asker vs guesser

asker-vs-guesser I saw Tina's tweet last month and watched the conversation unfold because I was really intrigued. Tina Roth Eisenberg, founder of multiple companies and creator of genius ideas has trouble asking for favors?? Me, too!


I'm a Guesser. I always have been. After reading the article Erika Hall linked in her reply to Tina, I clicked link after link on numerous Asker vs Guesser articles. It's become painfully clear that this is one of the main things preventing me from walking into a boutique or store and asking if they'd be interested in selling my pieces. I've always known I was uncomfortable selling myself but just assumed I was missing that gene. I'm convinced that this is the biggest thing standing in my way.

Jonathan Chait's angle is that Guessers are wrong and we should all just ask. I'm working on it and think this lengthy discussion about 'how to say no' is a great place to start. What about you? Are you an Asker or a Guesser?