New year, new Oversubscribed (Oversubscribed Weekly #8)

January 3, 2019 by Max

Hope you’re all having a great start to the new year! Here are some tweets worth reading from this week:

We really enjoyed this tweetstorm from Martin Casado about B2B companies’ experience with the concept of “crossing the chasm.” While Crossing the Chasm is a pretty good book as far as business books go, in real life, a product cycle doesn’t always play out as smoothly or as simply as the book’s examples do. A good reminder that all advice is over-simplified, and that the real world is always more complicated.

two-parter from Paul Graham, reminiscing about PlanGrid‘s successful YC interview. And a good lesson about the back-and-forth nature of the best investor pitches. (Sharp-eyed readers may notice from this screenshot that I don’t follow him anymore. I had to unfollow him once his tweets became 90% parenting advice. Sorry PG.)

Okay, this one is from me, and it’s not technically fundraising advice, but this tip from my Lyft driver was so good I had to include it. We definitely don’t recommend using this technique on investors, as it’ll almost certainly piss them off. But as a trick for people you don’t intend to have an ongoing relationship with, it’s gold. I wish I’d thought of this when I was running my last startup and trying to get random real estate brokers to return my calls.

Enjoy this? Get Oversubscribed in your inbox every Thursday.