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Posts by baileyheather

10 Year-End Tax Strategies for Affluent Families 

By baileyheather | September 24, 2026 | 0

By Brett Gottlieb  For families with significant assets, year-end tax planning often involves more than finding a few additional deductions. Investment gains, charitable giving, retirement distributions, equity compensation, and estate…

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Beyond Automation: Why a Human Financial Advisor Beats AI

By baileyheather | July 8, 2026 | 0

By Brett Gottlieb As AI and robo-advisors become more prevalent, it’s tempting to rely solely on technology for your financial decisions. But when you’re faced with complex situations or unpredictable…

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Social Security Benefits for a Surviving Spouse

By baileyheather | July 8, 2026 | 0

By Brett Gottlieb Losing a spouse can be overwhelming (to say the least), with a swirl of emotions and practical challenges to sift through. Making decisions, especially about finances, can…

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Facing Uncertainty: Are You Equipped for the Financial Challenges of Widowhood? (Checklist)

By baileyheather | July 8, 2026 | 0

Facing the loss of a spouse is an unimaginable challenge, both emotionally and financially. Yet it’s a reality many people will confront at some point in their lives. In the…

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5 Key Considerations for a Mid-Year Financial Checkup

By baileyheather | July 8, 2026 | 0

By Brett Gottlieb Are we still on track financially? Already halfway through 2026, many families in Carlsbad and throughout San Diego County are asking this same question. Between evolving market…

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You’ve Inherited Money, Now What Should You Do?

By baileyheather | June 26, 2026 | 0

By Brett Gottlieb Receiving inherited money often comes with a mix of emotions. Alongside the financial opportunity may be grief, uncertainty, and the responsibility of making decisions during a difficult…

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AI and Finances: 6 Pros and Cons

By baileyheather | May 6, 2026 | 0

By Brett Gottlieb Deciding how AI and finances fit into your financial planning can feel unclear. Many people are using AI tools for budgeting, investing, and financial decisions, but there’s…

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How Federal Employees Can Plan to Retire on Time

By baileyheather | April 7, 2026 | 0

By Brett Gottlieb Working for the federal government comes with a number of valuable benefits, and one of the most significant is the potential path to retirement after a long…

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5 Questions You Need to Answer 5 Years Before Retirement

By baileyheather | October 6, 2025 | 0

Reaching retirement is a milestone unlike any other—exciting, transformative, and (for most) a little uncertain. Many soon-to-be retirees aren’t sure they’re fully prepared; a recent survey shows 66% of Baby…

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5 Tax-Efficient Strategies for Retirement

By baileyheather | August 29, 2025 | 0

By Brett Gottlieb When you picture your ideal retirement, taxes probably aren’t the first thing that comes to mind. Most people only think about taxes once a year around filing…

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Recent Posts

  • 2027 Medicare Open Enrollment: Review and Update Your Plan
  • 10 Year-End Tax Strategies for Affluent Families 
  • You’re Our Best Advocate: Help Us Help More People 
  • Managing Money While Caring for Kids and Parents Simultaneously 
  • Expenses in Retirement: 3 Costs That Rise and 3 That Drop

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National Social Security Advisor Certificate Program (NSSA) is a certification created by the National Social Security Association, a for-profit entity. The NSSA Certificate Program grants a Certificate to those who complete the one-day course and pass the proctored assessment. NSSA is independently accredited by The Institute in Credentialing Excellence (ICE). NSSA is not affiliated with, nor endorsed by, the Social Security Administration or any governmental agency.

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