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How Do You Know When You’re Ready to Move to the Next Level?

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This guest post was contributed by friend and SOB, Sheila Scarborough. Her advice here is flawless and based in deep expertise. –ME “Liz” Strauss

Moving To The Next Level

by Sheila Scarborough

Most entrepreneurial online “digital creatives” find that their business moves through a progression.

At first, many writers, Web designers or other content providers often take most any job as long as it pays. In the quest to amass a decent portfolio or group of clips, it’s easy to succumb to the siren offers of “revenue sharing” or “exposure” or “future growth,” rather than demanding a higher per-word or per-project rate.

Blog for $50/month and post 5-7 times a week? Sure!

Heck, blog for nothing and hope for some ad revenue? Sure!

Anything to get a toe-hold as a freelancer.

There comes a time, however, when the digital entrepreneur is ready to truly make a living in his or her area of expertise, maybe even to be able to drop the side job that actually pays most of the bills.

How do you know when you’re getting ready to move to the next level?

I’ve asked myself that question a lot lately, as I approach two years as an active freelancer (a writer and blogger, in my case.) Here are some benchmarks that I’ve stumbled across at this juncture; you may find some similarities to your own situation, or as a newbie you can look forward to someday grappling with these turning points:

1) You can’t work by the seat of your pants anymore.

Perhaps you have more than one blogging commitment, plus offline work and some clients and consulting. Life starts to implode, you meet all of your deadlines but just barely, you gain twenty pounds, the house is a wreck and upon awakening you think, “Oh, no, I have no idea what I’m blogging about today, plus there’s a client meeting that I’m not ready for this afternoon and an article deadline by close of business.”

It’s time for a schedule, because it’s time to admit that this is your job and you’ve gotta get organized. Big wall calendar, some online software, a PDA, an old-school Filofax, whatever — you’re at the stage when you must get a grip on the madness. It’s time to hire a CPA for taxes, it’s time to buy Quickbooks or other bookkeeping software to track invoices, it’s time to buff up that blog/Web site, it’s time to….move into the bigger leagues.

2) You are ready to build a specific or at least semi-defined expertise.

At first, entrepreneurs will do most anything to make a buck, even if it isn’t what they like or isn’t what they’re very good at. For a PayPal transfer or an actual check, I’d write about most any topic when I first started out, for any publication that was halfway legitimate.

At some point, however, you know which subjects really make your heart sing, which ones call forth your best work, and it’s time to begin to focus and hone your expertise and creative efforts.

For writers, this is the moment to say, “You know, I write mostly about X, Y and Z. Someday I’d like to touch on A and B, but right now, I specialize in X, Y and Z.”

This is different from what you said in the beginning, which was roughly, “I’ll write about anything.”

3) Your time and effort are worth something to you.

At first, many digital creatives are so eager to succeed, they’ll leave no stone unturned to get their business off the ground. They sign up for every e-newsletter and magazine that seems professionally helpful, they have a gazillion RSS feeds, they go to every meeting that seems like a good networking opportunity, and the answer to every problem is to throw more work hours at it.

I personally have reached the point of admitting that I can’t know everything. I can’t read it all, can’t track all the feeds, can’t answer all the emails and memes, and most importantly, I should not feel horribly guilty about it.

To do my best work, I can no longer allow myself to overload my own brain. It’s time to prune the RSS feeds, not follow everyone on Twitter who follows me, unsubscribe from emails that I don’t really read nor care about, all so that I can concentrate on the information flow that is most helpful in my work.

It’s also time to be paid what I’m worth (for a writer, that’s no less than US$0.50/word and preferably US$1.00/word, and roughly $20/post for blogging) and to cast an unfriendly gimlet eye on work that may require a lot of wheel-spinning for a monetary pittance. Some occasional work may be worth lower or even no pay, for a variety of reasons, but my going-in position has shifted to an expectation of decent pay for the work that I do, rather than pleased gratitude that anyone pays me at all.

It’s scary to realize that your baby, your business, is at a turning point, but the good news is that it’s time to make some tough career focus decisions because….you’ve done well and are ready to do even better!

–Sheila Scarborough You’ll find Sheila and her blogs at SheilaScarborough.com

Isn’t Shelia amazing? So why not tell her? How will you know when you’re at the next level? Could you be there already?

–Liz
Work with Liz!!

Related
Sheila Scarborough Is a B.A.D Blogger
Roving Sheila at SXSW 03 -09-07
Roving Sheila at SXSW 03-10-07
Roving Sheila at SXSW 03-11-07 and 03-12-07
Roving Sheila at SXSW Finale

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Roving Sheila at SXSW Finale

Filed Under Guest Writer, Successful Blog | 3 Comments

South by Southwest, SXSW, is a yearly conference in Austin, TX.serving the film, music, and interactice industries. The photo shows the goodies they gave out this year.

SXSW

Guest Reporter Sheila Scarborough

Hi Successful Bloggers,

This is it, sports fans, I am Interacted out down here in Austin. The film and music festivals continue, but SXSW Interactive has wrapped.

There was a terrific panel discussion yesterday on the future of online magazines, or “branded content channels/BCC.” Blecchhh, what a stupid name — what’s wrong with “magazine” until something better comes along to explain this online hybrid (and BCC ain’t something better.)

Turn the Page for the Highlights Read more

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Roving Sheila at SXSW 03-11-07 and 03-12-07

Filed Under Guest Writer, SOB Business, Successful Blog | 6 Comments

South by Southwest, SXSW, is a yearly conference in Austin, TX.serving the film, music, and interactice industries. The photo shows the goodies they gave out this year.

Laptop_keys_courtesy_Flickr's_DarkSideX

Guest Reporter Sheila Scarborough

Hi Successful Bloggers,

To the regret of every geek within 200 miles of Austin, the online media/Internet buzzfest of SXSW Interactive ends tomorrow (although the film and music festivals continue. Party on, Wayne/Garth.)

There have been a number of interesting panels in the last few days, so I want to give you a Roving Reporter peek while you recover from Liz’s Virtual SOBCon.

** From a great David Shipley/Will Schwalbe panel on email disasters, the thought that “email problems are not a tech issue, but an emotional, anthropological and psychological issue. Mistakes are made in this medium by people who really should know better.”

Why?

The absence of tone in email encourages misunderstandings, so as an email writer, use more descriptive, clear language….make your emails come alive. It’s just good writing.

The speed of email encourages sloppiness, and since there’s no direct human interaction, you also get “disinhibition” AKA “cluelessness.” That ironically sounds like being drunk!
The medium also gives more opportunity for cowardly actions like firing people via email so that you don’t have to face them.

Good email? Short paragraphs, clear subject lines, good writing (even using emoticons to add flavor) and mostly, mindfulness. Follow the Golden Rule with email and you can’t go wrong.

** Random Twitter comment — “So I’m addicted to World of Warcraft. Drinking wine, twittering and playing WOW on a Saturday nite at SXSW — Help.”

** Gina Trapani of LifeHacker and Penelope Trunk (career advice writer) plus more awesome panelists with freelance entrepreneurship advice: Have an elevator pitch, which is just an answer to the question, “What do you do?” (And make sure that it makes sense; your mother should understand your elevator pitch.)
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Roving Sheila at SXSW 03-10-07

Filed Under Guest Writer, SOB Business, Successful Blog | 2 Comments

South by Southwest, SXSW, is a yearly conference in Austin, TX.serving the film, music, and interactice industries. The photo shows the goodies they gave out this year.

sxsw goodie bags

Guest Reporter Sheila Scarborough

Hi Successful Bloggers,

Your Roving Tejas Reporter brings some impressions from Day Two of South by Southwest (SXSW) Interactive here in Austin, Texas.

Everyone take a breath and say, “Y’all” and “Howdy” and “digital content service solutions” and “client and server-side XSLT,” just to get in the right frame of mind.

Believe me, there’s plenty of activity here for both Ye Olde Basic Blogger (me) and the most geeked-out programmer. I’ve been mostly going to panels that talk about online relationships and communities, and here are some quick highlights:

** From the panel “World Domination via Collaboration” this morning, I learned that the best way to get a response from your blog readers is to “ask, not tell.”

In terms of corporate blogging, Betsy Aoki of Microsoft talked about how blogging can change the DNA of a company from the grassroots upward, resulting in more of a “culture of transparency and a better connection with customers.” BlogHer’s Lisa Stone pointed out that “whether your company blogs or not, someone is blogging about you,” and Jenna Woodul of LiveWorld chimed in to agree that ” people are talking about your brand out there; you’d better listen and respond.”

Jenna also said that some companies need to have blogging’s ROI (Return on Investment) laid out clearly — “break it down as to what they’re leaving on the table” by not engaging with this online culture.

Lisa Stone reminded us of that old learned-it-in-kindergarten maxim, “Don’t Lie,” using the recent Wal-Mart paid RV blog PR disaster as an example of a “fundamental missed opportunity” to use online tools to build brand loyalty.

Jenna Woodul had great suggestions for growing an online community, including paying close attention to “how the newcomer is perceived and treated; building a culture of community as nurtured and demonstrated by how it welcomes.”

If you need a specific example, look no further than how Liz greet newbies and is always welcoming in her comments in posts and Open Mic Nite, to say nothing of her coveted SOB badges.
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Roving Sheila at SXSW 03 -09-07

Filed Under Idea Bank, SOB Business, Successful Blog | 5 Comments

South by Southwest, SXSW, is a yearly conference in Austin, TX.serving the film, music, and interactice industries..

Guest Reporter Sheila Scarborough

Greetings Liz,

Thanks for the chance to blog for you, here’s my first email….

***************

Greetings, Successful Bloggers, let me see if I can whip this out before I go to the BlogHer meetup at 8 pm (BlogHer Technology and Web writer Virginia DeBolt already has a SXSW post up.)

Your Roving Reporter has decided to brave the wilds of SXSW Interactive, the “ground zero for the world’s most creative web developers, designers, bloggers, wireless innovators and new media entrepreneurs.”

Hey, I saw the word “blogger” somewhere in there and figured, close enough.

I’d already paid and registered online (even uploaded my own photo so I didn’t have to take a dorky one for my badge) but my organizational abilities still failed to get me on time to the first panel that interested me, “How to Rawk SXSW.”

(I think to rawk is good.)

Once I waded through Austin traffic, waded through the line to get my badge, waited to have them make my badge (I guess they want to make sure you “have it your way” or something) there were only 10 minutes of rawking left.

It was an interesting 10 minutes.

The panelists spent this last bit of session time telling the audience how to do “contact management,” which is apparently how to meet people.

There were lots of panelist comments to the audience like, “Have meaningful conversations versus many conversations” and “Actually engage in the panel discussions — close your laptop” and “Are you scared of introducing yourself? Buy the person a beer.”

Geek social guidance?
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