acallwood

6 ms·

1.
by acallwood 10y ago
Hey thanks for the feedback! We're building a small network of CPAs to allow you to get feedback in real time on some of our more nuanced tax question. Expenses and deductions you can expect to see down the road as well!
2.
by acallwood 10y ago
Yep. Digit takes cash out of the back end, whereas we focus on helping you squirrel it away up front before you see it.
3.
by acallwood 10y ago
Currently these accounts do not earn interest. This may change in the future, however!
4.
by acallwood 10y ago
Thanks for the feedback! FWIW, with Painless, your money is always accessible to you as it's in an FDIC Insured savings account. If (heaven forbid) we're not around in the long term, your cash is insured up to $250,000 and your ne
5.
by acallwood 10y ago
Hi there! It's free for now as we offer perks for signup. We'll shortly roll to a subscription based service for access to tax withholding. We'll also introduce some premium features down the road to continue automating the t
6.
by acallwood 10y ago
Love what you guys are doing and would love to chat sometime, Trent! hello@painless1099 will do it if you're interested!
7.
by acallwood 10y ago
+1 =)
8.
by acallwood 10y ago
Hi gents - a little late to the party here, but yeah, tommynicholas is absolutely right here. We help you open an account with our bank (Lincoln Savings Bank) and your money goes into an account in your name at LSB. If anything were to happ
9.
by acallwood 10y ago
Hey guys! We're pretty familiar with the zen99 crew. For the most part, they were thinking about the same world as we are, but were tackling the problem a little differently. I think as founders, we have a really bad habit of pretendin
10.
by acallwood 10y ago
Awesome to hear! We can't wait to have you!
11.
by acallwood 10y ago
You're totally right here, the time it takes for ACH to process is a tough wait. We're working on a few ways to speed up the process, but the way we think about it right now is that waiting an extra day or two is better than owing
12.
by acallwood 10y ago
It's really the automation part that we drilled down on. To be honest, we love QBSE and don't consider them competition as much as we see them as a compliment to what we do. Tracking your tax obligation is great, but we take it a
13.
by acallwood 10y ago
Yep - this is pretty tough for the majority of independent contractors. Simply figuring out how much to save is the first issue, but the larger issue is ACTUALLY separating funds from your regular checking account so you don't spend th
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by acallwood 10y ago
Totally right - We withhold exactly the amount you need to set aside, as opposed to just blindly ballparking it as we've all done at some point (if we separated taxes at all). Taking the guesswork out of the amount we should be setting
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by acallwood 10y ago
1) https is life. 2)We are NOT from Nebraska, but we found an awesome tech-forward bank in Lincoln Savings Bank who saw a pain point in the 1099 world and got really excited about helping us build out a tax solution. 3) We don't automa
16.
by acallwood 10y ago
Our planned price point rolling out of beta will be $9.99 monthly, which puts you right in the $120 annual range as you mentioned. And you're absolutely right, we don't remove the need to have a CPA, we DO, however, reduce the tim
17.
by acallwood 10y ago
There are a handful of people who are in the same boat you are and handle their taxes on their own with no problem. That said, for the vast majority of us, setting money aside and not touching it is really (like, REALLY) hard. Painless gets
18.
by acallwood 10y ago
Connecting two existing personal accounts is something we've considered, but we've found that this doesn't necessarily help saving from a user perspective. The majority of our users love that they now have an account that is
19.
by acallwood 10y ago
Thanks for the feedback! We're going to be charging a subscription fee down the road, but right now we're just stoked to be sharing our build with the world. Anyone singing up in Beta will get free withholding for life, which is a
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by acallwood 10y ago
We're fans of Free Tax USA. They have a pretty solid self-employment offering, but we found that we still run into the issue of having to manually save throughout the year for our tax obligation. If anything, we've always thought
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by acallwood 10y ago
Totally - We handle withholding for your Federal AND State obligations. We collect a bit of information from you when you sign up and then our algorithm crunches based on your income and location. As far as quarterlies go, we pass along rem
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by acallwood 10y ago
We'd love to have you this year. One of my partners got slammed with something like a $15,000 bill two years ago. That was the impetus for building out a platform to automate what's typically a pain in the ass.
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by acallwood 10y ago
Yep. I'm one of the founders and we all run our payments through Painless. True story - our accountant sent me my personal bill last week and I had a heart attack until I remembered I have an account with cash in it specifically FOR my
24.
by acallwood 11y ago
Hey fellas, ACe here from Painless1099 (www.painless1099.com). We automate tax withholding/filing for anyone earning 1099 income (think: freelancers and Uber drivers.) We're thinking through growth specifically right now and are c
25.
by acallwood 11y ago
Thanks!
26.
by acallwood 11y ago
Just the standard: You created a startup application. You submitted your application. with no additional information (just to clarify) or nothing at all? ?
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by acallwood 11y ago
Rejected folks: when you go to https://apply.ycombinator.com/ does it say anything?
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by acallwood 11y ago
When you go to apply.ycombinator.com does it say anything?
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by acallwood 11y ago
Head up!
30.
by acallwood 12y ago
Thanks @Deinos! Although, I'd agree with Tommy that the site itself IS silly - it's like dead stupid simple if we're being honest. Hell, as the co-founder I called Coffitivity ridiculous before we ever started building. That

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