New York Unemployment

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I'm also a freelancer dealing with this exact situation! Reading through everyone's responses, it sounds like the consensus is to submit multiple types of documentation together rather than relying on PayPal statements alone. I've been putting together a package with my PayPal business transaction reports, last year's Schedule C, the few 1099s I do have, and some client invoices. One thing I'm wondering - has anyone had success submitting a brief cover letter explaining their documentation? I'm thinking of writing something short that explains why I use PayPal for most payments and how the documents all connect to show my self-employment income. Thanks for all the helpful advice in this thread!

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A cover letter is definitely a good idea! I included one when I submitted my documentation and I think it really helped. Keep it brief but explain your situation - that you're a freelancer who primarily receives payments through PayPal, and then list what documents you're including and how they support each other. Something like "Enclosed you'll find my PayPal business transaction reports showing client payments, my 2024 Schedule C demonstrating reported income, available 1099 forms, and sample client invoices." It shows you're organized and makes their job easier. The key is helping them quickly understand your self-employment situation rather than making them piece it together from random documents.

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I went through this exact process last year as a freelance photographer! PayPal statements definitely work, but like others mentioned, you need to be strategic about how you present them. What really helped me was organizing everything chronologically and creating a simple Excel sheet that showed: Client Name | Service Date | PayPal Transaction ID | Amount | Tax Year Reported. I also highlighted all the business transactions in my PayPal CSV download and removed personal stuff completely. NYSDOL processed my claim pretty quickly once they had clean, organized documentation. Pro tip: if you have repeat clients, include a note showing the ongoing business relationship - it helps establish you as a legitimate freelancer rather than someone doing occasional odd jobs. The combination of PayPal records + Schedule C + any invoices you have should definitely be sufficient!

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This is such a comprehensive approach, Yara! I love the idea of creating that Excel summary with all the key details - Client Name, Service Date, Transaction ID, Amount, and Tax Year Reported. That sounds like it would make it super easy for NYSDOL to verify everything quickly. I'm definitely going to set up a spreadsheet like that before submitting my documentation. The tip about highlighting repeat clients to show ongoing business relationships is brilliant too - I have several clients I've worked with regularly over the past year, so that should help establish my freelance legitimacy. Thanks for sharing such detailed advice from your successful experience!

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same boat here, lost my job in early 2023 and didn't file because I thought I'd find something quick... big mistake

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I was in a similar situation a few months ago - didn't file for almost 10 months after losing my job due to family issues. When I finally applied through my.ny.gov, I was surprised to learn that even though my original benefit year had expired, I could still potentially qualify based on any work I had during a different base period. The system automatically checks all possible base periods to see if you have enough qualifying wages. Even if you only worked part-time or temporarily during the past 18 months, it might be enough. Don't let anyone discourage you from trying - the application is free and you'll get a definitive answer about your eligibility. Worst case scenario, you're in the same position you're in now.

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This is really encouraging to hear! I didn't realize the system would check different base periods automatically. I actually did do some part-time work for about 2 months in early 2024, so maybe that could help. Thanks for sharing your experience - it gives me hope that it's worth trying the application.

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I totally get that anxiety - I was in the same headspace when I was waiting for mine last year. The good news is that if you were laid off (like it sounds like you were), those claims typically have a much higher approval rate since it's not a voluntary quit or misconduct situation. Most determination letters I've seen for layoffs are approvals, so try not to stress too much about denial. The waiting is brutal though - I remember checking my mailbox and online account obsessively every day. Hang in there, it should come through soon!

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@Kolton Murphy Thanks for the reassurance! That really helps ease my anxiety. You re'right - I keep obsessively checking both my mailbox and the online portal multiple times a day. It s'consuming way too much of my mental energy. I appreciate you sharing that layoff claims typically get approved. I ll'try to be more patient and trust the process.

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I'm in a similar situation - filed my claim 10 days ago after being laid off and still waiting for the determination letter. The uncertainty is really stressful, especially when you're trying to budget and plan for the weeks ahead. From what I've been reading online, it seems like NYS DOL is still dealing with backlogs from the pandemic era, which might be contributing to the delays. I've been trying to stay patient but it's hard when bills are piling up. Has anyone tried reaching out to their local assemblyperson or senator's office? I heard sometimes they can help expedite things or at least get you a status update.

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That's actually a really good suggestion about contacting your assemblyperson or senator's office! I hadn't thought of that approach. I'm also dealing with the same waiting game - filed about 2.5 weeks ago and still nothing. The budgeting stress is real when you don't know when (or if) that first payment will hit. I've been putting off some non-essential expenses but the essential bills keep coming regardless. Did you find any specific contact information for reaching out to local representatives about unemployment issues?

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Just went through this myself. The weekly benefits helped but honestly the job search resources were more valuable long term. They connected me with a career counselor and helped me update my resume. There are also workshops on interviewing and networking. If you're in certain industries they might approve retraining programs too. The whole process took about 3 weeks from filing to getting my first payment.

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One thing nobody mentioned - you have to report ANY income you earn while collecting, even if it's just a few hours of freelance work. They'll reduce your benefits dollar for dollar over a certain amount. And if you don't report it and they find out later, you could owe money back. NYS Department of Labor is pretty good at catching unreported income so be honest on your weekly claims.

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What's the threshold before they start reducing benefits? I might pick up some part-time work while looking for full-time.

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@Carmella Fromis In New York, you can earn up to $504 per week or (25% of your benefit rate, whichever is higher before) they start reducing your unemployment benefits. Anything above that amount gets deducted from your weekly benefit payment. So if you re'getting the maximum $504 weekly benefit, you could earn about $126 in part-time work without any reduction. Just make sure to report all earnings honestly when you file your weekly claim.

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I tried to get into one of these programs six months ago and it was such a nightmare dealing with NYS Department of Labor. They kept asking for more documentation and then when I finally got approved the program was full. The whole system is designed to make you give up honestly.

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That's so frustrating! I had trouble getting through to someone at NYS Department of Labor about training programs too. If you're still struggling to reach them by phone, I used a service called Claimyr that helped me get connected to an actual agent. Check out claimyr.com - they have a video demo at https://youtu.be/qyftW-mnTNI that explains how it works. Made the whole process way less stressful.

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Just to add - there's also something called WIOA (Workforce Innovation and Opportunity Act) funding that can help with training costs. It's separate from regular unemployment but you can sometimes combine them. Your local workforce development office would know more about what's available in your area.

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Thanks everyone! Sounds like I need to contact my local Career Center to get started. Hopefully they can explain all these different programs better than the website does.

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