EPISODE · Jan 26, 2026 · 38 MIN
The Financial Questions Employees Ask and Employers Don't Expect
from Money Made Simple with Oakwood Wealth Partners
In this episode of Money Made Simple, Mike and Nick Lockwood explore a reality they see every day while working with employer groups. While retirement plans are often the starting point, the financial questions employees bring to the table go far beyond plan enrollment and contribution limits.From the employer perspective, Mike shares what consistently shows up in conversations with leadership teams. There is a growing lack of financial literacy, uncertainty around who employees should turn to for guidance, and a desire to support teams without always knowing how. Retirement plans are important, but they are only one part of a much bigger financial picture.From the employee side, the questions come fast and often feel overwhelming. How much should I contribute. Should I choose pre tax or Roth. How do I balance saving for retirement while trying to buy a home or support my family. Beyond the basics, deeper planning questions surface around trusts, Social Security timing, pension decisions, insurance needs, and ultimately the question everyone asks at some point. When can I retire.Throughout the conversation, Mike and Nick emphasize a core truth in financial planning. The answer to most of these questions is, it depends. Context matters. Education matters. And having a trusted team to help connect the dots makes all the difference.Chapters:0:00 - Introduction4:02 - What's creating stress among employees? 10:22 - Large employers struggle to properly educate14:34 - "Americans are confident in retirement, but scared of daily finance"19:35 - Goal-setting and aligning your financial plan24:53 - When can I retire? 31:01 - The opportunity that exists for employers35:22 - Sharing a client story37:12 - Closing remarks
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The Financial Questions Employees Ask and Employers Don't Expect
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