Tag: Roth Conversions
How AI is Transforming TIAA Retirement Planning (Ep. 11)

How AI is Transforming TIAA Retirement Planning (Ep. 11)

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Technology is changing how we approach retirement planning, but are financial professionals embracing these changes or resisting them?

What if there were a tool that could map out your entire retirement strategy from age 30 to 65, including Roth conversions, tax optimization, and withdrawal strategies?

In this episode, Greg Shepard discusses his hands-on experience implementing artificial intelligence tools to help TIAA participants plan their retirement more effectively. He explains how AI can create personalized roadmaps for retirement contributions, tax diversification strategies, and withdrawal planning. Greg also addresses the concerns and opportunities AI presents for financial advisors, and why younger professionals should pay attention to this technology now.

Greg discusses:

  • The comparison between AI’s current stage and early internet technology like AOL dial-up
  • How AI tools can create comprehensive retirement roadmaps that offer a different level of detail than some traditional planning tools
  • The resistance and fear within the financial advisory industry regarding AI implementation
  • Teaching AI platforms to understand complex TIAA retirement plans and contract structures
  • Why generalist advisors should be concerned while specialized advisors can leverage AI to enhance their services
  • And more!

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Top 5 Questions You Should Ask Your TIAA Wealth Advisor (Ep. 4)

Top 5 Questions You Should Ask Your TIAA Wealth Advisor (Ep. 4)

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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 keep your money working for you. Greg also stresses the importance of education, transparency, and staying proactive about your retirement plan.

Key takeaways:

  • The importance of clarifying an advisor’s true investment philosophy and whether it aligns with your goals
  • Why relying solely on lifetime income could expose you to inflation risk
  • What to know about advisor fees, expense ratios, and trading costs
  • How to prepare for income changes in evolving interest rate environments
  • Tax efficiency strategies, including Roth conversions and planning for withdrawals
  • And more!

Connect with Greg Shepard: 

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