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When I left the military I had substantial savings to get a startup off the ground and finish a graduate degree.

I decided to write software to help people write better. I always had issues with my own writing as was excited about an extended GNU Style / Diction that could curb my own bad habits.

I created http://www.polishmywriting.com/ as a technical demonstration for my rule engine. I spent the month of June working very long days to write the engine, build the site, and research/import nearly 8,000 rules into the database.

Once I had completed this, I decided to reach out to my friends and old coworkers to get feedback. To my surprise there wasn't much interest. I took this as a red flag about the technology. Without any local validation/support I felt down.

Then I met with some management consultants. Wonderful people! They were willing to work with me through the process of turning the technology into a product. We discussed CMS/blog software integration, a facebook application, and even a tool to aid the workflow for technical writing departments in corporations. With this I felt up.

I took my list of ideas and their tips on how to develop a market study home with me. I looked at the site and how much effort I put into the development up to that point. I then looked at how much effort it would take to go from there to one of the product ideas (plus handling the business side) and nearly collapsed from the anticipated exhaustion. At this point I felt down.

Someone once said that an early startup is full of self-doubt and loneliness. Truer words were never spoken. About 6 weeks in I succumbed to this and it took probably another ~8 weeks before I admitted to myself I wasn't making progress and decided to interview for a position. Thankfully my last semester of school started back up which helped force my hand and restore a sense of purpose.

Anyways, here are some things I could have done to combat the self-doubt and loneliness of my venture:

1) before developing the product, a rudimentary marketing plan would have helped. Even something as simple as visit websites of corporate blogs, analyze their copy, and send them a report of their most common mistakes. I could have then used this as an excuse to get them to signup for a mailing list, take a survey, or even converse with them to gauge interest.

Earlier feedback would have helped me make an informed choice about whether to continue or to dump the path.

2) Make sure you either have a partner or you're well networked with like-minded technical entrepreneurs in real life. I moved to Syracuse, NY and in the summer time it isn't exactly a tech hotspot. We do have a good business incubator here. SCORE and the local business community are good about being their to provide business-sense. I think being around other people doing the same type of thing would have helped provide an example to emulate. This is probably why location is so important. Going through the roller coaster of pursuing an idea is just that, a roller coaster, and having people around who understand it will help.

3) I like to travel and buy nice clothes. My life style while in the military consisted of nearly one trip a month. Traveling was a big part of who I was. When I left I decided to cut out traveling and the occasional fun outfit as unnecessary luxuries. I should have found a way to include these things somehow (even to a reduced extent) so that I didn't feel like I was giving up a large part of myself. Rewards throughout the process may have helped to ease the process. My dad keeps warning me "make sure on your next venture that you're able to support your life style, you learned the hard way that you're not happy just hiding in your apartment playing on a computer all the time"

4) If you're on your own, don't be afraid to hire out certain aspects of the project. When I'm ready to try again, I kid you not, I'm going to outsource everything I can get away with. Doing it all on my own became too daunting. Once I figured out that I could alleviate the workload with outsourcing, I had become risk averse and didn't want to lose any more money. Once I build up my next cushion I plan to accelerate my next startup effort through outsourcing.

Overall, I'm happy I did what I did. I'm sure I had to learn these lessons one way or the other. When I pursue my next venture I'll make sure that:

* I am in the right location, * I have a network of tech entrepreneurs to reach out to * I'll market and get potential customer feedback ASAP! * I'll use outsourcing to my advantage

Good luck!



Just to let you know, I was one of those people who reviewed and commented on PolishMyWriting when you posted it here 16 days ago.

Your site has continued to stick in my head. There's been more than one occasion that I've thought this email or that blog post should have been run through your system.

HN has introduced me to a lot of new sites, and not one has struck me as immediately functional as yours.

I think it could be very popular. My only piece of advice (and honestly no offense to Ashley Johnson) would be to hire a new graphic designer to give it an overhaul.

I like your idea of analyzing corporate blog copy and sending them the results, but why not do that for any popular blogger? If they use your service, they might write about you. There are a lot of blogs out there about blogging.

Good luck, to both you and Shawn.


Thanks for the advice... this story takes place mostly in June. Everything I wrote about feels like ancient history to me now. Once I started moving to my personal plan B I've found a lot of the effects I wrote about reversed quickly. That said, I introduced my tech demo to news.yc about 2 weeks ago.

I fully agree with your assessment that I could use a better designer.

Really though, this is about Shawn here. I see a similar situation, cash in hand, running off to start a venture. I hear the sound of clanking brass spheres.

Oh and I second what Shawn said. This community is awesome. I think I started to read news.yc in July and found the existence of like minded folks a real boon.


You have a winner on your hands. License this technology because it has no place on a sub-par designed "web 2.0" business wanna-be site. Be outrageously aggressive in your attempts to contact would be licensees.


The site is awesome and I would love to have something like it that works in Emacs so I can check out suggestions as I'm typing.


Here too, that site does sound very useful.


You may want to include GoogieSpell into it -> http://orangoo.com/labs/GoogieSpell/

It's open-source and you can either use Google or Aspell. I am the author of it.


I missed your original posting, but other than the fact that your site is in dire need of a redesign; I can see it being very popular.

I sent it to all of the administrative assistants in my office, and they all said they were bookmarking it for when they have to send out letters to our clients.


This is an interesting site, and I think may benefit my startup users. My site slapastory.com is a social site focusing on writers, I would love to cross link with you? Let me know.


Instead of corporate blog copy, how about blog comment copy?


have you tried pasting pg's essays inside your system? :)


Pretty amusing experiment. The site doesn't seem to like pg's informal writing style.

Very cool website though. I need to use this on my blog posts.


would be nice to see a before and after of Paul Graham's essays - it would demonstrate how this site can "formalize" something informal :)




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