
177: Diversify Your Creator Portfolio
The Bootstrapped Founder
12/30/22
•13m
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As a creative entrepreneur, it is important to diversify your portfolio and have multiple projects in progress in order to reach a wider audience, stabilize income streams, and protect yourself from the risks associated with relying on any one platform. In order to do this, it is essential to own the means of communication with your audience, such as through a newsletter or blog, and to repurpose content for different formats. Additionally, it is important to collaborate with other creators, use social media to drive traffic to your own platform, and focus on building a community rather than just an audience. Finally, it is essential to regularly back up your work and data in order to protect yourself from being de-platformed.
- Diversify Your Creator Portfolio
- Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course
- Zero to Sold & The Embedded Entrepreneur, my books on entrepreneurship
This episode is sponsored by MicroAcquire.
Previous Episode

176: Jay Clouse — Creative Commitments
December 28, 2022
•57m
Today, I’m talking to Jay Clouse, a creative entrepreneur, and all-around amazing human being. We’re talking about keeping it all together as a solo creator, what makes a personal brand work, and how important authenticity is in building an audience.
00:00:00 What to do about all the attention-grabbing out there
00:05:00 A trust-based paradigm for your work
00:12:15 The importance of being a human being and not a brand
00:18:11 Challenges of aligning all of your projects under one umbrella.
00:23:02 Can you even find good names at the start?
00:28:57 The importance of having a backlog of ideas.
00:32:37 Will I ever get to this level of quality?
00:37:05 Choosing priorities
00:43:11 The mechanics of building community & building relationships with people
00:46:15 Teaching sentient beings to do things that are good for them (and good for you)
00:50:42 An audience is like an insurance policy
- Creative Commitments with Jay Clouse
- Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course
- Zero to Sold & The Embedded Entrepreneur, my books on entrepreneurship
This episode is sponsored by MicroAcquire.
Next Episode

178: Patrick Campbell — Life After a $200mil Exit
January 4, 2023
•61m
Today, I’m talking to Patrick Campbell, founder of ProfitWell, a bootstrapped business that recently got acquired by Paddle for a whopping 200 million dollars.
I talked to Patrick about getting acquired for 9 figures, finding your footing as a founder after such an incredible exit, where the online payment industry is heading, and how mental health challenges follow us wherever we go.
00:00:00 Introduction
00:01:04 Patrick's entrepreneurial journey
00:03:10 A different approach to marketing
00:06:23 Help Sells: providing free value and then selling
00:13:53 Dealing with a $200mil exit
00:15:55 Filming a documentary while exiting
00:19:03 Keeping the company running during the sale
00:24:42 Anxiety during the sale
00:28:08 Anxiety AFTER the sale
00:34:12 Jumping right back into work
00:37:28 Building trust with your team
00:41:49 Defining your role in a deal
00:45:05 Will Patrick ever take a vacation?
00:49:38 It never ends: mental health for founders
00:54:05 The future of the payment industry
- Life After a $200mil Exit with Patrick Campbell
- Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course
- Zero to Sold & The Embedded Entrepreneur, my books on entrepreneurship
This episode is sponsored by MicroAcquire.
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