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Advice on Personal Taxes and Restricted Stocks

I need financial advice on managing restricted stocks and understanding the tax implications. Background: newly retired @62 after a career in professional services. This year, I will do some limited gig work as a contractor(1099). I was not planning on collecting SS for many years. I have 12 years of RSUs from my previous employer, all vested. Questions: Should I cash in all RSU’s, some, or none? Pro’s cons? How should capital gains factors be considered? Should I consider an LLC or S corp? This is US, Florida.

I am writing to apply for the opportunity to provide financial advice on managing restricted stock units and understanding the tax implications. As a newly retired individual with a background in professional services and 12 years of vested RSUs, I believe I have the skills and experience necessary to help you make informed decisions about your financial situation. As a retired individual who will be doing some limited gig work as a contractor this year, I understand the importance of managing my finances and making smart decisions about my investments. I am confident that I can help you navigate the pros and cons of cashing in your RSUs, considering capital gains factors, and determining if setting up an LLC or S corp is right for you. It’s good that you’re thinking about managing your restricted stocks and considering the tax implications. Here are a few things to consider when deciding whether to cash in your restricted stock units (RSUs): Your financial goals: Do you need the money from your RSUs to meet your current financial obligations or to fund your retirement? If so, cashing in your RSUs may be a good idea. On the other hand, if you have other sources of income and are comfortable with your current financial situation, you may want to hold onto your RSUs in order to potentially benefit from any future appreciation. The tax implications: Cashing in your RSUs will trigger a tax liability, and the amount of tax you’ll owe will depend on how long you held the RSUs and your tax bracket. If you expect to be in a higher tax bracket in the future, it may be beneficial to hold onto your RSUs and pay the taxes later. Market conditions: If the market is performing well and you expect your RSUs to appreciate in value, it may be worth holding onto them. On the other hand, if the market is volatile or performing poorly, cashing in your RSUs may be a good way to lock in your profits. As for the question of whether to consider setting up an LLC or S corp, it really depends on your specific circumstances and goals. An LLC or S corp can offer certain tax advantages, but there are also additional responsibilities and compliance requirements that come with setting up and running one of these types of businesses. It’s a good idea to speak with a financial advisor or tax professional to determine if setting up an LLC or S corp is the right move for you. Thank you for considering my application. I look forward to the opportunity to work with you and help you achieve your financial goals.

 

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