When you start a company, you give a lot of yourself. Long hours... Low salary... Constant pressure... And instead of appreciation, the asks keep coming. Your team wants more support. Your board wa…

LinkedIn Content Strategy & Writing Style
CEO of Founder Coach® • I help venture-backed CEOs scale to $100M and beyond.
1 person tracking this creator on Viral Brain
Dave Bailey positions himself as the high-stakes architect of scale, moving beyond generic leadership advice to provide a rigorous operational framework for venture-backed CEOs. His content strategy centers on the psychological and structural shifts required to move from founder to executive, often utilizing contrarian "playbooks" that prioritize performance and radical focus over conventional management platitudes. He is notable for his unflinching pragmatism regarding power and disappointment, openly discussing the necessity of saying no to talented people and the hidden risks of venture capital. By intersecting executive coaching with tactical operational systems, Bailey transforms the abstract "loneliness of command" into a series of repeatable strategic decisions designed to break through the $100M complexity ceiling.
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When you start a company, you give a lot of yourself. Long hours... Low salary... Constant pressure... And instead of appreciation, the asks keep coming. Your team wants more support. Your board wa…
I’ve co-founded a company with a billion dollar valuation. I’ve also coached CEOs who’ve scaled to hundreds of millions in revenue. Here’s 5 reasons why scaling a business is hard: 1. Scaling requir…
There are five meetings every CEO can lead to address 90% of team issues. Your meetings 𝙖𝙧𝙚 your system—so they're worth getting right.
Here are 15 expectations your CEO forgot to tell you about. 1. Don’t wait to ask for help 2. Always be proactive 3. Build prototypes 4. Keep yourself organised 5. Investigate the founder’s vision 6.…
Last year, 20% of my clients hit $100M in revenue. Here are 5 things that helped them: 𝟭. 𝗥𝘂𝗻𝗻𝗶𝗻𝗴 𝗮𝗻𝗻𝘂𝗮𝗹 𝗰𝘂𝘀𝘁𝗼𝗺𝗲𝗿-𝗳𝗮𝗰𝗶𝗻𝗴 𝗲𝘃𝗲𝗻𝘁𝘀. Why does every at-scale company do…
Decisions that can change your startup: 𝗦𝘁𝗿𝗮𝘁𝗲𝗴𝗶𝗰 𝗱𝗲𝗰𝗶𝘀𝗶𝗼𝗻𝘀: 1. Enter a new market 2. Change your business model 3. Cut out-of-focus projects 4. Pivot your strategy 𝗣𝗲𝗼𝗽𝗹�…
7.8 posts/week
Posts / Week
1 days
Days Between Posts
1
Total Posts Analyzed
HIGH
Posting Frequency
47.9%
Avg Engagement Rate
INCREASING
Performance Trend
240
Avg Length (Words)
HIGH
Depth Level
ADVANCED
Expertise Level
0.78/10
Uniqueness Score
YES
Question Usage
0.1%
Response Rate
Writing style breakdown
<start of post>
The most dangerous trap for a scaling founder is the "Expertise Gap."
You hire someone because they are better than you at a specific function.
Then, you stop managing them because you feel you don't have the right to.
This is how cultures rot from the top down.
𝟭. 𝗬𝗼𝘂'𝗿𝗲 𝗮𝗳𝗿𝗮𝗶𝗱 𝘁𝗼 𝗰𝗵𝗮𝗹𝗹𝗲𝗻𝗴𝗲 𝘁𝗵𝗲𝗶𝗿 𝗱𝗮𝘁𝗮
When an expert presents a report, you nod along even if your gut says something is off. You assume their years of experience outweigh your intuition for your own business.
𝟮. 𝗬𝗼𝘂 𝘀𝘁𝗼𝗽 𝗮𝘀𝗸𝗶𝗻𝗴 "𝘄𝗵𝘆"
You hire a Head of Sales and let them set the targets, the strategy, and the tone. Six months later, you realize they've built a department that doesn't align with your personal values.
𝟯. 𝗬𝗼𝘂 𝗯𝗲𝗰𝗼𝗺𝗲 𝗮 𝗯𝗼𝘁𝘁𝗹𝗲𝗻𝗲𝗰𝗸 𝗳𝗼𝗿 𝗽𝗲𝗿𝗺𝗶𝘀𝘀𝗶𝗼𝗻, 𝗻𝗼𝘁 𝗮𝗹𝗶𝗴𝗻𝗺𝗲𝗻𝘁
They ask you for "approval" on things you don't understand, so you just say yes to keep things moving.
The solution?
You don't need to be an expert in their field to be their leader.
You just need to be an expert in the standards of your company.
The best CEOs don't get out of the way.
They stay in the way of anything that isn't excellent.
Agree or disagree?
—
-> Link in bio for the playbooks.
<end of post>
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