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Startups For the Rest of Us

TinySeed Tales 7 | The Growing Pains of Delegation

Startups For the Rest of Us

Rob Walling

Entrepreneurship, Management, Business, Marketing

4.9819 Ratings

🗓️ 5 December 2019

⏱️ 25 minutes

🧾️ Download transcript

Summary

Show Notes This week Craig Hewitt of Castos, feels the pains of a growing team and talks about how his role as a founder must evolve as the team continues to grow.

Transcript

Click on a timestamp to play from that location

0:00.0

I'm not ready or they're not ready or our process is not ready for them to be successful

0:06.3

every time with this.

0:07.9

And so what's ending up happening is I'm doing a lot of work to set things up for everyone

0:12.3

to do things and own them and see things through all the way.

0:16.4

But then I'm also checking things and reviewing emails.

0:19.7

And it's basically like twice the work.

0:22.5

And it's really tough.

0:29.5

Welcome back to Tiny Seed Tales, a series where I follow a founder through their struggles, victories, and failures as they build their startup.

0:36.2

I'm your host, Rob Walling. I'm a serial entrepreneur

0:39.0

and co-founder of Tiny Seed, the first startup accelerator designed for bootstrappers.

0:46.1

This is the seventh episode of our first season with Craig Hewitt of Castos. Before our interview

0:51.2

this week, Craig had sent me an audio clip that he'd recorded the week before

0:54.4

in a moment when he felt overwhelmed by the work ahead of him and his growing team.

0:59.2

You heard a snippet of it at the beginning of this episode, and we're going to play the whole

1:02.4

clip later. Also coming up, we'll talk about the exciting developments from Castos' experiment

1:07.0

to do away with the credit card requirements for their two-week trial.

1:15.4

But I want to begin today with a conversation about team and culture and how Craig's role as a founder needs to evolve as his team grows. During our interview, Craig was much more optimistic than he

1:20.7

was during his recorded clip. And I've been thinking a lot about team lately because it gets

1:25.9

really important kind of at this stage I think.

1:28.7

Talk to me more about that. What stage are you at that team is becoming important? Is it

1:33.6

MRR or is it team size? Yeah, I think it's team size and our ability to move fast. We're not

1:42.7

so many people that we can't, you know, ship quickly and make

...

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