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Look man, I'm as cynical as the next Founder. We've all done the dog and pony and it's not fun but this is too pessimistic to actually be helpful to anyone. 

2 weeks, 3 days ago on Startups Anonymous: “What I’d Really Like to Say to Investors”


Pufft Daddy is no Chamillionaire so if it's time “talk about some real shit up in this motherfucker” then I think it's fair to say that Ad:tech over the last few years has been a huge disappointment and everyone knows it. The place is awash with affiliate marketers and every single person you bump into has an ad network you've never heard of but they'd like to work with you and by that what they mean is, "Can you bring me media dollars?" 

We all go purely for the simple fact that we've agreed as an industry to meet every 6 months in the same location to network. Lord knows that no one is there for the speakers or booths. I wish they could pull the nose up on that event. I'm not sure what the problem is there. 

2 weeks, 6 days ago on Sean “Puff Daddy” Combs was the keynote speaker at an ad tech conference and the results were more bizarre than imagined


This is certainly unfortunate to the point of being almost humorous but technically a premium placement like the homepage of the NYT was purchased weeks ago and not placed programmatically on the fly like AdWords copy. At first glance it looks like how an dynamic algorithm can backfire but I think you can just chalk this one up to old fashioned bad luck. 

3 weeks, 3 days ago on Oof. New York Times learns the possible risks of programmatic advertising


@OwenGriffiths  Well, Google isn't Google Ventures so the fact the the management is older isn't much of a compelling counter point. Dave McClure of 500 startups has talked openly about his reluctance to fund Founders over 40 even though he's funded a handful. It's safe to say the rest of the VC industry shares that sentiment when you examine the culture and business model. 

In 2011 I tried to raise for my company. At the time I had 11 people on staff, all off of revenue, and a very disruptive product in a growing market: mobile. After 18 months of exhausting pitching and events I was unable to attract a single dollar of investment—Angel or VC. I was 44 at the time with grey in my beard. If I were 24 I would have been considered  some kind of rainmaking prodigy. However, as a middle-aged man I was viewed as someone stuck in his ways or someone who probably has too many life obligations to truly commit. I can't tell you how many times I was talked down to like some kind of sad sack and this was from people who aren't healthy enough to do 10 pushups. You really have to interact with these people to understand what this article is about. 

Ultimately not raising was the best thing that could have happened as I now have so much more flexility with my business. 

There's a lot in this article for sure and it may not all wash out but from my personal experience this rings true. 

3 weeks, 4 days ago on


@The Expert  Hooray for you; you've made an anonymous comment on the internet! I admire your bravery. 

3 weeks, 4 days ago on


I started my business in 2005 at exactly the age of 38. I had 2 teenage boys, a wife transitioning careers and a handful of pets: all the stuff that everyone else has at that age. With just $2,500 I set up an LLC and started working my ass off. I have 13 on salary right now—without raising and penny—and a lot of upside. 

Don't look for approval because you won't get it. Instead, look for customers. 

Get over the age thing. Harrison Ford was 40 in the first Indiana Jones. Did he seem old? Eat right and get your ass the the gym if you're feeling low energy. 

You're not dead yet so I'm glad to hear you're going for it. 

4 weeks, 1 day ago on Startups Anonymous: The startup life of an OG