About

My name is Kieran Flanagan, and I help marketers and growth professionals implement AI into their workflows to accelerate growth—for their companies and their careers.

I’m a growth-focused executive with over 15 years of experience scaling B2B SaaS companies across marketing, product, and go-to-market. I've held leadership roles at companies like HubSpot, Zapier, Salesforce, Marketo, built teams that grew products to $100M+ in ARR, and advised fast-scaling companies across Europe and the US.

I'm also a creator, investor, and co-host of Marketing Against the Grain. This publication is where I share everything I'm learning about how AI is reshaping marketing—and how smart operators are using it to outlearn, outship, and outperform the market.

In this newsletter, I write about:

AI + Marketing

Real-world tactics for applying AI across marketing and growth

Examples:

Prompts to die for

Examples:

✍️ Posting Schedule

New posts drop every Thursday or Friday morning for both free and paid subscribers. About once a month, I send out a deep-dive AI playbook for paid members only.

🚀 Paid Subscribers Get:

  • Access to all past archives (older than 2 weeks)

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  • Priority access to live Q&As (will be doing once per quarter)

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People

SVP Marketing @HubSpot, podcast host, investor, advisor