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This Week in Startups

E1053: Ask Jason! Catching‌ ‌an‌ ‌investor’s‌ ‌eye‌ ‌with‌ ‌a‌ ‌cold‌ ‌email‌, what founders/investors often overlook during pitches, COVID’s impact on Jason’s deal flow, domain name hacks & more!

This Week in Startups

Jason Calacanis

Technology

4.41.3K Ratings

🗓️ 5 May 2020

⏱️ 51 minutes

🧾️ Download transcript

Summary

0:01 Jason intros today's questions!
2:18 Kate asks what founders & investors often overlook while pitching/being pitched, and what they should focus more closely on
6:58 Daniel asks about Jason's next book
8:59 Avery asks for advice on performing customer research
14:27 Dan asks what common traits Jason sees in the best founders and tangible steps to gain these traits
19:55 Shahpar asks what kind of cold emails catch Jason's eyes
22:10 Amy asks for the top 5 books Jason would recommend to an aspiring founder
27:18 Andrew asks Jason how his deal flow has been impacted by COVID-19
30:27 Dharma asks about the importance of a startups name/domain name and any hacks getting a better domain name
34:54 Pedro asks how to improve customer retention when acquisition goes down
39:57 Ivan asks how Jason is "sizing up" founders without meeting them in person
42:10 Gerry asks whether to offer a freemium version of a product OR to offer the full product free for a limited window before looking to convert
46:51 Naiem asks whether to push new products searching for product-market fit OR focus on improving existing products

Transcript

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0:00.0

Hey everybody thanks for joining us it's another asked Jason episode of this week in

0:04.0

startups and we got all of these amazing questions from our new slack room which you can

0:09.3

join by going to this week in startups dot com slash wait for it slack you all know slack you're all using it at work as we're remote

0:17.3

Well we started our own slack instance it now has 25,000 members and we have all these great rooms including the book club, including

0:25.6

S Jason, including small wins, we have one for every city, state, and country, we have ones

0:31.4

for every profession or job function like design and

0:34.0

uX or developers, and they're becoming very robust and there's lots of great

0:37.7

conversations going on and really no marketing. We just bounce anybody who

0:41.4

uses the slack for marketing and we only keep the people

0:44.4

having intelligent discourse about this podcast and growing startups and investing in startups.

0:49.3

On today's show I answer a dozen questions and boy they were great questions how do you catch an

0:54.4

angel investor's eye in email this is a really great question the top five books I

0:59.8

would recommend to an aspiring founder I gave more than five I think, and why you should read those books, what investors are looking for in a virtual pitch versus a real world pitch.

1:10.0

And if my deal flow, people want to know if my deal flow has gone up or down during the pandemic,

1:15.0

it's the answer might be something other than what you think, so stay tuned.

1:19.0

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1:26.3

Squarespace.com for a free trial and when you're ready to launch use offer code

1:31.8

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1:36.7

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1:38.0

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1:41.0

Try Notion.

1:42.2

It brings all your notes, docs, projects, and more together in one place,

...

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