TIAA Simplified

TIAA Simplified

Welcome to TIAA Simplified with Greg Shepard from S&A Financial Services. In this podcast, we help HigherEd professionals overcome the confusion and frustration around managing their TIAA retirement accounts. We do this by breaking down complex rules, hidden risks, and smart strategies into clear, actionable insights. Join us for this journey where we explore how to retire smarter by truly understanding your TIAA plan, as Greg draws from years of experience, and guest experts to help you take control of your financial future with confidence.

Episodes

January 7, 2026 24 mins

Many higher education professionals are missing out on a powerful retirement tool hiding in plain sight within their employer plans.

Are you leaving tax-free money on the table? Do you know the difference between contribution limits and income restrictions across retirement accounts?

In this episode, Greg Shepard breaks dow...

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If you’ve ever wondered whether you’re making the most of your TIAA Traditional account, this episode is a must-listen. Greg Shepard breaks down the five essential questions every TIAA participant should ask, whether you’re ten years from retirement or just starting your career.

In thi...

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Retirement income decisions can be overwhelming, especially when converting TIAA Traditional balances into lifetime income.

In this episode, Greg Shepard breaks down one of his most frequently asked questions: “Should I choose lifetime income, and how much?” Greg shares real client stories and explains the pros, cons, and emotional factors behind this important ...

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When it comes to retirement planning in higher ed, two names dominate the conversation: TIAA and Fidelity. 

But how different are they really, and how should you choose between them?

Greg Shepard pulls back the curtain on what sets each apart, where they overlap, and how risk tolerance, investment options, and lifetime inco...

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For many, the word “annuitization” can feel confusing or intimidating. But understanding it can unlock powerful retirement income strategies.

In this episode, Greg Shepard explains what annuitization really means, who it’s best for, and the key benefits and risks to be aware of. He also breaks down how it works within TIAA plans, when to consider it, and the hid...

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Retirement planning can feel overwhelming, especially when faced with complex products and advice that may not always align with your best interests.

In this episode, Greg Shepard breaks down five essential questions every TIAA participant should ask their advisor. He explains how to spot hidden fees, evaluate income strategies, and make informed choices that ke...

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Ten. It is a simple number, but when it comes to your TIAA retirement plan, it can make all the difference.

In this episode of TIAA Simplified, Greg Shepard shares why preparing at least ten years before retirement is critical for higher-ed professionals with TIAA accounts. Through rea...

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September 18, 2025 26 mins

Many higher education and medical professionals depend on TIAA for their retirement savings, yet most don’t fully understand the fine print.

From liquidity restrictions to overlooked contract details, the consequences of not asking the right questions can be costly.

This week, Greg Shepard breaks down the most common misund...

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Most people believe their retirement plan is on autopilot. But what if the fine print in your TIAA Traditional account could derail everything at the finish line?

In the premiere episode of TIAA Simplified, Greg Shepard shares how helping higher ed professionals navigate their TIAA investments has completely reshaped his approach to advising. 

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September 12, 2025 44 secs

Welcome to TIAA Simplified with Greg Shepard from S&A Financial Services. In this podcast, we help HigherEd professionals overcome the confusion and frustration around managing their TIAA retirement accounts. We do this by breaking down complex rules, hidden risks, and smart strategies into clear, actionable insights. Join us for this journey where we explore how to retire smarter by truly unders...

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