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Aidan Percy

Cost basis question: What happens to cost basis when transferring shares in kind from Coverdell account?

I've been managing my daughter's education expenses through her Coverdell ESA, but this year I ended up paying her college tuition directly from my personal brokerage account instead of the Coverdell. Now I need to do a distribution from the Coverdell to reimburse myself. I'm trying to figure out the smartest way to handle this. I see two options: 1) Sell the stocks in the Coverdell, transfer the cash to my brokerage account, then buy stocks again 2) Just transfer the shares in-kind from the Coverdell to my brokerage account The second option seems much more straightforward, but I'm confused about what happens to the cost basis if I do a direct transfer of shares. Would the cost basis be the original purchase price in the Coverdell? Or would it reset to the market value on the day of transfer? If the cost basis gets reset, it might actually be cleaner to just sell everything in the Coverdell, move the cash, and then rebuy in my brokerage account. Any insights on how this works for Coverdell distributions?

When you transfer shares in-kind from a Coverdell ESA to reimburse yourself for qualified education expenses, the cost basis for those shares in your brokerage account will be the fair market value on the date of the transfer. This is because the distribution from the Coverdell is considered a tax-free distribution (assuming it's for qualified education expenses). Essentially, it's as if you sold the shares in the Coverdell (tax-free) and then immediately repurchased them in your brokerage account at the current price. Your new cost basis becomes the value on the transfer date. Either option works from a tax perspective, but the in-kind transfer saves you from potential trading costs and eliminates any time out of the market that might occur with selling and rebuying.

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Wait, so does that mean there's no tax advantage either way? I'm in a similar situation with my son's Coverdell and was thinking selling would trigger some kind of taxable event that an in-kind transfer would avoid.

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There's no tax advantage or disadvantage either way as long as you're using the distribution for qualified education expenses. Coverdell distributions for qualified expenses are tax-free regardless of whether you take them as cash or as securities. The main advantages of the in-kind transfer are operational - you avoid trading fees, potential bid-ask spreads, and any market movements that might occur between selling and repurchasing. Plus it's just fewer transactions to manage overall.

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I went through almost the exact same situation last year! I was paying my son's college expenses and getting confused about the best way to handle Coverdell distributions. I ended up finding this amazing AI-powered tax tool called https://taxr.ai that actually helped me understand all the implications. They have this feature where you can upload your Coverdell statements and it lays out all your distribution options with the tax implications for each. It confirmed what was said above - the cost basis resets to fair market value at transfer - but also helped me document everything properly for tax time. It even generates a report that explains the qualified expense justification in case of audit.

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That sounds useful, but how exactly does it work? Does it actually connect to your accounts or do you just upload statements manually? I'm always a bit nervous about giving financial account access.

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I've never heard of this. How long did it take to get answers after uploading your docs? I've tried other "AI" tools that were basically just a chat interface with canned responses.

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You don't need to connect any financial accounts - you just upload PDF statements or screenshots. I typically take screenshots of my education expense receipts and Coverdell statements and upload those. It's very secure. It's pretty fast - usually within minutes. It's definitely not canned responses. What impressed me was that it could actually read the specific stocks I held in the Coverdell and gave me personalized advice about which ones made more sense to transfer vs. sell based on their appreciation and my specific tax situation. It even caught that one of my expenses wasn't qualified when I thought it was.

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Just wanted to follow up - I tried that https://taxr.ai tool someone mentioned above for my daughter's Coverdell situation. Actually saved me from making a big mistake! I was about to transfer some stocks that had significant losses, and the tool pointed out I'd be better off selling those inside the Coverdell (where the losses don't matter) and transferring different shares instead. Their explanation about cost basis reset on transfer was super clear too. Ended up doing a mix of cash and in-kind transfers based on their recommendations. Definitely worth checking out if you're dealing with education accounts.

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For anyone still stuck on hold with the IRS trying to get clarification on Coverdell distributions (like I was for HOURS), I finally found a service called Claimyr that got me through to an actual IRS agent in about 15 minutes. Their website is https://claimyr.com and they have a demo video at https://youtu.be/_kiP6q8DX5c showing how it works. They basically navigate the IRS phone tree for you and call you back when they've got an agent on the line. The IRS agent confirmed everything about the cost basis reset on transfer and gave me some additional tips about documentation I needed to keep for the distribution.

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How does that even work? How can they get through when nobody else can? Sounds fishy to me.

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I've tried calling the IRS for 3 weeks about my Coverdell question. No way they can actually get through when the IRS says wait times are 2+ hours. What's the catch? Do they charge a ton for this?

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They use some kind of system that continuously redials and navigates the phone tree automatically. It's basically doing what you would do manually but with technology. When they get an agent, they connect you directly to that agent - you actually talk to a real IRS person. Nothing fishy about it - I was skeptical too, but it worked exactly as advertised. They just solve the frustrating problem of getting stuck on hold forever. Once you're connected, it's just you talking directly with the IRS agent like normal.

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Ok I'm honestly shocked. After posting my skeptical comment yesterday, I decided to just try the Claimyr thing since I was desperate. It actually worked! Got through to an IRS agent who specialized in education accounts within about 20 minutes. The agent confirmed everything about the cost basis reset on Coverdell transfers and gave me some extra tips about keeping documentation of the qualified expenses. They said to keep proof that I paid the expenses from my personal account within the same tax year as the distribution. Saved me hours of frustration and now I feel confident about doing the in-kind transfer of shares. Going with that option since it seems cleaner than selling and rebuying.

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Just want to add - don't forget about the time limits for Coverdell ESA distributions. You need to take the distribution in the same tax year that you pay the qualified education expenses. Since you already paid the tuition from your brokerage, make sure you do the distribution before December 31st if the expenses were paid this year!

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Thanks for the reminder about the timing! I paid the tuition in August, so I still have time to get the distribution done this year. Do you know if there's any specific documentation I should keep to connect the dots between my personal payment of the tuition and the subsequent distribution from the Coverdell?

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Definitely keep copies of the tuition payment receipts showing they were paid from your personal account. Also save the distribution statement from the Coverdell showing the date and amount. It's a good idea to keep a simple spreadsheet or document that maps the qualified expenses to the distributions, especially if you don't distribute the exact amount at once. This makes it really clear that the distribution matches qualified expenses if questions ever come up.

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Has anyone calculated whether there's actually any market risk in selling and rebuying vs doing the in-kind transfer? I keep hearing that time out of market is a concern but for a same-day sale and purchase, how much could prices really change?

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Even same-day trades can see significant price differences. I did this last year with some tech stocks for my kid's college expenses and ended up losing about 1.2% between sell and buy prices due to an afternoon market drop. Doesn't sound like much, but on $15,000 that was almost $200 lost for no reason.

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Great question about the market risk! I actually went through this exact calculation when I did my son's Coverdell distribution last spring. For individual stocks, the risk can be pretty significant even intraday - especially if you're dealing with volatile securities. But even with stable dividend stocks, I found the bid-ask spread alone could cost me 0.1-0.3% on each transaction (sell + buy = double hit). The bigger issue I ran into was timing - even though I planned to sell and rebuy the same day, my Coverdell custodian took 2 business days to process the distribution request, and then another day for the cash to settle in my brokerage account. So I was actually out of the market for 3 days, during which one of my holdings went up 4%. The in-kind transfer took the same 2-3 days to process, but the shares were never actually sold, so there was zero market risk. That sealed the deal for me - the operational simplicity plus eliminating any market timing risk made the in-kind transfer the clear winner. Just make sure your custodian supports in-kind transfers for the specific securities you hold. Some have restrictions on certain types of investments.

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This is really helpful insight about the processing delays! I hadn't considered that the custodian might take several days to process either type of distribution. That 3-day market exposure risk you mentioned is exactly the kind of thing I was worried about. Quick question - when you say "make sure your custodian supports in-kind transfers for the specific securities you hold," are there common types of investments that typically can't be transferred? I'm holding mostly ETFs and some individual blue-chip stocks, so I'm hoping those would be straightforward to transfer.

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