1
Marketing is easy - Your CEO wants you to "do marketing like Apple" with 0.001% of their budget - Sales wants more leads by next week, and also, "the leads you're sending are garbage"
Home / LinkedIn creators / Kieran Flanagan
Kieran Flanagan
SVP Agentic GTM & Systems, Former(CMO, SVP) | All things AI | Sequoia Scout | Advisor
We read 323 of their posts. Here is what they actually do.
TechnologyEducationalPromise hooksProfessionals
linkedin.com/in/kieranjflanagan ↗115KFollowers
2.6Posts / week
429Avg likes
256Median likes
76Avg comments
11K likesBest post
Engagement over time
Average likes per post, by month.
2.6likes / 1K followers
That puts them in the 48th percentile of the 1,360 creators we track in the 100K to 1M follower band. Reach is not the same as resonance, and this is the ratio that separates them.
2025-04Average likes per month2026-10
Their hooks, word for word
The opening line of their best-performing posts. This is what stops the scroll.
- Marketing is easy11K likes
- Spotify will continue to let employees work from home because they're "not children."9.6K likes
- Me: "ChatGPT, are these berries poisonous?"3.7K likes
- OpenAI just quietly demoed a new agent - a Sales Agent. It's their first real B2B agent. Here's how it works.2.9K likes
- Cloudflare's CEO just dropped brutal stats on the great 'content collapse'2.3K likes
- If you're going to use ChatGPT to write your newspaper articles, at the very least, edit the output before copying and pasting.2K likes
Content pillars
What they post about, with a line from a real post as evidence.
- AI-Driven GTM & Marketing Architecture
Shared HubSpot case studies and blueprints for agentic marketing org charts.
- Claude Code & Practical AI Systems
Detailed breakdown of building a second brain and content agency in Claude Code.
- Modern B2B Strategy & Industry Realities
Analyzed marketing playbooks, CMO role declines, and AI exhaustion loops.
Signature moves and voice
The repeatable moves that show up across their best posts.
- Open with a disruptive career pivot or contrarian identity claim.
- Present structured data metrics using clean bullet points and arrows.
- Pair vulnerability about AI exhaustion with tactical system teardowns.
Tone of voicePragmatic, forward-looking, and authority-driven with an honest, practitioner-first perspective on AI adoption.
What works for them
Patterns that separate their top posts from the rest.
- Concrete GTM impact metrics deliver significantly higher engagement than general hot takes.
- Vulnerable admissions of AI fatigue resonate deeply and drive peak comment volume.
- Step-by-step technical workflows outperform brief conversational questions and basic prompts.
When they post
Every post, grouped by day of week.
Mon
325
Tue
377
Wed
560
Thu
607
Fri
341
Sat
937
Posts publishedAverage likes
Best day is Thursday at 607 average likes. Monday is their weakest at 325.
What format works
Text, image, video or carousel, ranked by what actually lands for them.
| Format | Posts | Avg likes | |
|---|---|---|---|
| Carousel | 7 | 947 | |
| Text only | 149 | 453 | |
| Image | 130 | 444 | |
| Video | 37 | 183 |
Format fingerprint
How their posts are built, measured across every post we analysed.
Median length1,283 chars
Line breaksHigh
Bullet pointsMedium
EmojiNone
HashtagsNone
Outbound linksNone
Reading levelGrade 3
Promo intensity1/10
Steal this
Moves you can apply to your own posts this week.
- Share exact business metrics from real AI implementations instead of generic advice.
- Write vulnerable posts validating common industry struggles like tech exhaustion.
- Break down multi-step workflows into numbered modular layers with actionable steps.
Best-performing posts
Ranked by likes, across everything we analysed.
2
Spotify will continue to let employees work from home because they're "not children." Remote work is a privilege. If someone abuses it, they should be made to work in the office or let go. It shouldn't mean remote work isn't an option for proactive, reliable employees who get sh*t done.
3
Me: "ChatGPT, are these berries poisonous?" ChatGPT: "No, these are 100% edible. Excellent for gut health." Me: "Awesome" # eats berries .... 60 minutes later Me: "ChatGPT, I'm in the emergency ward, those berries were poisonous." ChatGPT: "You're right. They are incredibly poisonous.
4
OpenAI just quietly demoed a new agent - a Sales Agent. It's their first real B2B agent. Here's how it works. The demo shows: - A customer fills in a Contact Sales form - that contact details come into the OpenAI task pane as a lead - Sales agent calls a number of tools
5
Cloudflare's CEO just dropped brutal stats on the great 'content collapse' The bad news? Visits & Clicks are disappearing. 1. Google - 2 years ago, every 2 pages they scraped generated = 1 visit - 6 months ago, every 6 pages they scraped generated = 1 visit - Today: 18 pages scraped = 1 visit
Similar creators
Comparable follower counts, analysed the same way.
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Built from public LinkedIn posts, last refreshed 2026-10-24. Follower counts and engagement change over time. Kieran Flanagan is not affiliated with 2pr.io.