#330: The Return of Drunk Dialing Q&A: How to Ask Better Questions, Take Better Risks, and More!

This episode is a rare exception to the rule — unlike my usual long-form interviews, this is a drunk-dialing Q&A with you guys, which I’ve done a few times in the last few years, including for the celebration of the 100th episode of this podcast. In preparation for this episode, I solicited phone numbers from listeners who wanted to receive a call from me, and then I started drinking and dialing, answering questions and getting a little frisky along the way.

This time, I came in hot, starting after a few preliminary drinks with friends on a weekend — so it's double trouble.

I ended up covering topics including:

How to reassess existing projects, specifically ones which you've put a lot of capital and time into, using 80/20 analysis and other tools. How to learn to care less about what people think, social perception, and how to minimize herd mentality. A framework for thinking about entrepreneurship, risk-taking, and how to cut your teeth as a business builder or creator. How to learn to ask better questions, whether in dating or sales. How to let the silence do the work. And so much more!

Please enjoy this tequila-fueled Q&A!

This episode is brought to you by LinkedIn and its job recruitment platform, which offers a smarter system for the hiring process. If you've ever hired anyone (or attempted to), you know finding the right people can be difficult. If you don't have a direct referral from someone you trust, you're left to use job boards that don't offer any real-world networking approach.

LinkedIn, as the world's largest professional network — used by more than 70 percent of the US workforce — has a built-in ecosystem that allows you to not only search for employees, but also interact with them, their connections, and their former employers and colleagues in a way that closely mimics real-life communication. Visit LinkedIn.com/Tim and receive $50 off your first job post!

This podcast is also brought to you by 99designs, the world’s largest marketplace of graphic designers. I have used them for years to create some amazing designs. Whether your business needs a logo, website design, business card, or anything you can imagine, check out 99designs.

I used them to rapid prototype the cover for The Tao of Seneca, and I’ve also had them help with display advertising and illustrations. If you want a more personalized approach, I recommend their 1-on-1 service. You get original designs from designers around the world. The best part? You provide your feedback, and then you end up with a product that you’re happy with or your money back. Click this link and get a free $99 upgrade.