Chapter XXXIII: Past and Future Issues with Self-Employment Taxes When Doing Uber Eats & DoorDash

Maybe it’s still inevitable that death and taxes are still inevitable, even if the latter is now potentially on the chopping block. And perhaps death can be overcome someday under certain circumstances. While the chances are possibly lesser than 50/50 President Trump will eventually eliminate American income taxes, let’s assume taxes (including self-employment taxes) are still going to be around for a while. DoorDash and Uber Eats will most definitely still warn you about that.

One thing I learned as a freelance writer before the Uber/DoorDash days was, self-employment taxes are a massive head scalp. If you make up to $30,000 or $40,000 per year with your own business, you can expect to pay about $3,000 annually in non-withheld tax. While I paid a little less with DoorDash and Uber, it was still expensive. The IRS continues to think you can pay all that in quarterlies, due four times per year. But, when other expenses get in the way, it’s often challenging to pay even those amounts.

It’s one thing to think about, seriously, if you start working for DoorDash. Some people with no experience paying SE tax still don’t realize you’re an independent contractor when delivering food & drink. And this often gets people into tax debt, something I admit happened to me. 

Don’t sit around assuming the IRS and/or income taxes are going to become extinct before the end of 2025. If you’re adamant on doing Uber Eats or DoorDash to make extra money, it’s time to plan a self-employment tax strategy until further notice from the President of the United Taxable States.

Let’s dive into what you might have to pay, how to lessen that amount, and what taxes may look like in a future DoorDash world.

Will You Have to Pay $3000 in Self-Employment Taxes?

Yes, it’s very possible you’ll have to pay in the neighborhood of $3,000 if you do Uber or DoorDash a lot. I met a few people during my Dashing times who told me they did DoorDash as their main job. You really shouldn’t, despite the extreme temptation thanks to the freedom of working your own hours and driving open roads. 

I learned the hard way that making money while working from home or via car has a steep tax price. You’re basically chained to the U.S. economic system of having to work for a company (mostly on-site in their workplaces) if you want your taxes withheld.

This was one reason I had to start working for Amazon after working as a freelance writer for 15 years. Anyone who’s gone through self-employment tax hell probably made the same moves due to the 15% SE tax bracket.

Again, just don’t do DoorDash as your only job since you’ll likely end up making far too much money that’ll be taxed. Your best bet is to just make it a side gig with another job. The ideal sweet spot is to simply do DoorDash once per week on a day off. This can fill in well to help you make extra income without getting a steep tax bill by the following April.

There’s still many who do Uber and DoorDash more than three days, though. If you insist on this, be sure to set aside money to pay your quarterlies. This can be a major challenge if you have other expenses you have to pay each month. Unless you have some money set aside for emergencies (and many don’t nowadays), I recommend not doing DoorDash beyond one or two days.

Just keep in mind Uber and DoorDash will ultimately try to push you to deliver as often as possible. Much of that is corporate hype, though it’s entirely up to you based on what you need to do. In the chance you have no choice but to use DoorDash as a means of making money, the best scenario is to work out a payment plan with the IRS after you get the tax bill. This is something I had to do. Fortunately, the IRS became more like a kind uncle in recent years in helping you set up long-form, time payment systems. 

With major IRS cuts recently, however, perhaps the existing agents aren’t as kind as they were over the phone.

What About Adding Tips to Your Taxable Income?

The recent “No Tax On Tips Act” in Congress leaves it open now to many employees being able to write off tips as an exemption rather than part of income. While President Trump will supposedly sign this if it passes in both houses of Congress, it’s only designed for restaurant and hospitality workers. Because Uber and DoorDash deliverers are independent contractors, no taxes on tips there won’t yet apply.

Yeah, you probably just scoffed at that piece of info. It also broaches another discussion on whether you should report any tips you get from DoorDash when filing your taxes. If you’ve already done Uber or DoorDash, then you know most customers tip through the app. With this, any tips you get are already on record and added as income.

Once in a while, though, you’ll get tips in cash from your customers. During a delivery run to an outside town here in the valley of Oregon, I received a $100 cash tip from two women who realized I had to drive a bit of a distance to get there. “That was a long fucking drive, right?” One of the women said. “Yeah”, I uttered while my eyes bulged out at the sight of a hundred dollar bill in the other woman’s hand.

It’s cash tips like this that bring a lot of ethical debate when filing your taxes. Considering it’s cash, some might say it’s all under the table and doesn’t apply. Tax professionals will say you absolutely need to report cash tips in the chance the IRS audits you. Others may even say the chances of you being audited are slim, unless you’re making $100,000 per year as a Dasher.

In this case, I say it’s up to you whether to report cash tips. Most of the cash tips I made while delivering were generally from a few bucks to $10. Only occasionally did I receive bigger cash amounts from wealthy families living in the hills of my city.

One thing for sure is that any tips added through the apps will pump up the income you make. Just going by the base pay would otherwise lessen your earnings by far.

What is the Future of Self-Employment Taxes While Doing Uber and DoorDash?

I’d lobby tirelessly (if having the time) to abolish self-employment taxes in general. But I don’t think they’ll ever go away, unless income tax is abolished while Trump is in office. Those of you who do Uber or DoorDash over the coming year or beyond will likely still have to pay SE tax on every penny you make.

By chance income tax goes away, it might attract more people to sign up to deliver for Uber Eats and DoorDash. The only reason many people still want to do food deliveries is no doubt because they don’t initially realize how deep of a head slice self-employment taxes will give them. 

You might want to know that DoorDash has been lobbying in Congress to get tax exemptions for those earning tips while delivering. The company wants gig workers who work through apps to enjoy the same tax savings as W-2 employees. Their goal is to add this to the “No Tax On Tips Act”, which still isn’t law at time of this writing.

Reportedly, Uber is advocating the same thing for their drivers and deliverers. Just when you thought corporations like this are greedier than ever, they’re morally standing up for the deliverers to at least save on their taxes.

You can probably say that the IRS scares DoorDash and Uber anyway. The more taxes people have to pay on delivery earnings, the least likely anyone else will want to do the same. 

Once the reality of self-employment taxes gets out there, the stats may already show the majority of Uber deliverers and Dashers are those just stuck in it due to inability to have any other job.

It’s best to say use DoorDash and Uber in moderation—something you’d say to all your food and drink recipients. 

In Part XXXIV, I’ll cover detours in making deliveries, something you’ll need to think about if roads are blocked—or blocked by trains—while in a rush to deliver.

Chapter XXXII: The New “Buy Now, Pay Later” Model at DoorDash and the Implications for Deliverers

This segment was originally going to be about self-employment taxes, though now it’s a new breaking news alert on an interesting (if concerning) DoorDash development. It’s about the recent business deal between “Buy Now, Pay Later”, AI-powered service, Klarna, with DoorDash. The intention is to allow more food payment flexibility to economically suffering Americans. And while that might sound like a noble venture, it’s also brought on a lot of deep thinking on social media (yes, really!) about what this portends in the way of adding on to personal debt.

I’m going to dive into this and see what it means for DoorDash customers—though, most importantly, how it affects you, the deliverer.

Based on the recent press release on this deal, both Klarna and DoorDash seem excited at the potential customer convenience. On the DoorDash end, they want people to buy more than just food, with electronics and other spendier things now in the delivery mix. For Klarna, it’s the usual corporate giddiness of being able to partner with a major business partner to up their clout.

Klarna is far from the only “Buy Now, Pay Later” service available. Over the last 5 years, many of these companies have popped up worldwide, with the most familiar to you likely being Affirm, or Apple’s Pay Later. Nearly all let you set up “Pay in 4” installments, some with interest and others not.

I admit to using Affirm a few times, though not for food. It was strictly for more expensive items, like electronics or household products. With Klarna generally ranked third for the most familiar BNPL services, it appears they’re one of the first to venture into allowing later payments for basic food deliveries.

One thing we all know about these companies is that they’re no doubt already being abused. Some people can’t resist putting in a promise to pay later, then renege because they have other expenses to pay, or just don’t have the money.

Let’s look at what that might mean in the way of “food debt” becoming a new depressing issue in America.

Will Americans Abuse the Klarna/DoorDash System?

In a word: Probably. You’ll find those who think these BNPL systems are just loan sharks who let people get into further debt trouble. It’s hard not to argue this stance in a time when economic hardship is at a new high. The divide between being rich and poor is more distinct now than ever, and many don’t even have enough money to buy decent amounts of food.

The idea you can order something from Jack In The Box and pay for it later in the month is far too irresistible. But what happens when someone decides to take risk and just never pays the bill? There may be more people who do that than anyone knows when many want faster fast food fixes.

Not only do fast food restaurants lose money this way, it also hurts DoorDash’s reputation. Plus, you have another little thing that should be the main focus: How does it affect the deliverer financially?

I’d say Klarna should have a provision of taking money out of the customer’s bank account if the bill isn’t paid before the end of the month. Some payday services do this if the loan isn’t paid on the initial due date. All of them also typically take legal action by garnishing paychecks.

The social media world also thinks food debt will become a major new problem in our United States of America. Sure, it sounds improbable, yet lack of any major penalties from Klarna could let the public abuse the system without too much worry. With many already deep in other debt, they may figure food debt is the least of their problems. 

As someone who delivered for DoorDash, I also take aim at what this does in deliverers being properly compensated. There hasn’t been any true clarification on what might happen if customers don’t pay their bill right away. It’s worth a quick look at what this means in terms of base pay—plus tips drivers depend on.

Will DoorDash Deliverers Still Be Paid On Time?

One thing about DoorDash is, with every prior customer being forced to pay in the moment, tips often helped drivers make well over $100 in a day. Once I was at Platinum status, I’d always make at least $100, and usually $120-$130 if delivering six or seven hours. Most of that was based more on tips than just the base pay.

DoorDash doesn’t even mention the drivers in their new press release about the Klarna deal. They just focus it on the customer, which is what they’ve always done anyway. I’d fully expect them to say all deliverers will still be paid the same as they have. The fact that they haven’t makes me wonder if changes are ahead.

Not being paid right away is one of the worst feelings in the world for those who’ve done freelancing work. When I worked as a freelance writer for 15 years, any delayed payment was a big problem. Even though it didn’t happen a lot with me, there were a few times when payments were moved to a week ahead, creating predicaments on getting bills paid on time.

The greatest thing I discovered about DoorDash was the chance to get paid nearly instantly via card transfers. If you had a DasherDirect debit card, all money you made in a day when on that, allowing you to cash in immediately. It was only if you waited for the automatic payment system to pay into a bank account when you had to wait until the upcoming week. Transferring to the DasherDirect card meant a small fee, despite being minuscule. This was worth it just to have the money faster.

With many DoorDash customers no doubt paying later now via Klarna, will deliverers have to wait to get their payments until later in the week or beyond? It’s a valid question to ask considering anyone having to use Klarna is assumed to not have any money…right away. Maybe some have no money at all. 

Yes, this means the immediate tips deliverers enjoyed might not happen right away either. How can a customer leave a tip if they haven’t even paid for their food? The base pay for the order would have to be delayed as well since that’s the approximate amount of the order itself.

Unless DoorDash pays the deliverers ahead of time based on what they think the customer is going to do, it may mean delayed payment systems. It would truly turn into freelancing work where payments are just a gamble or guessing game. And that would make DoorDash far less appealing to do for anyone thinking it over.

In a changing world now where getting paid what you’re worth is becoming far less possible, delayed payments at DoorDash would certainly ruin it for me. I’ve taken a break from it in recent months, though would think twice about returning to it if drivers have to wait to be compensated for a full day’s work.

Unfortunately, some may be so desperate to make money, they’ll willingly go along with this if there’s a guarantee of payment within two weeks or more. Unless you have a solid job where you’re paid weekly (as I fortunately do), some people may have to deal with shit just to have the convenience/freedom of Dashing.

This is a mere vent based on what’s out there right now. I’ll do a follow-up if I see evidence to any DoorDash deliverer pay changes. As of this publication, however, I’m expecting something different to payments is going to happen based on customers no doubt being all over the Klarna method.

It just seems unlikely DoorDash would pay the deliverer the same as before if a customer hasn’t paid for their food in full. Corporations would never take such a risk without losing money themselves. 

Now, maybe Klarna employed some mob-like figures who’ll knock down the doors of those who don’t pay their food bills. DoorDash should do the same to at least ensure a payment within a week. After all, they do have phone agents who sound like CIA agents. Hearing that on the phone is intimidating enough, believe me.

I’ll plan to cover this topic numerous times based on info I gather, and/or my own experiences if Dashing again soon.

Part XXXIII will now revert back to the self-employment taxes issue originally intended for this space.

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