FAQs

I'm concerned about outliving my assets. How much money do I need to have before I decide to retire?  

I'm 62 years old, getting closer to retirement and I am unsure when I should file for Social Security benefits. At what age does it make sense for me to file for Social Security Income Benefits? At what age do I need to file for Medicare?

As a gay couple, what kind of Estate Planning strategies do we need to consider in the event my family members try to contest my Will preventing my husband from inheriting the apartment that we live in in NYC and the financial assets that I want him to inherit?

My deceased spouse previously handled the finances. Where do I begin? Am I better off claiming my Social Security Income Benefit or my deceased spouses Social Security Income benefit? 

Is it true that I make too much money to contribute to my company's Roth 401k?

Does it make sense for me to consider a backdoor to a Roth conversion or a Mega backdoor to a Roth Conversion? What is the Pro-Rata Rule and am I subject to it?

My company pays me my annual bonus in company stock with Restricted Stock Units (RSUs) each year as part of my compensation package. Should I sell the stock as it vests or hold onto it? If I sell, what tax liabilities do I need to be aware of? Is there anything that I can do to reduce my concentration risk in the stock without triggering capital gains taxes?

How can I satisfy the Fiduciary obligations that I am subject to as a Business Owner since I am offering a Retirement Plan to my employees?  How often do I need to go-to-market, to make sure my company 401k Plan is competitive? 

I am in the process of selling my primary residence which has an unrealized gain of $150,000 and I also have $50,000 of unrealized losses in my taxable investment accounts. How much should I set aside for taxes if I sell the investments in my taxable account? Am I allowed to deduct the full amount of my loss when I file my taxes or am I limited to $3,000 per year?