While its a dream of many to become a boss or entrepreneur, there are other reasons why you maybe better off working for others. Its great to be on your own doing what you love to do and driving the business the way you want it but at the same time if you know how to manage those expectations, you can also do what you love at the same time working for others.1 . I don’t love doing much except for interviewing and blogging and my family. I’ve run the books at UserLand Software. I hated that. I’ve tried managing people at PodTech and found that I wasn’t particularly interested in doing more of it (which is one reason why Rocky’s going to play a key role in the development/production of the network — it’s important that we build a strong team, but I’d rather focus more of my energies on getting great content than on finding and keeping great people).
2. Building a diverse set of income requires a sales crew and attention to client happiness. It’s one thing to take care of one sponsor. It’s a whole nother thing to make magic happen for a wide range of sponsors. That takes a team of professionals. I don’t have the time, nor the skills, to build a world-class sales team and if I took the time that’d cause me to take my eye off of doing my videos, which would be the life-blood of the organization.
3. Setting up a business requires a ton of other tasks. HR. Banking. Invoicing. All the other drudge work that takes time away from doing interviews, going on photowalks, reading feeds, hanging out and networking with industry leaders, etc that leads to great content.
4. Doing a business is stressful on everyone involved. Om Malik’s heart attack had an impact on me. So did Marc Orchant’s death. Life is too short and if that means I leave a few million on the table because I gave up equity in my own thing, so be it. I’m happiest when behind a camera talking with someone like Doug Engelbart or taking Patrick, my son, to MacWorld. Anything other than that I’m going to outsource, ala “the Four Hour Workweek.”
5. Brand extension is hard when running your ass off to build your own business. For instance, I want to build communities that lead to interesting events. But if I did my own business, running an event team would have to wait until I got my business on solid ground. That could be a year or more. That would mean opportunities lost. Fast Company and Inc have awesome event and marketing teams — I’ve been to their events and if I wanted to build a team like that it’d take capital, time, and talent that I don’t have.
6. Getting access to things, when running your own business, is tougher. Yeah, I can get access to a lot of things, but did Steve Jobs invite me to attend his keynote at MacWorld? No. If I was part of a bigger team with a more established brand, would it be more likely that I’d get invited? Yes.
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