5 ms·

Things to consider before launching a startup (or) Sometimes it's not so fun

46 points by cmos 18y ago

lawrence 18y ago
Penelope, that's gorgeous writing. I would be concerned about over-sharing during a sensitive time. I hope things work out for you and your company.
paul7986 18y ago
A piece on 20/20 about transparent salaries impressive. Good to see that she is following through on that story through this post. Doing so make it's an even better story; publicity. Id never heard of this svc & site until this post.
prospero 18y ago
This is a nice counterpoint to to the self-adulatory posts by Jason Calcanis, et al. Well written, too.
motoko 18y ago
This reads like a physiological (and subsequent psychological) breakdown. Please see a physician.
- xcvdf 18y ago
  Ms. Trunk is a professional blogger. I wish I had known this before reading the article. I would rather not waste my time reading anything these people write.
  - Brushfire 18y ago
    Seriously... Although I feel for her personally (I've been in that financing situation), her startup is in a bad place, getting worse, in an even worse industry. From her startup's "about" page. --- We’re a community of top Gen Y thought leaders, forward-thinking organizations and everyone else who realizes that the way we define ourselves in both work and in life needs to change. --- Professional Blogging and Weird Niche Social Networks are no longer valid business models.
    - m0nty 18y ago
      > We’re a community of top Gen Y thought leaders Wow! Me too! That's just so spooky. I also drive a bat mobile.
    - deleted 18y ago
      [deleted]
  - steveplace 18y ago
    She does guest posts on yahoo finance and the comments are never very nice.
fallentimes 18y ago
Her startup: http://brazencareerist.com/ http://brazencareerist.com/
- tom_rath 18y ago
  With so many 'co-founders', a good deal of that stress should be off-loaded to others. That confessional reads as though she's swimming through it all alone.
  - cmos 18y ago
    It's a very personal situation, so chances are the cofounders are all stressing and working to resolve it, but there is nothing more demoralizing than not hitting payroll. It's forces you to confront so many well hidden issues, especially from your employees. Issues that, if sales pick up and things start rolling, are best swept aside. The amount of guilt one feels is directly proportional to how much you are to blame. The fact that she was able to even write about such an experience is mind boggling to me. All I know is when I've run out of money, about the last thing in the world I wanted to do was to share either the lack of funds nor my downward spiral dealing with it. The investor called her. He offered the pre-bridge loan to her. Sounds like she is running the ship.
- motoko 18y ago
  I have to admit: the irony of the founder of a business purporting "life management" strategies blogging her mental breakdown is... ripe.
- mattmcknight 18y ago
  I find that whole concept pretty fuzzy. They build a blog portal that lots of people go to. Then they sell a spot on that blog to corporate bloggers that try to make their company sound like an attractive place to work. Really? How about selling ads on the blog? Try to monetize the feed, too. She's missing out on lots of revenue. Shouldn't she try to drive more revenue with her blog? I read it in Google Reader and really had no idea how she was pulling in any revenue at all.
yesimahuman 18y ago
I'm sorry, I feel for you, but it seems like a lot of this stuff is not necessarily related to your business so much as it is personal.
anonyreliant 18y ago
"I just hired someone to take care of my house for $50,000 a year: A house manager. This is in addition to the full-time nanny I have. And the cleaning service. And the assistant I have at work." Trouble making payroll? Get rid of your full-time nanny, and assistant, and cleaning service and house manager. Sounds like the investors are getting fleeced.
patio11 18y ago
With the proviso that this is more applicable to us knowledge workers than to a business which needs massive capital investments: there is another option to being a slave to investors. Bootstrap. I started my business with a budget of $60, and spent $56 of that. Every. Single. Penny. of expenses since then has come from a paying customer. I have never worried about not being able to make payroll. OK, technically, there is no payroll (I'm not the world's biggest fan of the employer/employee relationship, for many reasons), but when I tell my freelancers "Hey, Bob, I will pay you a thousand dollars if you can do X up to your usual level of quality, how's about it?", I have never once thought "Oh, effity, now I have to convince someone to give me a thousand dollars so I can pay for Bob's time". (One reason Bob, and the rest of my freelancers, are typically happy to work for me is that I pay my invoices in Net 30 -- minutes, that is.) This means that instead of being tied to the telephone, I think I have made two calls in 3 years. The first was to give someone their credentials because their email inbox was full and they had indicated it was an emergency for them. The second was when Google asked me for a favor, because when Google asks for a favor I can damn well make time for a phone call.
- anonyreliant 18y ago
  You've said elsewhere you earned $1000 USD your first year. At that rate of income I doubt your expenses are factoring in your time. Not being critical or aggressive here. I'm in the online content business myself, but we have costs associated with content production and would be out of business fast if we only earned 1k a year. I don't think your experience generalizes to a lot of other cases, that's all
- Brushfire 18y ago
  Your points are valid. However, although I'm not certain HER startup qualifies, there are businesses that cannot be started without at least some cash investment. Your model really only works in software, consulting, or services. And it doesnt always work in software. Sometimes you need to buy/lease computers. Or cars. Or Steel. Or Whatever. And that takes money. Plus, a business may be generating revenue, but have cashflow issues. This again depends on the business, model, industry, etc. Simply saying "Bootstrap" is not always good enough. Granted, from the looks of her company, it should be in this situation, but shes already dug 60 feet into a hole, and its nearly impossible to 'bootstrap' yourself out of a situation like that.
gabrielroth 18y ago
I was going to start a startup, but now I won't because I'm afraid I'll get some kind of horrible eye disease.
- motoko 18y ago
  Myopia?
timr 18y ago
It really bugs me that virtually all of the top-rated comments here are petty attacks on the author. This was better written and more interesting than 90% of the puff pieces I read about startups, here or elsewhere. I don't see why it merits such a mean-spirited response. I think the comments here are a great example of why women don't want to be in this industry.
- axod 18y ago
  It was interesting in a "Watch a car crash" type way. If you're short on cash, you don't have a "House manager". It doesn't sound like she makes a good CEO to me at all. Not because she's a woman, but because firstly, she is spending more money than she should be, and secondly, because she sounds like an emotional wreck.
  - timr 18y ago
    What she does with her personal finances is largely irrelevant to her company's ability to make payroll.
  - ahoyhere 18y ago
    Most people in that situation would be emotional wrecks. I agree with you that her business seems very unsound, but she should get massive points for being honest and sharing this with people so others can learn from those mistakes. Most people are not good CEOs. Her story is just written from a much more human angle than the other "not good CEO" stories that show up on HN.
- fdhgsdg 18y ago
  You're right dude, it's the patriarchy, it isn't that she: *makes a living blogging (and is part of that circle) *wastes money *essentially has no other skills *writes like a pierced emotion *embellishes everything (how can you be truthful about your life when all you do is blog?) *is not level-headed (wish she was my CEO!) *is running a goofy business *contributes nothing to this business beyond her money and her celebrity If Fred Wilson or Mark Zuckerberg wrote this blog post how would people react? The only reason you're defending her is because she is a woman, and, in fact, you've been sucked into her 'read my blog' trap. You need to check yourself man, because it sounds like you have some mushy ideas in your head. This is about a FAILING BUSINESS, not about which extracurricular gets equal time down by the quad.
puzzle-out 18y ago
I feel for the employees. It's a "company" - a collection of people - and other than pointing out that she hasnt met payroll at the beginning, I don't see any evidence of consideration for her staff.

46 points by cmos 18y ago

Penelope, that's gorgeous writing. I would be concerned about over-sharing during a sensitive time. I hope things work out for you and your company.

paul7986 18y ago

A piece on 20/20 about transparent salaries impressive. Good to see that she is following through on that story through this post. Doing so make it's an even better story; publicity. Id never heard of this svc & site until this post.

prospero 18y ago

This is a nice counterpoint to to the self-adulatory posts by Jason Calcanis, et al. Well written, too.

motoko 18y ago

This reads like a physiological (and subsequent psychological) breakdown. Please see a physician.

xcvdf 18y ago
Ms. Trunk is a professional blogger. I wish I had known this before reading the article. I would rather not waste my time reading anything these people write.
- Brushfire 18y ago
  Seriously... Although I feel for her personally (I've been in that financing situation), her startup is in a bad place, getting worse, in an even worse industry. From her startup's "about" page. --- We’re a community of top Gen Y thought leaders, forward-thinking organizations and everyone else who realizes that the way we define ourselves in both work and in life needs to change. --- Professional Blogging and Weird Niche Social Networks are no longer valid business models.
  - m0nty 18y ago
    > We’re a community of top Gen Y thought leaders Wow! Me too! That's just so spooky. I also drive a bat mobile.
  - deleted 18y ago
    [deleted]
- steveplace 18y ago
  She does guest posts on yahoo finance and the comments are never very nice.

fallentimes 18y ago

Her startup: http://brazencareerist.com/ http://brazencareerist.com/

tom_rath 18y ago
With so many 'co-founders', a good deal of that stress should be off-loaded to others. That confessional reads as though she's swimming through it all alone.
- cmos 18y ago
  It's a very personal situation, so chances are the cofounders are all stressing and working to resolve it, but there is nothing more demoralizing than not hitting payroll. It's forces you to confront so many well hidden issues, especially from your employees. Issues that, if sales pick up and things start rolling, are best swept aside. The amount of guilt one feels is directly proportional to how much you are to blame. The fact that she was able to even write about such an experience is mind boggling to me. All I know is when I've run out of money, about the last thing in the world I wanted to do was to share either the lack of funds nor my downward spiral dealing with it. The investor called her. He offered the pre-bridge loan to her. Sounds like she is running the ship.
motoko 18y ago
I have to admit: the irony of the founder of a business purporting "life management" strategies blogging her mental breakdown is... ripe.
mattmcknight 18y ago
I find that whole concept pretty fuzzy. They build a blog portal that lots of people go to. Then they sell a spot on that blog to corporate bloggers that try to make their company sound like an attractive place to work. Really? How about selling ads on the blog? Try to monetize the feed, too. She's missing out on lots of revenue. Shouldn't she try to drive more revenue with her blog? I read it in Google Reader and really had no idea how she was pulling in any revenue at all.

yesimahuman 18y ago

I'm sorry, I feel for you, but it seems like a lot of this stuff is not necessarily related to your business so much as it is personal.

anonyreliant 18y ago

"I just hired someone to take care of my house for $50,000 a year: A house manager. This is in addition to the full-time nanny I have. And the cleaning service. And the assistant I have at work." Trouble making payroll? Get rid of your full-time nanny, and assistant, and cleaning service and house manager. Sounds like the investors are getting fleeced.

patio11 18y ago

With the proviso that this is more applicable to us knowledge workers than to a business which needs massive capital investments: there is another option to being a slave to investors. Bootstrap. I started my business with a budget of $60, and spent $56 of that. Every. Single. Penny. of expenses since then has come from a paying customer. I have never worried about not being able to make payroll. OK, technically, there is no payroll (I'm not the world's biggest fan of the employer/employee relationship, for many reasons), but when I tell my freelancers "Hey, Bob, I will pay you a thousand dollars if you can do X up to your usual level of quality, how's about it?", I have never once thought "Oh, effity, now I have to convince someone to give me a thousand dollars so I can pay for Bob's time". (One reason Bob, and the rest of my freelancers, are typically happy to work for me is that I pay my invoices in Net 30 -- minutes, that is.) This means that instead of being tied to the telephone, I think I have made two calls in 3 years. The first was to give someone their credentials because their email inbox was full and they had indicated it was an emergency for them. The second was when Google asked me for a favor, because when Google asks for a favor I can damn well make time for a phone call.

anonyreliant 18y ago
You've said elsewhere you earned $1000 USD your first year. At that rate of income I doubt your expenses are factoring in your time. Not being critical or aggressive here. I'm in the online content business myself, but we have costs associated with content production and would be out of business fast if we only earned 1k a year. I don't think your experience generalizes to a lot of other cases, that's all
Brushfire 18y ago
Your points are valid. However, although I'm not certain HER startup qualifies, there are businesses that cannot be started without at least some cash investment. Your model really only works in software, consulting, or services. And it doesnt always work in software. Sometimes you need to buy/lease computers. Or cars. Or Steel. Or Whatever. And that takes money. Plus, a business may be generating revenue, but have cashflow issues. This again depends on the business, model, industry, etc. Simply saying "Bootstrap" is not always good enough. Granted, from the looks of her company, it should be in this situation, but shes already dug 60 feet into a hole, and its nearly impossible to 'bootstrap' yourself out of a situation like that.

gabrielroth 18y ago

I was going to start a startup, but now I won't because I'm afraid I'll get some kind of horrible eye disease.

motoko 18y ago
Myopia?

timr 18y ago

It really bugs me that virtually all of the top-rated comments here are petty attacks on the author. This was better written and more interesting than 90% of the puff pieces I read about startups, here or elsewhere. I don't see why it merits such a mean-spirited response. I think the comments here are a great example of why women don't want to be in this industry.

axod 18y ago
It was interesting in a "Watch a car crash" type way. If you're short on cash, you don't have a "House manager". It doesn't sound like she makes a good CEO to me at all. Not because she's a woman, but because firstly, she is spending more money than she should be, and secondly, because she sounds like an emotional wreck.
- timr 18y ago
  What she does with her personal finances is largely irrelevant to her company's ability to make payroll.
- ahoyhere 18y ago
  Most people in that situation would be emotional wrecks. I agree with you that her business seems very unsound, but she should get massive points for being honest and sharing this with people so others can learn from those mistakes. Most people are not good CEOs. Her story is just written from a much more human angle than the other "not good CEO" stories that show up on HN.
fdhgsdg 18y ago
You're right dude, it's the patriarchy, it isn't that she: *makes a living blogging (and is part of that circle) *wastes money *essentially has no other skills *writes like a pierced emotion *embellishes everything (how can you be truthful about your life when all you do is blog?) *is not level-headed (wish she was my CEO!) *is running a goofy business *contributes nothing to this business beyond her money and her celebrity If Fred Wilson or Mark Zuckerberg wrote this blog post how would people react? The only reason you're defending her is because she is a woman, and, in fact, you've been sucked into her 'read my blog' trap. You need to check yourself man, because it sounds like you have some mushy ideas in your head. This is about a FAILING BUSINESS, not about which extracurricular gets equal time down by the quad.

puzzle-out 18y ago

I feel for the employees. It's a "company" - a collection of people - and other than pointing out that she hasnt met payroll at the beginning, I don't see any evidence of consideration for her staff.