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Kyle Coleman
Sales & Outreach149K followers

Kyle Coleman

Global VP Marketing @ ClickUp

198 posts analyzed59K total likes9.6K comments706 repostsView on LinkedIn
TL;DR - what makes Kyle's LinkedIn work

Kyle Coleman shares sales development and marketing insights for B2B SaaS, often drawing from his own experiences. His most distinctive move is using vulnerable questions and personal anecdotes to build rapport and make his advice relatable.

Cadence

15.2/wk

198 posts in 30d

Avg engagement

348

avg per post

Conversation

13.9%

comments / total

Repost rate

1%

reposts / total

Top format

problem-solution

Best window

Sun · 7 PM CET

Voice & tone

Kyle's voice is authentic, approachable, and slightly self-deprecating. He avoids corporate jargon and writes like he's chatting with a colleague. His tone is conversational and encouraging, often using phrases like "Way easier said than done" to acknowledge the challenges his audience faces. He aims to be helpful and relatable, not preachy or superior.

Signature phrases

  • Plenty of work to do, of course.
  • Way easier said than done.
  • Here's to new beginnings.
  • I don't know what I'm most excited about...

Top 3 posts, dissected

Their highest-engagement posts, broken down line by line. Steal the structure.

#1Top post breakdown
4.5K7328
The post124 words

I’m thrilled to announce my new role as Global VP Marketing at ClickUp, leading all things positioning and pipeline. ClickUp’s goals are incredibly ambitious, and they’re the reason I’m here. We’re uniquely suited to be the answer to the biggest question everyone is asking: “How will work get done in the future?” Software is converging, AI is here to stay, the landscape is changing at a blistering pace. Our platform offers a killer convergence of apps.  Our AI is powered by unique data sets for every customer.  Our roadmap is exactly what the market is demanding. Nail all of this, and we become a legendary company. Plenty of work to do, of course. And that’s exactly what I signed up for. Let’s go. 🚀🚀🚀

Hook

The hook is effective because it's a direct announcement of a significant career move. It immediately establishes credibility and sets the stage for a discussion about the future of work.

Structure

The post follows a simple announcement structure, transitioning into a discussion of ClickUp's mission and value proposition. It ends with a call to action and a motivational sign-off.

Stylistic moves
  • Enthusiastic Tone: Uses words like "thrilled" and phrases like "Let's go. 🚀🚀🚀"
  • Future-Focused: Frames ClickUp as the solution to the future of work.
  • Benefit-Oriented: Highlights the benefits of ClickUp's platform, such as convergence of apps and AI.
Close / CTA

The post ends with a simple "Let's go. 🚀🚀🚀" which is motivational and creates a sense of excitement. The high comment count is likely due to people congratulating him on the new role.

Steal this

Announce big news directly and tie it to a larger industry trend.

#2Top post breakdown
1.7K40330
The post140 words

I was shocked the first time I saw an email thread between CEOs. ➡️ Super short sentences ➡️ Improper punctuation 🙀 Spelling errors!! It was more like a text thread than a formal business convo. But the more exposure I got to exec-to-exec comms, the more I saw this happening

Hook

The hook is intriguing because it creates a sense of surprise and challenges assumptions about executive communication. The word "shocked" is key.

Structure

The post is structured as a personal story, starting with a surprising observation and culminating in a practical takeaway. It uses short paragraphs and bullet points for easy readability.

Stylistic moves
  • Short Sentences: Uses very short sentences for emphasis and clarity.
  • Relatable Language: Uses informal language like "convo" and "text thread".
  • Problem/Solution: Presents a problem (formal email) and a solution (authentic communication).
Close / CTA

The post ends with a promise of improved replies, which is a tangible benefit that resonates with the audience. The #sales #sdr hashtags increase visibility.

Steal this

Use personal stories to illustrate a point and offer practical advice.

#3Top post breakdown
1.6K2137
The post119 words

I go to bed embarrassingly early (I have a young son who refuses to sleep past 5:00am). 🦉 The problem? Many of my co-workers (including my CEO + COO) are night owls. I wake up to a flurry of overnight activity and need to get up to speed fast. 🦸‍♀️ Enter, my Overnight Round

Hook

The hook is relatable and vulnerable, immediately connecting with parents and early risers. The mention of a "young son" adds a personal touch.

Structure

The post follows a problem-solution format, describing a personal challenge and the solution he implemented. It ends with a request for advice, inviting engagement.

Stylistic moves
  • Personal Anecdote: Shares a personal experience to illustrate a common problem.
  • Clear Problem/Solution: Clearly defines the problem and presents a specific solution.
  • Call for Help: Asks for advice, encouraging comments and interaction.
Close / CTA

The post closes with a direct request for advice, which encourages comments and creates a sense of community. The vulnerability makes people want to help.

Steal this

Share personal struggles and ask for help to build community and engagement.

What drives their engagement

Drives comments

Kyle drives comments by asking questions, sharing personal stories, and being vulnerable. His posts often invite opinions or advice, creating a sense of community. For example, post #3 asks for advice on getting his son to sleep in.

Drives reposts

Reposts are driven by announcements and insights that others find valuable or want to share with their network. Post #1, announcing his new role, had 8 reposts.

Savability

Low — this creator optimizes for reach not saves

Content pillars

Sales Development

30%

Tactics and strategies for improving sales development processes and outcomes.

Marketing Leadership

25%

Insights on marketing leadership, team management, and career growth.

Personal Anecdotes

20%

Sharing personal experiences and lessons learned from his career and life.

Product Marketing

15%

Positioning and messaging strategies for B2B SaaS products.

Work-Life Balance

10%

Navigating the challenges of work-life balance, especially as a parent.

Hook patterns

Intriguing Question

Question that sparks curiosity about a common problem or experience.

How will work get done in the future?

It immediately engages the reader's attention and makes them want to know the answer.

Vulnerable Question

A question that reveals a personal struggle or challenge.

Any pointers are appreciated.

It builds trust and relatability by showing vulnerability.

Bold Statement

A declarative statement that challenges conventional wisdom or announces something significant.

I was shocked the first time I saw an email thread between CEOs.

It grabs attention and positions the author as someone with strong opinions.

Statement of Change

Announcing a change or transition in life or career.

Goodbye, Denver. It’s been a great 5 years.

It creates a sense of anticipation and invites the audience to share in the experience.

Direct Question

A straightforward question that addresses a specific pain point.

How will work get done in the future?

It directly engages the reader and makes them consider their own situation.

Top-performing hooks

1

I’m thrilled to announce my new role as Global VP Marketing at ClickUp, leading all things positioning and pipeline.

5.3K engagements4.5K likes · 732 comments · 8 repostsBold Statement

The post leverages a personal achievement (new role) to highlight the company's vision and potential. It taps into current industry trends (AI, software convergence) and positions the company as a sol

2

I was shocked the first time I saw an email thread between CEOs.

2.2K engagements1.7K likes · 403 comments · 30 repostsBold Statement

The post uses a relatable personal story to challenge conventional wisdom about formal communication. It offers a practical takeaway (prioritize clarity and brevity) that resonates with sales professi

3

I go to bed embarrassingly early (I have a young son who refuses to sleep past 5:00am).

1.8K engagements1.6K likes · 213 comments · 7 repostsVulnerable Question

The post uses a relatable pain point (early wake-up calls and needing to catch up quickly) and presents a simple solution, making it engaging for other working parents. The concluding question encoura

4

I don't know what I'm most excited about...

1.6K engagements1.4K likes · 124 comments · 39 repostsBold Statement

The post highlights impressive company milestones, immediately grabbing attention. It then clearly articulates the problem they solve and positions ClickUp as a leader in the AI-powered workspace, dri

5

Goodbye, Denver. It’s been a great 5 years.

1.3K engagements1.2K likes · 111 comments · 2 repostsStatement of Change

The post is relatable and taps into the universal experience of new beginnings. The personal details make it engaging and invite connection from those in similar situations or locations.

6

2018: Outbound is dead! Thanks, Outreach.

1.3K engagements1.2K likes · 142 comments · 14 repostsContrarian Claim

The post uses a recurring contrarian hook to grab attention and then offers a balanced perspective on the role of AI in outbound sales, emphasizing the continued importance of human skills. This reson

7

I was told to hire Ivy League grads with business degrees.

1.1K engagements981 likes · 147 comments · 14 repostsBold Statement

The post uses a compelling anecdote to challenge conventional hiring wisdom. The quantifiable results ($100m+ revenue, $2.6b acquisition) add significant credibility and make the contrarian approach m

8

I’ve been in a VP / C-Level role for 6+ years. I’ve only gotten this kind of outreach once.

1.1K engagements985 likes · 124 comments · 15 repostsBold Statement

The post provides a concrete, actionable sales strategy ('Climbing the Ladder') that addresses a common problem (difficulty reaching senior stakeholders). The inclusion of a sample email makes the adv

9

The top question I got when I joined ClickUp:

1.1K engagements1.0K likes · 65 comments · 14 repostsIntriguing Question

The post leverages a common question to position ClickUp as an AI leader, backing it up with a G2 ranking. This combines addressing user concerns with social proof, making it effective in building aut

10

In 90 seconds, I can create a custom landing page for any account.

1.1K engagements924 likes · 145 comments · 16 repostsBold Statement

The post opens with a compelling claim about efficiency, immediately grabbing attention. It then presents a problem (inefficient GTM processes) and offers a solution (GTM AI), ending with a future-ori

What works

  • Vulnerable Questions: Asking vulnerable questions like "Any pointers are appreciated" generates high engagement.
  • Personal Stories: Sharing personal anecdotes, like the email thread between CEOs, makes content relatable and memorable.
  • Problem-Solution Format: Presenting a problem and offering a solution, as seen in the "Overnight Roundup Agent" post, provides value to the audience.
  • Bold Statements: Making bold statements, such as "I was shocked the first time I saw an email thread between CEOs," grabs attention.
  • Medium-Length Posts: Posts in the 80-180 word range perform best, balancing brevity and depth.
  • Consistent Posting: Posting frequently (15.2 posts/week) keeps him top-of-mind with his audience.

Steal this for your own LinkedIn

  • Ask vulnerable questions to invite engagement and build rapport.
  • Share personal stories to illustrate your points and make your content more relatable.
  • Use the problem-solution format to provide value and demonstrate your expertise.
  • Write in a conversational tone, avoiding jargon and corporate speak.
  • Post consistently to stay top-of-mind with your audience.
  • End posts with a clear call to action, whether it's asking for advice or directing people to a resource.

Compare Kyle with…

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Posting patterns

Rhythm

Kyle posts frequently, averaging 15.2 posts per week, demonstrating a commitment to consistent content creation.

Best window

Kyle's posts perform best on Sundays around 6 PM UTC, suggesting his audience is active during their downtime.

Length sweet spot

Medium-length posts (80-180 words) perform best for Kyle, averaging 412 engagements. This length allows him to provide enough context without losing the reader's attention.

Engagement by day

Sun
348

Content mix

problem-solution58% · 114 posts

avg 274 engagements per post

story19% · 38 posts

avg 424 engagements per post

numbered list9% · 18 posts

avg 286 engagements per post

question-answer4% · 8 posts

avg 451 engagements per post

announcement2% · 4 posts

avg 1.8K engagements per post

how-to guide1% · 2 posts

avg 272 engagements per post

Kyle's content mix works because it balances personal stories, practical advice, and career updates. The problem-solution format addresses specific pain points, while personal anecdotes build trust and relatability. Announcements keep his audience informed about his career and company.

Post length distribution

medium (80-180)56% · avg 412
short (30-80)24% · avg 271
long (180-350)12% · avg 284
micro (<30 words)6% · avg 246
very long (350+)2% · avg 145

Hook style mix

intriguing question4× · avg 538
direct question3× · avg 438
vulnerable question6× · avg 423
bold statement113× · avg 371
story opening14× · avg 307
contrarian claim13× · avg 289