3 Career Lessons the Most Successful People Can't Teach You .pdf
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3 Career Lessons the Most
Successful People Can't Teach You
Lesson 1: Perfect Your Pitch
• In the first episode, there’s a squirm-worthy pitch meeting between
Alex Blumberg, the CEO, and Chris Sacca, a Silicon Valley billionaire.
It’s uncomfortable because Blumberg has no clue how to pitch: He
stutters, uses jargon, rambles, and basically makes investing in his
company sound really unattractive.
• If you’re an entrepreneur, you should definitely know how to sell
your idea to investors. However, the rest of us need to master
pitching, too. We’re always selling something, whether that’s our
services, an idea, a product, or even ourselves (cough, job
• Not sure you’re nailing your elevator speech? Check out: “3 Smart
Ways to Upgrade Your Elevator Pitch,” “The Secret to Giving the
Perfect Pitch,” and “Secrets for Nailing the Pitch from 7 Female
Lesson 2: Don’t Cover Up Your
• Episode nine was a little painful to listen to as well, because
Blumberg’s team really, really screwed up. Long story short, they
unintentionally made a mom believe her son was going to be
featured on This American Life (a famous radio segment from NPR),
but really he was used in a Squarespace ad. The mom was mad, the
media was mad, and—I assume—Squarespace was mad.
• I wouldn’t know any of this if Blumberg and his employees hadn’t
been completely open about what happened. Not only did they
reach out to the mom, but they broadcast their mistake to the
whole world via podcast. And guess what? That was the best thing
they could’ve done to get everyone to calm down and move on. It’s
hard to stay angry when the people you’re angry at have
acknowledged their mistake humbly and without qualifying it.
Lesson 3: Don’t Be Afraid to Open Up
• For 13 episodes, Blumberg has let his audience in on, well,
just about everything. We hear his struggle to decide how
much equity to give his partner. We hear his employees talk
about how they’re at their breaking points. We even
hear his plans to eventually take his company from purely
content to content and technology.
• You’d think sharing so much info would harm Blumberg, but
it’s had the opposite effect. During his last round of
funding, he actually had too manywannabe investors.
Prestigious organizations (like Google Ventures!) volunteer
to help him so they can be on the podcast. Most
importantly, Blumberg’s decision to be transparent means
he isn’t focused on beating his competition—he’s just
focused on making a great product.