On Writing

Why entrepreneurs should write.

This article was published on July 14, 2010.
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People ask me why I spend the time to write essays. What's the value I'm getting out of formulating and sharing my thoughts? I don't have advertisements, so it's not collecting a paycheck at the end of the month — so why do it? Why do I think you should do it? I think as entrepreneurs getting your thoughts down in words can help you think through your ideas, help promote yourself and your product and lead to good networking opportunities. But first a refute of this newsletter hubbub...

On Writing

On Newsletters

As Mathew Ingram of GigaOM writes in an article entitled "Is It Time to Stop Blogging and Start an Email Newsletter?" a group of folks — mainly in the NYC entrepreneur community — have moved away from blogging and into writing newsletters. Jason Calacanis was the first to do this back in 2008 in what he said was a way to combat abusive comments he was receiving. Through newsletters, people could comment directly to him, but not to everyone reading his posts. Problem solved.

Nobody followed his charge until recently when Sam Lessin shutdown his blog and launched Letter.ly as a newsletter service where you can charge for your content although at a modest price. "So, yes - the old is new again," Sam writes.

I just don't buy it.

Information is meant to be consumed. It's meant to be free. It's meant to reach as many people as humanly possible, shared, and discussed. A wall around content — paid or otherwise — is destined to crumble. You need look no further than Jason Calacanis who when he really wants to get his voice out there re-posts his newsletter to his blog.

This newsletter "movement" if you can really call it that — only a few folks are really doing it — and I'm guessing even fewer are subscribing, has all the makeup of a passing phase. I have lots of respect for Sam, Michael, David, Andrew, and others that have switched to writing newsletters — they're all friends — but I'd be surprised to see them stick to their guns on this. If they truly value what it means to write then they'll be back to publicly sharing their content once again.

Is Blogging Dead? Not Exactly

I think that in a way blogging is dead. I don't consider spencerfry.com to be a blog. It's a collection of essays. Blogging in the traditional sense — snippets of your thoughts on X, Y, and Z — has been replaced by Twitter, Facebook, and Tumblr. Almost anything paragraph size can be squeezed down to 140 characters.

If people are going to sit down and read what you have to say then you have to formulate something worth reading. With so much content floating around these days, if you want your writing to be read then you've got to take up an interesting topic, thoughtfully formulate your thoughts, and back up your argument. All that takes more than 140 characters and, if done well, is worth reading.

Thinking Through Ideas

Most of the time when I sit down to write an essay, I don't have a clear picture in my mind of what I'm going to say. I've got a topic I want to talk about and a stance, but there's always wiggle room for me to formulate my thoughts. Writing everything down assists me through my thinking process and gets me to make strong calls on a topic. If it's in writing then when I click "submit," I have to be 100% behind it.

The process of thinking through my ideas usually starts with a basic outline of what I'm going to be writing about. It begins with a title (although this normally changes), headings for the various sections, and a few scribbled thoughts under each heading. I then begin with a basic introduction (what appears below the topic) and then flush out the paragraphs under each section.

By the time I'm done writing an essay, I've thoroughly looked at all angles of the topic, done my research, pulled in outside sources, and exhausted my Google search bar looking for relative material on the topic. This process helps cement my thinking and I think fleshing out your thoughts systematically like this will help you too.

Educating Your Readers

Not only does writing down your thoughts help you formulate your ideas, educating the readers of your writing is extremely worthwhile. 37signals in the chapter Promoting Through Education of their Getting Real book notes that "You can give something back to the community that supports you and score some nice promotional exposure at the same time."

Sharing is caring as the expression goes. And caring is rewarded through getting your product and your name out there, the comments that further the discussion of your piece, the emails you'll receive from readers, and the people you meet who have read your writing and just want to introduce themselves as readers. I blush every time.

Networking (Online)

An essay I wrote back in April, 2010 entitled "How to Network" gives some basic tips about how to successfully network yourself offline, but networking online is just as important for an entrepreneur looking to make a name for themselves and their product.

Writing well-thought out essays means that you have something to say outside of 140 characters, earns you respect, and puts you in contact with interesting people. A lot of fans of my writing have since become fans of Carbonmade. We've even been pitched partnerships, made friends and been written up because of it.

Tweeting, Facebooking, Tumblring, etc., are all well worth your time, but I've found that nothing garners quite a following like a well-thought out collection of essays. Just read Paul Graham if you don't believe me. If you want to stand out from the crowd you first have to set yourself apart by drawing a line in the sand about where you stand on what issues.

Comments

Whitney Hess about 1 year ago

Thank you for writing this, Spencer. Sharing my ideas freely and openly is, beyond anything else, what has allowed me to grow my business beyond my wildest imaginations and gain prominence within my community of practice. I encourage others to blog frequently, to not be afraid to share dissenting points of view, and to reframe pre-existing concepts using their own words.

Quick one-off quips are fine and dandy, but we can only truly differentiate ourselves with deeper, more thought-provoking, longer-form pieces that take on a life of their own.

Spencer Fry about 1 year ago

Whitney: Yeah. You're a great example of a person that has earned lots of recognition through your website. Would it be fair to say that if it wasn't for your website it would have been harder for you to go out on your own and do freelance?

Kevin Holesh about 1 year ago

I see blogging as better for timeless essays like yours. Bootstrapping or writing will never go out of style, but posts reviewing the latest Twitter redesign will. Blogging should be like writing a book, just one chapter at a time. Your readers digest the book slowly as you write it, giving you feedback along the way.

I see newsletters as updates. ''Here's what I've been up to'', ''Here's all this cool stuff that happened and what I think about it.''

Whitney Hess about 1 year ago

Spencer, I can confidently say that without Twitter, I never would have gained attention, but without my blog, I never would have gained recognition. That's the real distinction that I think far too few entrepreneurs realize.

Chuck about 1 year ago

I agree with your thoughts on writing. Writing, even if you don't publish it (though you should) helps hone ideas and you will be your worst critic improving your reasoning and ideas.

I disagree that the medium matters. Newsletters, Blogs, Essays, or even letters, it doesn't matter. The reason Entrepreneurs should write is to be concise and defend their positions. If it is published or personal is inconsequential, but getting ideas out there any receiving comments is good, the act of writing is more beneficial.

At one point I wrote my own thoughts on this out here: http://cyreynolds.com/writing/

Nathan Hurst about 1 year ago

I really appreciate your essays. Especially in a world of ''10 ways to X'' (which I'm guilty of sometimes). It's nice to see people take time to really think through things when they write.

Jeff Sheldon about 1 year ago

Well said. Writing down your thoughts, regardless of the medium is huge. I've been doing this more on my blog recently and have already personally benefited from it. It's certainly much more work to create the original content, but also much more interesting than simply re-blogging or relinking everything under the sun.

I appreciate the time you take to craft these essays.

chriskalani about 1 year ago

I agree with Sam Lessin on most of his points. However I feel like the two could (and should) exist in harmony. As I have gotten older I have appreciated premium content, software, services, etc. Paying for things sets the precedence and gives the customer more entitlement as well as the creator more motivation. I think a newsletter will fail in the end if there isn't something drawing people in. There needs to be a peek inside, a la a blog. It could be super successful as an addition to a blog for people who find the info invaluable. I believe people should be paid for their expertise and time and all this blogging takes up a lot of both, so if you can figure out a way that is less sleazy than ads then I say go for it.

Spencer Fry about 1 year ago

Whitney: That's a really solid point. There's definitely a difference between attention and recognition. You need the attention first to get the recognition.

Spencer Fry about 1 year ago

Nathan: Thanks! Taking the time to craft an essay allows you to really think through topics and is where you'll get the real value.

Amanda Peyton about 1 year ago

Spencer - I don't think it has to be one or the other. Calacanis, despite his switch to an email newsletter, is still one of the loudest people on the internet.

What I think is so interesting about these paid newsletters is not that they're shutting out a potential audience (and ''branding'' opportunity) but that it really is a separate type of content. You have a different, much smaller, much more interactive audience and from my experience people are more willing to posit ideas that are more experimental and less ''whole''. When writing for public consumption, there is this urge to write something that is complete.

I started a newsletter as an experiment and the experience has so far been fascinating - mostly because people seem to be so split on the issue.

Thanks for writing!

Nathan Marz about 1 year ago

Great essay. I would add that it's worth writing even if you have no readers. I get a ton of value out of writing by exploring ideas and seeing holes in my arguments. The rest of the benefits -- networking, inbound opportunities, promotion -- are bonuses (albeit very large ones).

Mark Essel about 1 year ago

Writing has always been a challenge for me. Just putting together a cogent 500 word essay from an abstract idea takes me a couple of hours. I skip words, and jump over conceptual leaps and even after rereading and editing miss out on key typos.

But it's been an incredible 17 month experience blogging. I've met a number of really sharp folks that educate me. Blogging is an advanced form of social search, where we can connect with like minds who share our passions and interests.

I'm founding a small company as well so networking is an important part of the writing process. Even more important, is the freedom it gives me to leave an unanswered question behind and focus on important tasks at hand. I can return later and revisit the problem or see it from diverse commenters' perspectives.

Tyler Beerman about 1 year ago

Spencer this was a well-written blog or 'essay' if you will....

I really think you hit several key issues on the head and I think the newsletter thing will be dead. Should be interesting to see if letter.ly thrives or not.

Keep up the good work!

sam lessin about 1 year ago

hey spencer... nice post. a few thoughts:

  1. we actually agree on almost everything... I write for largely the same reasons you do - if you read my last blog bost on http://drop.io/swl you will see that my move is all about the value of writing.

I would consider the effort I once put into my blog and now http://letter.ly/lessin now a matter of forcing myself to refine my ideas and project them into a community of respected peers.

  1. putting your writing behind a paywall actually has some fascinating effects. For one, because they are paying, I know that the people reading me now are reading me much more closely, which means I take even more time to refine my thoughts, commit my ideas to paper, and share my thinking widely and deeply... I always put a lot of care into my writing - but I can tell you categorically that I am now writing better stuff, the feedback is better, etc.

  2. there are two things we disagree on:

a. minor point -- whether this is a passing trend... it isn't. there are now almost 350 active letter.ly letters up from about 4 two weeks ago. several people are booking hundreds of dollars a month (no one is into 1000s yet)... my subscriber list is well into the 100s of people.

b. major point - ''Information is meant to be consumed. It's meant to be free. It's meant to reach as many people as humanly possible, shared, and discussed.''

I actually don't think that is a logically consistent statement. Information, but classic definition, is meant to be consumed, and while over time its value tends towards zero, it absolutely ins't meant to be ''free''... in fact, by definition, when it is free it isn't information.

so, while the good part of information is that it eventually reaches everyone, the way it does that is through the medium of social and physical capital, and when information is first created, it is very valuable and expensive. I think nate is going to give me some time at the next NYTM to run through classic information theory (read; claude shannon), so maybe we can discuss it then.

final stream of consciousness: just to be clear -- I am a big fan of creative commons, I am not at all against people giving away content when they are monetizing it as social capital, or in other ways (so, what I believe fred willson does, or what charlie o'donnell seemed to suggest he does in a recent post) -- heck, when I feel like shouting I will still write publicly -- so it really isn't an either-or,

but I would suggest you try a newsletter -- I bet money you will enjoy the experience and get something out of it

all the best,
sam

Spencer Fry about 1 year ago

Chris: I'm all for paying for premium services, but I do believe in the freedom of ideas and information. I think the benefits of keeping your essays open and free outweighs any kind of monetary benefit you can achieve.

But the newsletter discussion aside, I'm mainly just advocating the idea of writing as a whole. The newsletter bit got added on after the recent attention its been receiving.

Giff about 1 year ago

Nice post Spencer, and I agree with you that long-form, thoughtful, open, accessible, linkable, commentable blog posts will always have an important place.

Spencer Fry about 1 year ago

Amanda: Why is an idea worth writing about if it's not thought out? It's perfectly okay to have half an idea, but I don't think you should go writing an essay on it. Those ideas are best left for offline discussion with your mates or maybe on a forum. Maybe it's a lack of knowledge about what's going into a newsletter, but Jason Calacanis, for instance, only writes complete well-thought out pieces in his.

Are you suggesting that most newsletters are simply for spurning discussion? If so, doesn't it make more sense to make them public (more readers) and to include comments threads (so everyone has an equal ability to view the information)?

Spencer Fry about 1 year ago

Nathan: I think that's a great point. Simply the act of writing brings a benefit in and of itself. You don't even necessarily need to publish the work. I have far more unpublished essays than I do published ones.

Lauren about 1 year ago

Excellent excellent post, Spencer. Recently I've been taking more time to write educational articles for my colleagues, and it's gained us additional business, recognition, respect, and product sales. And we've only just started! People really appreciate giving of information freely, and want to reciprocate through friendship or actual payment, it's awfully neat :). In a world of IMs and 140 character limits, showing that you can craft a thoughtful and well written piece definitely sets you apart. Thanks for sharing!

Spencer Fry about 1 year ago

Sam: Thanks so much for dropping by. Really appreciate the comment and your insights. My thoughts about your points:

Point A: 300 is an impressive number and the momentum is definitely in your favor, but it's still new and shiny and I'd like to see the stats in a year from now. My thinking about this -- and I could be totally wrong -- is that a lot of new letter.ly users were writers at one time, got bored, and quit. Now they're going to attempt to get back to it, but just as before they'll quit again when it gets too difficult for them.

Point B: Can you explain what you mean by this: ''in fact, by definition, when it is free it isn't information.''? I don't follow that statement... but I'd like to respond. :)

Amanda Peyton about 1 year ago

''It's perfectly okay to have half an idea, but I don't think you should go writing an essay on it.''

Disagree with this. There are lots of different types of ideas and I found the only ones I was putting on my blog were the ones that I was OK with sharing with the entire world, and having tied to me forever. But there's a lot more crap in my head that I'd love feedback on from a more invested group. This could be one's friends, absolutely, but I have found it can also be someone who lives in a different city who's just interested. And ironically enough, many of my friends didn't sign up for my newsletter.

That said, Re: Sam's comment above, I agree that the quality of my writing has gotten much better because I know that people are paying for it.

So it's not stream-of-consciousness drivel as much as it's just a different method for sharing ideas - and I am all for that.

Rajeev about 1 year ago

Great post! I took a 'Self Management' class during my school days. For the class all we had to do was to try different meditation techniques in the classroom setting and maintain a daily journal to reflect on what we learned during the day and how we would use learning. At the end of the term we graded our Journal based on honesty and diligence with which we maintained the journal. That class changed my life. I don’t write a journal any more but when ever I have too much clutter in my head I start writing. Published or not, writing helps me understand my thoughts better.

Last week I launched a product to help people manage their financial truth. With no marketing budget, I have decided to reach out to my audience by educating them through my writing. I don’t know how many people have read my writing but I feel good after writing which makes it worthwhile.

I agree with Whitney on her comment on Twitter and blogging. Your post reached to me through twitter :-). I am not a big fan of newsletter but I have used them in corporate communication extensively. They seem to work alright because people expect that as the channel (and mostly that is the channel). I am not sure if the same is true when people are used to other interesting channels for information.

Adam about 1 year ago

When you writing a book ? :-)

Spencer Fry about 1 year ago

Amanda: I know it kind of sounds like a cop out when I say I don't really want the focus of my article to be the newsletter bit. That's my fault for including it. It's controversial and seems to be garnering more attention than the overall takeaway of the article: ''That writing will improve your thought process, help you promote yourself and your product, and improve your networking.''

I will say, though, that I've read a couple newsletters that are being written through letter.ly and the few I've read were filled with incoherent thoughts. It read like forced writing. Someone typing out a newsletter, because they felt as if they needed to get something out since people were paying for it. I haven't read yours, though. :)

Michael about 1 year ago

Maybe it's me, but I don't understand the benefit of charging $2 a month for an email newsletter? Wouldn't you want the most amount of people reading what you write versus the 10 people that pay for it?

Spencer Fry about 1 year ago

Rajeev: That's awesome! Keep it up, man. Thinking out your ideas is benefit enough with or without readers. Then if you start to attract readers that's just the icing on the cake.

Mokokoma Mokhonoana about 1 year ago

I think this depends on why the writer writes.

A whole lot of people blog as a subtle way to attract clients. And that's the reason why there's so much noise in the blogosphere. Because most bloggers' writing schedules are led by their attempt to please Google (read: SEO).

Anyways, others blog solely to share their opinions, which in most cases have something for the reader to take home.

The advent of the internet brought us more and more free content and as a result people have been accustomed to ''reading for free.''

But readers don't have a problem paying for a book (print). Question is, what's the major difference between valuable writings that are on a blog and those made into a book?

The difference is of course, paper and ink (and maybe an ISBN number + a barcode)

But the credibility that that gives an author (printed book) is enormous.

The challenge is that we, as writers, determine (subconscious) the value of our writings by the number of ''subscribers'' and retweets.

While most readers judge the value that certain writings can add to their lives by the medium which the writings are presented in.

Aaron about 1 year ago

Spencer - Thank you for the great essay. I have been struggling with the current blogging model for awhile. The shallow, unoriginal content splattered across the cloud in the vain attempt to gather hits and followers is disconcerting for those of us who like to spend time exploring thoughts and themes. It is encouraging to see there are others out there who appreciate critical writing. I look forward to reading more of you essays.

Spencer Fry about 1 year ago

Aaron: ''Shallow, unoriginal content'' has its place on Twitter, Facebook and other streaming services, but not on the organized Web. All this noise is going to have drastic consequences as the Web gets older and older.

Tim Kress-Spatz about 1 year ago

Thanks for your thoughts on this! I've tried to start blogging several times over the years and found it difficult. Reading your essay has put it in a different frame of reference for me, one that I quite like -- and maybe I'll try again :-)

Spencer Fry about 1 year ago

Tim: I'm happy that my piece was able to put you in a different frame of mind. I definitely encourage you to write like this.

Brian about 1 year ago

Wow, you are the third blogger in as many days to recommend Paul Graham; he must have something going for him. I've bookmarked his essays but not had a chance to read them yet.

Oh, and lovely article Spencer.

Spencer Fry about 1 year ago

Brian: Thanks! I'm glad you liked the article. Paul Graham's work is great and definitely worth reading through.

Nameless Joe about 1 year ago

Paul Graham - a very fine example.

Comments w/o (re)-captcha about 1 year ago

Out of curiosity, what are you doing
to limit spam on this website?

Not needing to deal with captcha
is quite nice.

Patrick Algrim about 1 year ago

I really like this Spencer. It's been said before but I think it's really great to iterative it again to people; writing can be a very soothing thing. A lot of times when I feel very frustrated with something going on in this industry specifically, I write. It's not for anyone else, it's for me. Love that you understand that and more people should be doing this. Regardless of if they share it or not.

Also! One of the biggest things I have all my clients do (since I do all product development and value proposition support analysis these days) is physically explain to me the nature of their product. I like to have long sit downs and fight/support/build the reasoning behind the person and their product. That process helps them clarify what's actually important in what they are doing. I'm a therapist in a sense.

Love it!