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I've been through the NY unemployment system twice (2023 and 2024) and learned the hard way about documentation. Here's my current system that's bulletproof: 1. **Weekly folder structure**: I create a new folder each week labeled "Week of [date]" with subfolders for applications, confirmations, and follow-ups. 2. **Real-time logging**: I fill out the WS5 form AS I apply, not at the end of the week. This prevents forgetting details. 3. **Activity diversification**: Monday = online applications, Wednesday = networking/LinkedIn outreach, Friday = skills development or job fair research. This ensures I hit different activity types. 4. **Screenshot everything**: Application confirmations, job posting pages, email receipts, even LinkedIn connection requests. If there's no confirmation page, I screenshot the "application submitted" message. 5. **Follow-up tracking**: I set calendar reminders to follow up on applications after 1 week, which counts as additional activity. The most important thing I learned: treat this like a part-time job. Spend 2-3 hours each day on legitimate job search activities and document EVERYTHING in real-time. It's way easier than trying to reconstruct weeks of activity later. Also, pro tip: the NY DOL considers informational interviews as networking activities. Reach out to people in your field for 15-minute coffee chats - it's great for job searching AND counts toward your requirements.
This is exactly the kind of systematic approach I needed to see! I love the idea of diversifying activities by day of the week - that's so much smarter than my random approach. Quick question about the informational interviews: do you reach out through LinkedIn or email? And how do you document those - just screenshots of the messages and maybe notes from the conversation?
This thread has been incredibly helpful! I just finished setting up my documentation system based on everyone's advice. I'm using the WS5 form as my primary tracker and created a Google Drive folder with weekly subfolders like Seraphina suggested. One thing I learned from calling the DOL (finally got through after 2 hours on hold): they said keeping both digital AND physical copies is ideal in case of technical issues during submission. They also confirmed that volunteer work related to your field can count as a networking activity if you're making professional connections. For anyone still worried about past weeks - the agent told me they understand people don't always know the requirements upfront. They look more favorably on claimants who show they're making genuine efforts to find work, even if early documentation is incomplete. The key is being honest and proactive. Thanks everyone for sharing your experiences - this community is a lifesaver when the official resources are so hard to navigate!
This is such a relief to read! I've been losing sleep over this documentation issue since I realized I was doing it wrong. The fact that the DOL agent said they understand people don't know the requirements upfront gives me hope. I'm definitely going to implement the physical + digital backup system you mentioned. Quick question - when you called, did they give you any specific timeline for how far back they typically audit? I'm trying to figure out if I should focus on recreating older records or just make sure I'm perfect going forward.
I've been trying to call NYS Department of Labor for weeks to ask about exactly this kind of situation but can never get through to a human. The automated system just tells me to check the website but I want to talk to someone about my specific case.
I had the same problem trying to reach them about reporting issues. Someone here told me about this service called Claimyr (claimyr.com) that helps you get through to NYS Department of Labor agents by phone. They have a video demo at https://youtu.be/qyftW-mnTNI that shows how it works. I used it last month and actually got connected to speak with someone within like 20 minutes instead of calling for days. Really helped me get my questions answered about partial work reporting.
One thing to keep in mind is that Uber Eats earnings can be pretty unpredictable - some weeks you might make $300, other weeks maybe $50 depending on demand and how much you work. This makes it tricky to budget around your reduced UI benefits. I'd suggest starting slow with just a few hours on weekends to see how it affects your weekly benefit amount before ramping up. Also, the Uber driver app lets you track your earnings pretty easily which helps with the reporting requirements everyone mentioned.
That's really smart advice about starting slow! I was thinking about jumping right into doing deliveries every weekend but you're right that the unpredictable earnings could make it hard to plan my budget. I'll probably try just Saturday afternoons for the first few weeks to see how it goes. Does the Uber app show your earnings in real-time or do you have to wait until the end of the week to see totals?
just file asap dont overthink it. the system is confusing enough without worrying about perfect timing
One thing to add - if your sister is getting any kind of notice period where she's still technically employed but not working (like being told she'll be laid off in 2 weeks), she should wait until her actual last day of employment to file. NYS DOL considers you unemployed starting from when your employment officially ends, not when you receive notice. But if she was already laid off yesterday and her employment ended yesterday, then yes - file today! The online system at ny.gov is definitely the way to go, much better than trying to get through on the phone.
THIS HAPPENED TO ME! I made the mistake of filing for unemployment while still getting workers comp and now I owe NYS Department of Labor over $2800 in overpayments. Don't do it! Wait until your workers comp case is completely closed.
I went through something similar a few years ago. The NYS Department of Labor is really strict about this - they consider workers comp and unemployment as two different types of income replacement that can't overlap. Even though it seems unfair when you're struggling financially, trying to collect both can create serious legal issues. One thing that helped me was speaking with a workers comp attorney about potentially negotiating a settlement to close out my case faster, which then allowed me to pursue unemployment benefits. Also, make sure to document everything your employer tells you about light duty positions not being available - you'll need that evidence when you do apply for UI benefits later.
That's really helpful advice about documenting the employer's response to light duty work! I hadn't thought about getting that in writing. Did you have any trouble proving to NYS Department of Labor that suitable positions weren't available when you finally applied for unemployment? I'm worried they might question whether I really looked for work or if my employer actually had options I didn't consider.
Leo Simmons
I'm in a very similar situation - my benefits ended about 3 weeks ago and I've been trying to navigate this maze ever since. Reading through everyone's experiences here has been incredibly helpful! I had a couple of questions for those who've successfully filed new claims: First, when you calculated whether you met the wage requirements from work during your benefit year, did you include gross wages or just net pay? I had some freelance work in October and December but want to make sure I'm calculating it correctly. Second, for anyone who used the Claimyr service to get through to NYS DOL - approximately how long did it take to connect with someone, and were they able to give you definitive answers about eligibility on the spot? I've been hesitant to pay for a service but if it actually works it might be worth it. Also wanted to mention that I found the NYS DOL has some informational webinars listed on their website about unemployment benefits - not sure how current they are but might be worth checking out while waiting to speak with someone. Thanks to everyone sharing their experiences, it's making this whole process feel less overwhelming!
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Hiroshi Nakamura
•Great questions! For the wage calculation, you'll want to use gross wages - that's what NYS DOL looks at for benefit eligibility. So for your freelance work in October and December, include the full amount before any taxes or deductions. Make sure you have documentation like 1099s or invoices to back it up. Regarding Claimyr, I used them a few months ago and it took about 45 minutes to connect with an actual NYS DOL representative. It was worth the cost because the agent was able to look up my specific claim and give me definitive answers about my wage history and eligibility right on the call. They could see exactly what wages were being counted toward my base period calculations. The webinars are a good idea too - I attended one last year and while some info was basic, they did cover the different base period options which helped me understand the alternate base period concept. Definitely keep all your freelance documentation organized before you call or file - having everything ready speeds up the process significantly!
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Luca Ferrari
I'm currently in week 22 of my benefits so this thread is incredibly timely for me! Thank you everyone for sharing such detailed experiences. One thing I'm still confused about - if I do qualify for a new claim based on wages earned during my benefit year, does the new claim start with a fresh 26-week period, or is it somehow reduced based on what I already collected? Also, has anyone dealt with the situation where you're working part-time while collecting benefits and then that part-time job ends right around when your regular benefits run out? I'm wondering if losing that job would affect my ability to file a new claim or if it might actually help by making me fully unemployed again. The timing seems really complicated and I want to make sure I handle this correctly. Really appreciate all the insights shared here - this community has been more helpful than the actual NYS DOL website!
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