DiscoverProduced By with TommenThe Brand Behind the Scenes: Lessons From a Solopreneur Coach | #112: Luke Redhead
The Brand Behind the Scenes: Lessons From a Solopreneur Coach | #112: Luke Redhead

The Brand Behind the Scenes: Lessons From a Solopreneur Coach | #112: Luke Redhead

Update: 2025-08-04
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Luke Redhead is a personal branding and business coach, and the founder of Sentry Collective. After getting laid off from his corporate job without warning, he turned a side hustle into a full-time mission: helping solopreneurs grow through content, not cold DMs. With years of writing experience, a calm approach to strategy and a knack for simplifying personal brand growth, Luke now supports founders in building trust, showing up authentically and landing clients they actually want to work with.

Listen to this episode to get inspired by Luke’s journey of discovering his passion without any formal education or clear roadmap. You’ll learn how to stand out online by focusing on real connection over dry impressions, how to build your brand on LinkedIn or any platform, and how to create content that not only looks good, but actually moves the needle.

Connect with Luke:
https://www.linkedin.com/in/lukeredhead
https://playbook.sentrycollective.com
https://sentrycollective.com/

Timestamps:
00:00 – What growing on LinkedIn really means
00:58 – Podcast intro and guest welcome
01:19 – Luke’s career: from IT to coaching
02:55 – Starting freelance writing after moving out
04:25 – The layoff that changed his life
06:27 – Going full-time with his business
07:25 – Why trying different jobs matters
09:09 – Losing a job as a life catalyst
10:28 – Comfort zones and taking risks
11:26 – Overcoming inaction and regret
12:04 – The “90-year-old self” decision method
13:44 – Business expectations vs reality
14:59 – Advice for new freelancers and solopreneurs
16:21 – Why getting 2–3 clients is key
17:33 – Learning through trial, error and coaching
19:39 – Thousands of posts: how content reps work
22:12 – Why he chose LinkedIn over other platforms
24:19 – Repurposing content across multiple channels
26:09 – Clients: psychographics vs demographics
28:01 – The value of working with diverse clients
30:02 – Success beyond metrics: mindset shifts
33:50 – Common client mistakes and lessons
36:00 – Building personal systems for content
38:19 – Luke’s newsletter and deeper insights
39:47 – How to grow on LinkedIn the right way
44:32 – The truth about overnight success
44:57 – Personal life: walking, nature, brand authenticity
47:21 – Book rec: 1000 True Fans (article)
48:11 – Where to find Luke and his services
49:39 – Motorbikes, racing and personal hobbies
50:43 – How Luke helps solopreneurs grow
51:59 – Podcast closing and thank you


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The Brand Behind the Scenes: Lessons From a Solopreneur Coach | #112: Luke Redhead

The Brand Behind the Scenes: Lessons From a Solopreneur Coach | #112: Luke Redhead

Tomas Loucky aka Tommen