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Downsides of implementing CARES Act student loan repayment benefit for employers?

I graduated last year with a mountain of student debt. Some of my private loans have variable rates that hit almost 11%, so I'm doing everything possible to pay them down quickly. I recently joined a tech startup and asked our HR department if they could redirect $5250 of my signing bonus toward my student loans under the CARES Act student loan repayment benefit. This wasn't something offered in my original package, and now they're saying they can't implement it just for me. According to HR, there are "lots of conditions and approvals" needed to set this up company-wide. I get that there's administrative overhead to implement any new benefit program. I also understand that employees without student loans might feel left out since they wouldn't qualify for this particular benefit. But beyond these issues, are there other drawbacks (financial, legal, compliance, etc.) that would make a company hesitant to offer this benefit? My understanding is that since it's part of the CARES Act, it shouldn't cost the company anything extra financially. I figure several of my coworkers would appreciate saving $1000+ annually in taxes to help with their student loans. One potentially complicating factor: though I work for the startup directly, I'm technically employed by the parent company (a multinational with 1500+ employees overseas). The startup itself is still in early stages of development. Any advice would be greatly appreciated!

Julia Hall

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From the employer perspective, there's another issue nobody's mentioned yet. If they start offering this benefit to you, other employees will inevitably ask for different specialized benefits that help their specific situation. Some might want childcare assistance, others might want housing allowances, and others might want additional retirement matching. Once you open that door of customized benefits, it's hard to close it without seeming arbitrary about which needs the company chooses to accommodate.

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Lydia Bailey

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That's a really good point I hadn't considered. Do you think it would help if I framed it as an option the company could offer to everyone rather than just for my situation? Maybe present research on how many employees might have student loans?

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Julia Hall

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Approaching it as a company-wide benefit is definitely the better strategy. Do some research on companies in your industry that offer this benefit and how they implement it. Gather data on average student loan debt for professionals in your field and typical program structures. Then create a brief proposal showing the potential impact on employee retention and recruitment. Many companies find that student loan assistance programs significantly improve their ability to attract and retain younger talent, which often provides ROI that exceeds the program costs. Frame it as a competitive advantage rather than a personal accommodation.

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Arjun Patel

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One thing to consider - companies can structure this benefit in different ways. Instead of redirecting your signing bonus (which is already committed compensation), see if they'd be open to a program where they match student loan payments up to a certain amount each month. My employer does a $100/month match for student loan payments, which doesn't hit the $5250 max but is more manageable from their administration standpoint. They started small to test the program before potentially expanding it.

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Jade Lopez

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The matching approach is smart. My company started with $50/month matching and it was popular enough that they increased it to $200/month the following year. Much easier for them to implement than lump sums.

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Something else to consider with two full-time jobs - it's not just about taxes but benefits too. I did this last year and discovered some weird overlaps: - My second job offered health insurance but I was already covered at my main job - 401k contribution limits apply across ALL your jobs combined (found this out the hard way) - PTO management becomes a nightmare juggling two schedules - You might hit Social Security tax limits and see a bump in later paychecks Just make sure you're looking at the whole picture. The extra money was nice but I was basically working 70+ hours a week and barely had time to spend any of it. Ended up quitting the second job after 5 months.

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Did you have any issues with either employer finding out about the other job? I'm thinking about doing this but worried my main job might consider it a conflict of interest or something.

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I didn't have any direct issues because the jobs were in completely different industries (office admin work during weekdays and retail on evenings/weekends). Neither company had policies against outside employment. However, I did almost get caught once when I had to call out sick from my weekend job and my manager there tried to reach me during a weekday meeting at my main job. I'd definitely recommend checking your employment contracts first. Some companies do have clauses about outside employment, especially if it could be considered a conflict of interest or if they think it might affect your performance.

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Javier Torres

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The real hack here is adjusting your tax withholding correctly. Go to the IRS withholding calculator online, enter your info from BOTH jobs, and it'll tell you exactly what to put on your W-4 forms. I worked 2 full-time jobs for about 9 months in 2023 and actually got a $1,200 refund because I set everything up correctly from the start. The key is to select "Multiple Jobs" on your W-4 and possibly have extra $ withheld from each check. Don't listen to people who don't understand how tax brackets work. You'll never lose money by making more money. A higher tax bracket only affects the portion of income above that threshold.

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Emma Davis

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I tried using that IRS calculator thing and got super confused. It asked for way more information than I had available. Is there a simpler way to figure this out?

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Has anyone used tax software to figure this out? I tried entering a similar expense in TurboTax for my home business and it wasn't clear where to put it.

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I use H&R Block software and there's a specific section for home office/business property expenses. For tree removal that threatens the structure, I listed it under "repairs and maintenance" and then applied my business use percentage.

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Pedro Sawyer

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Has anyone used a property improvement like tree removal as a direct materials cost if you use the wood in your woodworking business? I had a similar situation and my accountant let me fully expense the tree removal because I milled the wood for inventory. Might be worth considering if the trees are a usable species.

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Mae Bennett

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That's brilliant! What documentation did you need to provide to make that work? I'm guessing you'd need to show the wood was actually used in products?

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Freya Larsen

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Unpopular opinion maybe but I think we DO have a say in where our tax dollars go - it's called voting! We elect representatives to make these decisions. If you don't like how money is spent, vote for candidates who share your priorities. The problem is most Americans don't bother researching candidates' positions on budget priorities. They vote based on a few hot-button issues or party loyalty without looking at actual budget proposals.

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Omar Hassan

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Voting barely matters tho. Both parties spend crazy amounts on military and corporate subsidies no matter who wins. The choices we get are so limited and once they're in office they do whatever lobbyists want anyway.

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Freya Larsen

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Voting absolutely matters, but you need to look beyond just the presidential race. Congressional, state and local elections have huge impacts on how your tax dollars are spent. In fact, a much higher percentage of your state/local taxes go to things that directly affect your daily life. You're right that there's bipartisan agreement on some big spending categories, but there are still significant differences in budget priorities between parties and individual candidates. The key is getting involved in primaries and supporting candidates who align with your spending priorities. Democracy isn't a spectator sport - it requires active participation beyond just complaining.

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Chloe Taylor

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Has anyone tried writing to their congressman about this? I've heard they sometimes respond if enough constituents bring up the same issue.

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ShadowHunter

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I actually did this last year! I wrote to my representative about wanting more transparency in tax spending. Got a form letter back with general budget info. Not super helpful but at least they logged my concern.

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Melody Miles

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Don't forget that even if you need to file taxes on scholarship money, as a student you might qualify for education tax credits! I'm a college junior and I claim the American Opportunity Tax Credit every year - it's worth up to $2,500, and up to $1,000 of that is refundable (meaning you can get it back even if you don't owe any taxes). You need to have qualified education expenses and be enrolled at least half-time in a degree program. Even with only scholarship income, it's worth filing to get this credit!

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Doesn't the American opportunity credit have some restrictions? I thought you can only claim it for 4 years total? And isn't there an income limit before you can't claim it anymore?

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Melody Miles

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Yes, there are restrictions. The American Opportunity Credit is limited to 4 tax years per eligible student. So if you've already claimed it for 4 years, you can't claim it again, even if you're still in school. There is indeed an income limit - for 2025, the credit begins to phase out when your modified adjusted gross income reaches $80,000 ($160,000 if married filing jointly) and is completely phased out at $90,000 ($180,000 for joint filers). But for most students with only scholarship income, this won't be an issue since their income typically falls well below these thresholds.

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Eva St. Cyr

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Quick question - if I'm claimed as a dependent on my parents' taxes, can I still file my own return for my scholarship income? Or does all my income get reported on their return?

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Sofia Peña

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You should still file your own tax return if you meet the filing requirements, even if you're claimed as a dependent on your parents' taxes. Your scholarship income is your income, not theirs. Being claimed as a dependent just means you can't claim yourself as an exemption, and there may be limits on certain credits you can claim. But you'll still report your own income on your own return. This is particularly important with scholarship income because only you can determine which portions were used for qualified expenses versus living expenses.

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