trentbigelow

Joined 11 years ago

Karma
6
Submissions
10
Member since
Apr 6
Cofounder at Track (https://track.tax), we're building the portable benefits company for the self-employed, beginning with automatic tax withholding.
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Recent submissions

Comment · 10 years ago
I think Painless1099 IS on to something: taxes for freelancers are a pain, and no one wants to learn how to do it.

However, I think asking some people to change their bank accounts is going to be resisted. Also, waiting an additional 2-3 days to access your money when you're living paycheck to paycheck (as most independent contractors are) is not an option.

My cofounders and I are working on solving this same problem, however we took a different approach. (https://www.track.tax)

Track.tax creates a savings account in the user's name (same as Painless1099), but we also connect to the user's existing financial accounts to calculate taxes. Our chatbot (named Aida) communicates via SMS to ask simple questions to hash out the gory details. This means:

1. You can get paid via check, cash, or any other way you (or your clients) would like.

2. Money comes into your account first, then taxes are calculated and moved to your tax savings account.

3. Saving for taxes is as simple as responding "yes" to a text.

We'd love your feedback, and any comparison (strengths/weaknesses) you see between us an Painless1099.

Although we know solving this problem is really worth it, we'd greatly appreciate honest additional feedback from you guys, so feel free to text "HN" to TRACK (87225) and we'll give you a full year on the service!

Comment · 11 years ago
I should add that I'm sharing this because I wish I knew about this before I took on a oil tanker full of student debt to go to a "prestigious" US school only to leave before graduating to do a startup. Startupers, consider this option on your own time for (relative) cheap from a prestigious uni.
Comment · 11 years ago
Comment · 11 years ago
South Dakota might be a good domicile for a fintech startup specializing in credit tech...
Comment · 11 years ago
Comment · 11 years ago
Applying this to other fields is a really interesting idea. Prescriptions need a better markup. What about fitness tracking entered via plain text (in email or text to app)?

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