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I've been running a small Etsy shop since I was 68 (I'm 74 now), and while my Social Security hasn't been affected, the tax situation is something you really need to understand. At tax time, my first year was super confusing with the Schedule C, self-employment tax, and estimating quarterly payments. Would it be an actual job with a W-2 or are you doing independent contractor work with a 1099? That makes a big difference for tax purposes.
It would be contractor work with a 1099. I'm thinking I should probably talk to a tax professional before starting, just to make sure I understand all the implications. Thanks for sharing your experience!
Based on all the information shared here, let me summarize for you: 1. Your Social Security benefits will NOT be reduced no matter how much you earn (since you're over FRA) 2. Your Medicare premiums probably won't increase unless your household income is already close to $206,000 3. You may need to pay taxes on more of your Social Security benefits if your combined income exceeds the thresholds mentioned 4. As a 1099 contractor, you'll need to pay self-employment tax and possibly quarterly estimated taxes A consultation with a tax professional would definitely be worthwhile before you start. They can help you plan for quarterly payments and maximize any home office or business deductions you might be eligible for.
This is super helpful! I'll definitely speak with a tax professional. I hadn't thought about the home office deduction - that could help offset some of the self-employment tax. Thank you all for your advice!
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Off topic but does anyone know if widow benefits increase every year with cost of living like regular retirement does? My aunt is thinking about applying soon.
Yes, widow/survivor benefits do receive the annual COLA (Cost of Living Adjustment) increases, just like retirement benefits. The 2026 COLA hasn't been announced yet, but all Social Security benefits including widow benefits will increase by that percentage when it takes effect in January.
I went through something similar last year when I needed to replace my furnace. I was so scared of messing up my benefits that I initially put it on credit cards instead of getting a proper loan! Big mistake - the interest was killing me. After talking with an SSA rep (finally got through after multiple attempts), I learned that loans don't count as income. I got a proper home improvement loan with much better terms and have had absolutely no issues with my widow benefits. One thing to watch out for though - if you withdraw money from retirement accounts for your bathroom, THAT could potentially affect benefits if you're under FRA. But a standard loan is completely fine.
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Thank you all for the helpful responses! I checked my MySocialSecurity account and you were right - it was labeled as my September benefit payment. It's slightly less than my regular monthly amount because I started benefits mid-month. Mystery solved! I appreciate everyone taking the time to explain this.
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Is anyone else confused by how Social Security calculates EVERYTHING? I swear it's like they purposely make it complicated so we don't understand what we're entitled to. My sister and I both went on disability around the same time with similar work histories and her payment is almost $300 more than mine every month!!! When I asked SSA why they just gave me some mumbo jumbo about "computation years" and "indexed earnings" that made zero sense.
PREACH!!!! The whole system is designed to confuse us regular folks. My neighbor and I compared our SS statements and the numbers made NO sense based on what we each earned. Total mystery math!!
Regarding the part-time work your brother-in-law did while on disability - that $10,000 might actually make a difference. Disability benefits are calculated using a "freeze period" that excludes years of low/no earnings due to disability. When converting to retirement, sometimes additional earnings during the disability period can be included in the calculation. I recommend he create an account at my.ssa.gov (if he hasn't already) where he can view his earnings history and benefit verification. Then, about 3 months before reaching FRA, he should contact SSA specifically requesting a recalculation that includes those earnings during his disability period. He should be prepared with documentation of those earnings just in case.
Thank you! He does have a my.ssa.gov account, so I'll help him check his earnings record. Appreciate everyone's input - sounds like I was mostly wrong but there might be a small possibility of an increase with his part-time work situation. I'll make sure he requests that recalculation when the time comes.
Natasha Petrova
my cousin got ssi then ssdi later but he did it himself no lawyer. its possible just gotta fill out all the papers right and have good medical stuff.
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Malik Robinson
•That's true, you can definitely apply without an attorney. Just make sure your medical documentation is thorough and clearly shows how your condition meets a disability listing or prevents you from working.
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Oliver Fischer
Update: I wanted to thank everyone for their advice! I was able to get through to SSA using Claimyr (thanks for that tip!) and confirmed my SSDI benefit would be $972/month - much higher than my current SSI. The agent also explained that because I have more work credits now than when I first applied, my case might be stronger. I'm going to apply on my own first as suggested, and then look for an attorney for the appeal if needed. I'll specifically mention the benefit amount difference when talking to attorneys. Really appreciate all your help!
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Isabella Silva
•Great update! Glad you were able to get through to SSA and get the information you needed. That's a significant difference in benefit amounts, which should definitely help when approaching attorneys. Best of luck with your application!
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