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Viewing profile — acallwood

acallwood

HN member
Joined
Mon, Aug 12, 2013, 2:52 PM UTC
HN karma
20
Public activity
35 items

About acallwood

CEO, Painless1099 | Co-Founder, Coffitivity | Former E.I.R, VCU Entrepreneurship

Recent public activity

  1. comment
    Comment #11534626

    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 …

  2. comment
    Comment #11531996

    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. comment
    Comment #11531286

    Currently these accounts do not earn interest. This may change in the future, however!

  4. comment
    Comment #11531279

    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 ter…

  5. comment
    Comment #11531243

    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 featur…

  6. comment
    Comment #11531231

    Love what you guys are doing and would love to chat sometime, Trent! hello@painless1099 will do it if you're interested!

  7. comment
  8. comment
    Comment #11530716

    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 i…

  9. comment
    Comment #11530690

    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 thi…

  10. comment
    Comment #11530640

    Awesome to hear! We can't wait to have you!

  11. comment
    Comment #11530637

    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 tha…

  12. comment
    Comment #11530409

    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. Tracki…

  13. comment
    Comment #11530379

    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 f…

  14. comment
    Comment #11530361

    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). Taki…

  15. comment
    Comment #11530020

    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 …

  16. comment
    Comment #11529794

    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 …

  17. comment
    Comment #11529717

    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 …

  18. comment
    Comment #11529264

    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 user…

  19. comment
    Comment #11529234

    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 B…

  20. comment
    Comment #11528976

    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 …

  21. comment
    Comment #11528926

    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 inco…

  22. comment
    Comment #11528743

    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'…

  23. comment
    Comment #11528729

    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 remembere…

  24. comment
    Comment #9786158

    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 thinki…

  25. comment