1/24/08

Even More Advice for Startup CEO’s

Business Ramblings

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I’ve been extremely busy this week and as such, I missed a totally kick ass post over at seomoz which offered up some advice to people who are ceo’s of startup companies. I’m not saying I agree with the whole post, but a lot of the points were dead on and it was a fresh topic I was glad to see being brought to the table. Quicker than me, Andy was able to give more advice to startup ceo’s and his own opinions on some of Rand’s comments. Having some personal experience with this, I figured I’d throw in my two cents.


As most of you know, I went from bathrober with several remote employees to a full fledge real company (shut the hell up and be patient… that website isn’t a priority at the moment - it’s coming eventually) with offices and in house employees (though we kept the remotes on board) a while back.

Now I’ve been management before, but being a ceo, in this capacity (again, without the bathrobe) has been a hell of an experience.

Rand said: “My sometimes naive optimism has also been a great olive branch to making friends and connections in the industry, although I’ve occasionally been duped by a client who was never going to pay or given up valuable time trying to smooth thing over a non-issue.”

And I can say the same exact thing about being the opposite. I am definitely more on the cynical side. That said, I think what Rand may be seeing is the relationships and contacts his *honesty* has built. For him, that honesty results in being naive at times - for me, that honesty results in accidentally saying “shit” in the middle of a conference session. Our personalities are very different, but I think being yourself and confident in yourself is what gets you the contacts you want (and need) to survive as a ceo.

Rand said: “I’ve also found that personally, it’s easy to spot someone who’s just in the business for the money vs. those who really care and want something great for the industry. It might be the optimism speaking, but I feel that the latter group usually produces the brightest innovations (and eventually, profit, too).”

Andy said: “The urge to make a snarky reply is unbearable… Tropical… must… resist… impulse to… scratch itch… hippy jokes… overloading…”

I gotta agree with Andy here. I’m in this business because I love what I do and I’m good at it. That said, I get up and go to work everyday for my company, for myself, for my family… the industry is something I like to give back to when I can, but the money is what gets me out of bed every day. I don’t think that makes me less of a ceo. I think it makes me more willing to give up a good idea that isn’t profitable and stands to suck the life out of my business and my drive.

Rand said: “Not only have I made a few mistakes in hiring the wrong folks, I’ve also struggled to find the best fit for the talented people we do bring on board. I’m deeply envious of CEOs who can magically size up a person’s strengths and weaknesses and put them in a position to leverage the former and minimize the latter.”

I’ve made both of those mistakes, but have found that fixing them is key. If you hire the wrong person, let them go. If you hire a great person for the wrong position, move them into the right position and hire for their replacement in the wrong position. I think ignoring a mistake is more dangerous than making them.

Rand said: “This is probably my toughest issue. I’m great at telling people when they’ve done a good job, but awful at criticizing any effort. In order to overcome, I’ve started hiring only those folks who have a deep, internal need for perfectionism.”

Andy said: “Rand, where do you find these people with a deep need for perfectionism? I, ahem, haven’t found this trait much in our generation.”

Perfectionism is relative. Your perfectionism is not another’s and in my world, all of the work being pumped out of my office must meet my standards and not those self imposed by someone else. If all a person hears is how wonderful they’re doing, they may become complacent and constant complacency is a dangerous thing in a startup. Additionally, you rob them of the chance to have someone with much more experience and knowledge show them how they can do things better. That said, you can also be too negative… you need a balance… the balance - of not being *too* critical - is something I’ve slowly developed and continue to develop.

Rand said: “It’s a dictatorship. When tough decisions come up, they’re my responsibility. I’ve noticed that even with little things, when we take a company vote, dissent and discomfort abound.”

Andy said: “I’m impressed. Is the “team building” and “consensus” fad over yet? Good. You’re CEO for a reason: you have a higher batting average at decision-making.”

I take everyone’s opinions in… and sometimes someone has a great idea. No one needs to have any fear of bringing an idea to me or questioning how we do something in a constructive way. But at the end of the day, the decisions of what site to build, where to focus our priorities and every other decision is made by me. Not only do I have the “higher batting average” in making the right decisions about doing what we do, but in the end, I am responsible for not only my own personal financial success as the owner of the company, but also to make sure that those who depend on us for employment and mortgage payments can continue to do so.

Rand said: “Just because some skill, ability, or product got you where you are today doesn’t mean you should never give it up.”

In my honest opinion, being unable to grasp that concept is what will send a lot of ceo’s back to the corporate world as an employee down the road. Knowing when you need to change strategy and *doing it* is key.

Rand said: “Don’t ignore the power of others to do your work for you.”

This concept was one of the hardest for me to accept. Rand, those perfectionists you want to find - I’m one of them - and we have huge problems delegating because it means that not everything will be done exactly the way we would have done them - which would have been perfect. ;-) Delegating was the single hardest thing for me to learn to do… and there are still certain tasks I’ve yet to delegate… but I’m getting there.

Rand said: “I can remember dozens of times when I felt like the world was crashing down around me - that I could barely hold up another day.”

We’ve all had those days… and they suck. But they build character. That’s what all those tough life experiences so many parents try to shield their children from have prepared us for… the times when things aren’t always fair and shit feels like it’s crashing in on your head. You push through, you survive, you move on. There is and never will be another choice except failure.

Rand said: “That employee who’s struggled the last few months may indeed turn things around.”

Andy said: “Also: employees don’t generally “turn around”. Underperformers have no place in a company that’s not publically traded, so ditch them as soon as you know.”

I also have to agree with Andy on this one. There is no place in a startup for people who simply want to show up and collect a paycheck and people with that mindset rarely change it. They have to go the second you realize it. It is a tough thing to do… but, as we’ve already discussed, sometimes you have to make hard decisions for the good of yourself, the company and the people who depend on it.

Rand said: “If you have mediocre people doing mediocre work, that was your bad call at hiring time. Either way, taking responsibility and correcting course is required.”

That’s like saying someone should stay in a miserable or abusive marriage because they made the mistake of saying I do in the first place. If someone is harmful to you, you toss them. If someone is harmful to your company (and for a startup, every penny/second of time wasted counts) and the people who depend on it, you toss them too. That is what separates a ceo from a career counselor.

I don’t have all the answers… I’m still learning every day… but that is my input based on my own experiences thus far. I’m lucky to have a great business partner with much more experience at this than me to help me along and push me to get better each and every day in the aspect of being a ceo.

“Leadership is the art of getting someone else to do something you want done because he wants to do it.” - Dwight Eisenhower


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Rae Hoffman

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You and Andy both bring up excellent points. I’m sure your iron fisted penny pinching strategies work very well.

As an employee I would prefer to work for Rand. I realize there may be some waste in his slightly softer approach. That isn’t a factor in my mind.

Give me a little wiggle room and I will produce amazing products or services. Drag me by the lease and I will fight every step of the way.

Posted by Dane on January 25th, 2008 at 12:43 am

Rae,

Fabulous! I keep sending these out to the management team at my company, which isnt a startup but even those in established management can benefit from a refresher course.

One of my biggest pet peeves is complacency - the employee that is just there to collect the check. If I had my way (probably the reason I’m NOT in management right now) they’d be out the door in a heartbeat.

Thanks for more insight on the topic, and dont feel bad - I’m kind of glad I’m not the only one to make a poor vocabulary choice on occasion.
~Carrie

Posted by Carrie Hill on January 25th, 2008 at 9:40 am

@Dane I have never used a penny pinching strategy in my life (though of course I’m conscious of how much we spend and if we really need to) in the way I’m interpreting you think I have. Being able to make tough decisions, cut the dead weight and manage for the good of the company does not automatically mean I’m a tyrant. :)

My employees have plenty of wiggle room, are free to try new ideas and know they’ll get praise in the same manner they’ll get criticism. We have beer Fridays very often, an extremely laid back atmosphere (pics in a few days) and if there is one thing they’ll all guarantee you, it’s that they learn something new every week. One of them worked for me years ago at a different company, so I can’t be too bad to work for if he is working for me again. ;-)

To me, there is a huge difference between being dead weight just showing up and collecting a check and being a performer who pushes themselves to constantly be doing the best for me, as well as the company… and the latter definitely doesn’t involve a leash. ;-)

Posted by Rae Hoffman on January 25th, 2008 at 9:55 am

Great post Rae. I appreciate the threaded style as well since I had not seen Rand or Andy’s posts yet.

The dead weight employee issue is one that can carry dire consequences. It must be dealt with quickly despite the pleas of bleeding hearts or the entire organization can get contaminated.

Posted by Lee Odden on January 25th, 2008 at 10:17 am

Agreed with everything you wrote here Rae 100%.

To be honest, it’s a little difficult to join in this debate unless you actually are (or were) a start-up CEO. As you can see with Dane’s comment here. Of course, the CEOs who *made it* should carry the most weight in this conversation.

You do have to be tough and make difficult decisions, every day as a CEO. Having to fire someone for the first time was a real milestone for me.

Posted by Nick Wilsdon on January 25th, 2008 at 10:29 am

@Dane I’m not an employee of Rae’s, but I DO contract for her and have for about two years now.

There’s a reason I keep her as a client. And if I were the type to be an employee, I’d seek her out as my employer. Why?

She’s smart, savvy, pulls no BS, is efficient as hell, but also generous with her knowledge. I’ve worked with hundreds of clients. Rae is one of the best, which is why we still work together. She knows her stuff.

Too many employees expect the world handed on a platter with no effort on their part. The harder I work for Rae, the more she rewards me. I’ve seen her be tough as nails, but every time she’s done it, it was absolutely called for. Frankly, that’s the kind of agility a CEO needs to create a successful company.

Posted by Reese on January 25th, 2008 at 10:39 am

I’ve appreciated all the posts on this subject, as I’m currently somewhere between the bathrobe and CEO with in-house staff at the moment. I think my personality is more in line with Rand’s, but I desire to have more of the edge of Rae & Andy.

On behalf of those a year or three behind you in the business evolutionary chart, thanks for sharing your experiences :)

Posted by RKF on January 25th, 2008 at 11:02 am

@Rae I’ve never worked for you and I’ve only heard you speak once. (Pubcon 2007) I just get the impression you can be a hard ass at times. If that is off the mark then I apologize.

The point I was trying to make is this… You may be in a position of authority but you can’t always act like a dictator. Every one of your employees has their own master plan. (at least they should) If you make them feel like YOUR plan is the only one that counts then you will probably have trouble retaining talent.

I believe there is a balance. You need to give your people the freedom to explore and develop. At the same time, you need to be willing and ready to bring your foot down on occasion.

Posted by Dane on January 25th, 2008 at 11:48 am

@Dane “I just get the impression you can be a hard ass at times. If that is off the mark then I apologize.” - nope, totally on the mark… key words being, “at times” :)

>>>”You need to give your people the freedom to explore and develop. At the same time, you need to be willing and ready to bring your foot down on occasion.”

Well, I guess it’s all in how you look at it, because to me, nothing I’ve said above conflicts with that statement - my employees can explore to their hearts content as long as their working hard for the company and its long term health and goals.

Posted by Rae Hoffman on January 25th, 2008 at 5:28 pm

Hmmm…

I think I would rather work for a CEO like Rae. She seems more direct and to the point.

There is nothing worse than a boss you have to play guessing games with and walk on glass whenever they are around. I prefer to know exactly where things stand. “To the point” is always best in my book, but I suppose it all depends on your temperament.

Posted by People Finder on January 26th, 2008 at 12:07 pm

[...] Even More Advice for Startup CEO’s - Sugarrae I’ve been extremely busy this week and as such, I missed a totally kick ass post over at seomoz which offered up some advice to people who are ceo’s of startup companies. I’m (tags: Startup) [...]

Posted by links for 2008-01-27 on January 26th, 2008 at 9:24 pm

My advice is to find good / experienced SEO experts and try to become a friend with them.
Read more blogs like this one and participate in SEO forums.
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Posted by Sergey Rusak on January 28th, 2008 at 8:55 pm

Anyone else getting very tired of the word CEO and how it’s so overused. A CEO to me is the head of a large company not some 2 man chop-shop in a back alley or a work from home interneter.

If you really want to try and impress people when you give them your business card leave out the CEO bit and just put your name and company.

Posted by Alex on January 31st, 2008 at 1:04 pm

>>>A CEO to me

To the Canadian government, it’s what I am on the paperwork… not that I don’t think for a second I’ll eventually replace myself with a more fitting CEO at some point ;-)

>>>2 man chop-shop in a back alley or a work from home interneter

I’m definitely not the latter (though I miss it some days) and last I checked, we were in a very nice office building in the center of our city’s downtown area and we had a bit more than two men :)

But yeah, I get your point…

Posted by Rae Hoffman on January 31st, 2008 at 3:11 pm

Rae

Sorry to be so narky, sometimes I cannot help it.

Always enjoy your posts though, great one on links last week :)

Posted by Alex on February 4th, 2008 at 10:05 am

LMAO… no worries… I am totally versed in snark ;-)

Posted by Rae Hoffman on February 4th, 2008 at 10:38 am

[...] (and the extremely differing opinions on the topic) that were shared a while back by Rand, Andy and myself. Michael Arrington and Jason Calacanis seem to agree with Andy and myself that [...]

Posted by Valuable Financial Advice for Startups - Sugarrae on March 10th, 2008 at 10:17 pm

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