EDIT HISTORY | Successful entrepreneurs & creators revisit, review, and roast the content that got them to where they are - 197. When your content strategy feels "off" even though it’s “right” (Edit out the “should’s” in business) (Jeremy Enns)

197. When your content strategy feels "off" even though it’s “right” (Edit out the “should’s” in business) (Jeremy Enns)

01/27/25 • 44 min

EDIT HISTORY | Successful entrepreneurs & creators revisit, review, and roast the content that got them to where they are

As an entrepreneur or content creator, there’s always pressure to focus on what makes “strategic business sense.” But what happens when those so-called “smart” decisions start to feel anything but right?

In this episode, Jeremy Enns shares his journey through podcasting and business strategy. We revisit his business-aligned podcast that ultimately felt more like an obligation than an authentic creative outlet. Jeremy also discusses how quitting business projects that no longer serve you can lead to greater clarity, allowing you to focus on what truly resonates with your evolving identity and grows your business as a result.

Tune in to hear how quitting the wrong projects can unlock success in both your creative process and business strategy.

In this episode, we cover:

(00:00) Introduction

(01:42) Podcasts in Jeremy’s Business

(03:18) Past podcasts vs current podcasts

(06:27) Forcing yourself to keep podcasting

(09:06) When a misaligned podcast still grows your business

(13:24) Reviewing Jeremy’s past content

(15:56) Artistry vs Strategy

(20:03) What Jeremy did right

(24:59) Archiving misaligned content

(27:16) AI vs podcasters

(32:55) Actionable takeaways

Connect with Cheryl Lau

Website: https://cheryllau.com

YouTube: https://www.youtube.com/@cheryltheory

Newsletter: https://cheryllau.com/email

Instagram: https://www.instagram.com/cheryltheory

LinkedIn: https://www.linkedin.com/in/cheryllau

Connect with Jeremy Enns

Website: https://podcastmarketingacademy.com

Twitter: https://twitter.com/iamjeremyenns

LinkedIn https://www.linkedin.com/in/jeremy-enns

Free Podcast Marketing Audit: https://podcastmarketingacademy.com/audit

Scrappy Podcasting Newsletter: https://podcastmarketingacademy.com/scrappy-podcasting-newsletter

Podcast Marketing Trends Explained:

https://podcastmarketingacademy.com/podcast-marketing-trends-explained

Roast My Podcast: https://www.youtube.com/@podcastmarketingacademy

Free Resource for Podcasters

THE PODCAST CONTENT AUDIT: Build a differentiated and timeless body of work

Audit 9 different parts of your podcast content strategy

Identify the specific areas you can improve on right away to set your podcast apart from the rest

Get the Audit here: https://cheryllau.com/audit

Contact

Please email [email protected] for business inquiries.

Tune in to hear how quitting the wrong projects can unlock success in both your creative process and business strategy.

In this episode, we cover:

(00:00) Introduction

(01:42) Podcasts in Jeremy’s Business

(03:18) Past podcasts vs current podcasts

(06:27) Forcing yourself to keep podcasting

(09:06) When a misaligned podcast still grows your business

(13:24) Reviewing Jeremy’s past content

(15:56) Artistry vs Strategy

(20:03) What Jeremy did right

(24:59) Archiving misaligned content

(27:16) AI vs podcasters

(32:55) Actionable takeaways

Connect with Cheryl Lau

Website: https://cheryllau.com

YouTube: https://www.youtube.com/@cheryltheory

Newsletter: https://cheryllau.com/email

Instagram: https://www.instagram.com/cheryltheory

LinkedIn: https://www.linkedin.com/in/cheryllau

Connect with Jeremy Enns

Website: https://podcastmarketingacademy.com

Twitter: https://twitter.com/iamjeremyenns

LinkedIn https://www.linkedin.com/in/jeremy-enns

Free Podcast Marketing Audit: https://podcastmarketingacademy.com/audit

Scrappy Podcasting Newsletter: https://podcastmarketingacademy.com/scrappy-podcasting-newsletter

Podcast Marketing Trends Explained:

https://podcastmarketingacademy.com/podcast-marketing-trends-explained

Roast My Podcast: https://www.youtube.com/@podcastmarketingacademy

Free Resource for Podcasters

THE PODCAST CONTENT AUDIT: Build a differentiated and timeless body of work

Audit 9 different parts of your podcast content strategy

Identify the specific areas you can improve on right away to set your podcast apart from the rest

Get the Audit here: https://cheryllau.com/audit

Contact

Please email [email protected] for business inquiries.

Previous Episode

196. Build expertise as a new entrepreneur (Edit out the forced professionalism) (Rae Fung)

As entrepreneurs, we’ve all thought at one point: “If I don’t come off as professional, no one will take me seriously. They’ll think I’m a newbie, and I won’t be able to sign clients or grow my business.” But here’s the truth: looking professional alone won’t cut it.

In this episode, Rae Fung and I revisit a past video that captures Rae’s evolution from a self-conscious newbie entrepreneur to a confident professional speaker & coach. She shares how honing her unique voice transformed her content creation process, highlighting the importance of authenticity, confidence, and strategic thinking.

Whether you’re an entrepreneur, content creator, or professional wanting to elevate your communication skills, this episode provides actionable advice to help you stand out and make a lasting impact using your voice.

In this episode, we cover:

(00:00) Introduction

(01:31) The role of content in Rae’s business

(03:23) The stages of Rae’s business

(06:57) Reviewing Rae’s past content

(10:46) Newbie coach vibes

(15:06) How to develop substance

(20:20) Being proud of past you

(21:51) When business feels misaligned

(25:57) Inspired and strategic content

(31:58) Professionalism vs authenticity

(41:20) Actionable takeaways

Connect with Cheryl Lau

Website: https://cheryllau.com

YouTube: https://www.youtube.com/@cheryltheory

Newsletter: https://cheryllau.com/email

Instagram: https://www.instagram.com/cheryltheory

LinkedIn: https://www.linkedin.com/in/cheryllau

Connect with Rae Fung

Newsletter: https://sendfox.com/raefungx

Instagram: https://www.instagram.com/raematrix

LinkedIn: https://www.linkedin.com/in/raefung

Blog: https://raefung.com/blog

Free Resource for Podcasters

THE PODCAST CONTENT AUDIT: Build a differentiated and timeless body of work

Audit 9 different parts of your podcast content strategy

Identify the specific areas you can improve on right away to set your podcast apart from the rest

Get the Audit here: https://cheryllau.com/audit

Contact

Please email [email protected] for business inquiries.

Next Episode

198. Creating resonance by being honest (Edit out fear of what people will think or say) (Susan Hyatt)

There’s a moment we all face—the hesitation before hitting ‘post.’ The fear of saying the wrong thing. The pressure to appear polished, professional, perfect. But what does it really take to show up online—not just to be seen, but to be fully yourself?

Our guest, Susan Hyatt, knows this better than most. She built her business in the Wild West of social media—back when MySpace ruled and Facebook was invite-only. At first, she played by the rules: look the part, say the right things, avoid ruffling feathers. But the moment she stopped filtering herself? Everything changed.

So, if fear has ever held you back from speaking up, showing up, or building the life you actually want—this episode might just change the way you see yourself. Let’s dive in.

In this episode, we cover:

(00:00) Introduction

(1:15) Imposing rules on how you can show up online

(5:35) What authenticity looks like

(10:36) Vulnerability hangover

(11:47) The work behind showing up audaciously

(14:34) People’s opinions of you

(19:02) Judging others online

(21:04) Envying others online

(26:50) Cheryl’s favorite content from Susan

(28:40) How women hold themselves back from showing up online

(30:46) Professionalism