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My Stripe Tax Story

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Re: My Stripe Tax Story

#241
post #70

I actually thought Stripe did decently here, there were periods of silence which sucks. It's odd that you feel they are obligated to explain their internal processes with you? Things they did right: 1. Immediately acknowledge the issue and raise it to a Specialist. 2. Give you a work-around, so that you don't need to be blocked. 3. Engage the lead PM, to speak to you, to address your concerns. 4. Fix the documentatio…

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Re: My Stripe Tax Story

#242

There is a massive chasm between Stripe's perceived (for a lack of a better term) awesomeness vs the actual reality. I don't think I have ever had an actual good experience with Stripe Here is a couple of examples - The account manager assigned to us was absolutely horrible. Would not answer emails. Getting information out of him was like pulling water from stone. And our business is a global company with annual reve…

Not good. Can you email me those details at edwin@stripe.com and we can look into what went wrong?

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Re: My Stripe Tax Story

#243
post #226

Earlier quoted context omitted.

Not just the “TurboTax” lobby, but also a strong contingent of anti-tax conservatives. One of their approaches to gain sympathy to their cause is to keep making taxes hard. If taxes are hard, the general population will want less of them.

That's not fully true. There is also a contingent of people who like to use the the tax code as a mechanism of policy apart from efficient collection of revenue. Tax credits for education, clean energy, penalties, small businesses, mortage interest, each one of those one-off changes adds complexity, and in total ultimately can make the process dramatically more difficult.

In the US that's mostly because that's the biggest lever the Federal government has to pull. The power to legislate things within states directly is mostly devolved to the states so Congress mostly has the tax code to point a firehose of money to incentivize things. It's why the Affordable Care Act hinged on the individual mandate initially, all the regulation of healthcare legally depended on the existence of a tax to put it in Congress's legal authority.

Re: My Stripe Tax Story

#244
post #189

Earlier quoted context omitted.

Your dad sounds awesome. If your dad loves the work, okay cool. But your effective implication is you cannot have anyone else do this, which is obviously absurd because there are companies much much larger than either of ours that pull it off. The key point is not "the owner has to do it", it's someone has to be held responsible for this. For smaller businesses, it's likely the owner. For someone like your dad's, it'…

To a point, yes. I mean, bikes have changed a ton in 51 years and I guarantee you my dad would struggle to work on the newfangled high end high tech stuff, nor would he be the guy that you'd want to professionally fit you to your new road bike. He's got people on the payroll who do that, for sure. Bookkeeping is different, though. He's actually been defrauded by a bookkeeper in the early 1980s. I don't know the detai…

> and don't verify regularly

I think that's it really - you need to have checks and balances on all things (including yourself imo as the boss).

Personally I would not want to be double-checking receipts every day (and with 100 employees, the volume is likely significant), but if he enjoys it, that's all that matters eh!

Re: My Stripe Tax Story

#245

Earlier quoted context omitted.

> It's funny that, with the importance of tax to government revenue, why do governments not make a habit of funding/creating really high quality tax software for businesses/individuals to use? Because there is a strong lobby that prevents it. https://www.propublica.org/article/inside-turbotax-20-year-f... Money has too strong a foothold in American politics. (In other countries too, but especially in the land of the…

Not just the “TurboTax” lobby, but also a strong contingent of anti-tax conservatives. One of their approaches to gain sympathy to their cause is to keep making taxes hard. If taxes are hard, the general population will want less of them.

One could make taxes very easy in a way that would definitely boost the popularity of the anti-tax crowd. Makes taxes a single bill sent out at tax time. No tax collections, not withholdings, etc. You get a bill, you log into an IRS website, enter in the information for donations, dependents, etc., and you get your final bill you have to pay. IRS can even prepopulate that data for you and just have you sign off or make any needed modifications.

You can streamline the process and at the same time turn it into a single bill that would be much more shocking to tax payers than the current situation where they often get either a refund or a small bill.

Re: My Stripe Tax Story

#246

Earlier quoted context omitted.

You’re absolutely right and to be clear, my dad also pours over data roll-ups, charts, etc., but he’s never stopped looking at receipts. It’s a habit he’s had since the 70s. Back in the day, he used these electro-mechanical cash registers that had very loud typewriter-like receipt printers. At the end of the day, the manager would run the journal and my dad—-in his office across the store—tell you what kind of a sale…

There's a persistent meme on HN that it's straightforward to make a business that "runs on autopilot", with no human intervention. I'll admit that such a business is possible, but I'm deeply skeptical of the durability of such a business. I'd much rather bet on a business owner like your dad, who's deeply involved. Sounds like your dad's receipt reading was a great habit to have, and paid dividends far outside of jus…

LOL, it's true. The idea of the quick exit is also part of the HN culture and I think that would be very foreign to people like my dad. People who build small but profitable, businesses and run them for the long-term are underappreciated in the tech world. I don't know about you but if I was building a SaaS, I'd be looking for the tech equivalent of In-n-Out Burger: something you build and spend most of your time making sure that it does the same thing consistently for years on end, and just enjoy the profits and dependability.

Re: My Stripe Tax Story

#247
post #164
post #142

Things like this are why I do this internally and just use stripe and other payment providers for actually charging the customer. Granted it's a pain in the arse but you only need to set it up once and occasionally adjust the tax rates as they change. IMHO stripe has become far too complex and people are relying on them for a critical part of their products without a fallback. I've seen a few occurrences lately where…

Who are you using as a backup payment provider? Have you been able to get Stripe to export your clients card data and ACH details to your backup processor? Curious as I'd love to have automated payment provider redundancy and replication for recurring invoices. https://stripe.com/docs/security/data-migrations/exports

It doesn't particularly matter. PayPal is a simple alternative (granted they have their own issues but it's unlikely both Stripe and PayPal will crap out at the same time). For recurring subscriptions it is a challenge since you'd need people to pay manually if you switched payment provider but for e-commerce that runs off one off payments it's no problem.

Re: My Stripe Tax Story

#248
I had a similar horror story with Stripe recently where several customers got billed via payment methods that were explicitly disallowed on the subscription object. This cost us loads in unnecessary fees.

When I reached out to support, I also felt insulted and like I was begging my cable company to refund the $5 they owed me. They refused to acknowledge that their product is broken or take any blame.

I'm honestly just waiting for a good Stripe alternative to pop up so they can't get away with these product issues and bad customer support policies so easily.

Re: My Stripe Tax Story

#250

The fact that it took the writer three months (!) to spot this problem sets up a situation (IMO) in which swearing for effect in a chat session is out of the question. It's partly on him. Anything to do with money and tax internationally is complex, and it should be monitored at least until you know it works, e.g. put dates in your diary to check your first international customers paid the right tax? I must say, the…

You might check out the feature below to allow for time acceleration, it is fairly new.

https://stripe.com/docs/billing/testing/test-clocks

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