proud father of three daughters, Haley, Michaelle, and Tess. They reside in Danville, Kentucky.

Stuart Canzeri

Managing Partner, Peachtree Financial Group

With over two decades of experience, Stuart Canzeri has been helping their clients achieve the financial freedom to live an abundant life. As an Independent Registered Investment Advisor, Stuart works exclusively for his clients – not for a financial corporation. Stuart is married with two sons and is active in his church.

Matt Pohlman

East Franklin Capital

Matt has been providing financial advice to clients for almost 20 years, helping families and businesses manage wealth and assets to meet their long term financial goals. And, while he may have less hair, Matt continues to advise clients in much the same way as he did when he started: with transparency, integrity and discipline.

Before founding East Franklin Capital (formerly Pohlman Capital Advisors), Matt worked as a wealth advisor at GenSpring Family Offices, where he was responsible for advising high net worth clients on a variety of investment and planning matters. Matt was the founding advisor in the GenSpring Chapel Hill office.

Prior to his time with GenSpring Family Offices, Matt managed the Family Office for Franklin Street Partners and held the position of Director of Client Services. Matt served on the Management Committee at Franklin Street Partners. During his time at both Franklin Street Partners and GenSpring Family Offices, Matt worked with families, guiding and advising them through significant investment and financial decisions focused at all times on the goals and objectives each client set out to achieve. Before his start in the investment advisory world, Matt helped companies put their financial house in order. Now, he works with family and businesses to pursue their goals and provide peace of mind.

Matt has been a North Carolina CPA since 2003 and received a Master’s in Accounting from the University of North Carolina at Chapel Hill, where he was a Harris Scholar, and a BSBA from the University of North Carolina at Chapel Hill.

Lee Caffey

Finance Associate, Peachtree Financial Group

Lee is a finance professional with a strong analytical background and a passion for helping individuals navigate financial decisions. He specializes in financial analysis, strategy, and resource development. With a focus on clarity and accuracy, he works to simplify complex financial concepts and provide valuable insights to clients.

Rebecca Bowling

Resurgent Financial Advisors

With nearly a decade of experience in the financial industry, Rebecca is a dedicated investment adviser who is passionate about helping clients build a secure financial future. After passing the licensing exam in 2023, Rebecca has combined years of industry knowledge with a deep understanding of client needs, offering personalized advice and comprehensive strategies to meet diverse financial goals.

Before transitioning into finance in 2015, Rebecca spent 15 years working in corporate business in Atlanta, gaining valuable experience in management and strategic planning. This background in business and corporate operations provides Rebecca with a unique perspective on the financial needs of individuals and businesses alike. Whether helping clients plan for retirement, optimize investments, or navigate complex financial decisions, Rebecca is dedicated to providing thoughtful, effective solutions.

Outside of work, Rebecca enjoys spending quality time with family. Married for 20 years and the proud parent of an 11-year-old daughter, Rebecca is actively involved in their daughter's dance and volleyball competitions. When not cheering on her athletic pursuits, Rebecca enjoys reading and traveling, always seeking new opportunities for learning and personal growth.

With a commitment to both professional excellence and family values, Rebecca is excited to partner with clients to achieve long-term financial success and peace of mind.

David Hughes

Resurgent Financial Advisors

David's unique mastery of tax and equity compensation is tightly integrated with his reality-based financial planning background. With over 16 years of experience, he developed his skillsets connecting people's use of capital with what is important to them. He is passionate about helping people make informed decisions by understanding the trade-offs implicit in life's decisions.

Our process begins with getting to know you and your goals. Tell us where you want to go, and we'll work with you to develop a plan that suits your needs. And as your life changes, we'll adjust your plan so it better aligns with your new path.

We believe a detailed planning process can be one of the most effective ways to create financial security. An effective plan may not only provide financial security throughout your life, it can reduce the damage disability, critical illness, or other sudden losses of income may have.

Callan Bush

Marketing Associate, East Franklin Capital

As the Marketing and Branch Operations Manager at East Franklin Capital, Callan complements Matt’s leadership by bringing a fresh perspective to the firm’s strategic marketing and client services. With a Public Health degree from the University of North Carolina Wilmington and a passion for financial wellness, Callan connects clients with East Franklin Capital’s personalized financial planning services and ensures that operations run smoothly.

While Matt focuses on guiding families and businesses through complex wealth management strategies, Callan works to amplify that mission by fostering lasting client relationships and building the firm’s presence in the community. Together, they are dedicated to helping clients achieve long-term financial security and success, with Callan’s attention to detail and emphasis on clear communication ensuring a seamless experience at every step.

Anna Lee

Marketing Associate, Peachtree Financial Planning

Anna is a marketing professional passionate about storytelling through media and design. With a degree in Advertising, Anna specializes in creating impactful campaigns, media strategies, and digital content. With a focus on enhancing consumer experiences, she simplifies complex topics through engaging, brand-aligned materials.

Dawn Patterson

Director, Peachtree Financial Planning

With over 15 years of experience, Dawn is a seasoned Relationship Manager in the Private Wealth Management industry.

Known for her exceptional expertise and unwavering dedication, Dawn has consistently delivered outstanding results throughout her career.

As a Relationship Manager within Peachtree Financial Group, Dawn continues to thrive, leveraging her wealth of knowledge and experience to help clients navigate the complexities of their financial lives.

Blane Brooks

Vice President, Business Development

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Sarah Sutton

Chief Compliance Officer

Sarah joined Resurgent in October 2021, leading Resurgent's compliance team. In her role, she is responsible for implementation, oversight, and monitoring of compliance programs.

Sarah comes to Resurgent via Oster Consulting. She has over 25 years of experience in the financial services industry on the revenue, operations and compliance sides of the business. Her expertise includes compliance supervision, leading firm and regulatory examinations, regional and retail branch management, brokerage and clearing operations, developing and implementing advisor best practices along with technology training, financial planning delivery and implementation, advisor and firm transition management to new firms and channels, and project management for advisor and client solutions.

Prior to joining Oyster Consulting, Sarah served as Director of Investment Services at First Horizon Advisors, Inc., where she led the Wealth Services division that handled all brokerage operations and advisor support, including managing all branch activity.

Sarah and her husband live in North Mississippi with their four boys. She enjoys cooking challenging recipes and spending time with family. Over the years she’s been a board member for a range of non-profit organizations serving her local community in Tennessee.

Katherine K. Decker

Chief Financial Officer
Kathy Decker manages financial accounting and reporting for Resurgent. In addition, she oversees the human resources and benefits functions. Kathy was previously Vice President and Treasurer of Cox Enterprises, a leading media, communications and automotive services company.

In that role, she managed Cox's capital structure and funding needs across the globe. She oversaw the company's capital raising activities, including bank financing, bond and asset-backed securities issuance, and treasury operations, as well as Patriot Act compliance.

Previously, Kathy served in other positions within Cox Enterprises, including Group Vice President of Manheim Financial Services and Manheim's Director of Treasury Operations. Before joining Cox, she held a number of positions in corporate and investment banking at First Union National Bank and Wachovia Bank. Kathy hold a B.B.A. degree from Auburn University and has the Certified Treasury Professional designation.
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Kip R. Caffey

Chief Executive Officer

Kip Caffey is responsible for crafting and executing Resurgent Advisors' strategy. He has been in the financial services industry for over 35 years.

He began his career in the Corporate Finance Department at J. C. Bradford & Co., eventually becoming a managing director and a partner in the firm.

Subsequently, he was Senior Managing Director at SunTrust Robinson Humphrey and its predecessor, The Robinson-Humphrey Company, where he was co-head of the Corporate Finance Department.

Prior to forming Resurgent, Kip was a partner in Cary Street Partners, serving as its chief executive from 2009 to 2015.

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