Marketing Against The Grain

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**Marketing Against The Grain**

Kipp Bodnar (HubSpot’s CMO) and Kieran Flanagan (Hubspot’s SVP of Marketing), lead you down the rabbit hole of marketing trends, growth tactics and innovation. On the way you’ll pick up undiscovered strategies to give you that slight edge for success. These are not your typical twitter thread regurgitated marketing tactics that everyone is doing. These are new methods, with unfiltered examination of successful fresh ideas.

Latest Episodes:

How This AI Startup Grew to $50M ARR in 2 Years (Marketing Playbook) Sep 18, 2025

Show notes

Want to steal Gamma's influencer-led strategy? Get our 10 AI prompts: https://clickhubspot.com/hgb

Ep. 363

Is influencer marketing the new product virality?

Kipp and Kieran dive into the viral marketing playbook that skyrocketed an AI startup to $50M ARR and 50 million users with just 30 employees. Learn more on the explosive power of influencer-led growth, why building brand outranks traditional performance marketing, and the essential product feedback loops that every modern startup needs to stay ahead in the competitive AI era.

Mentions

Gamma https://gamma.app/
Dropbox https://www.dropbox.com/
Lovable https://lovable.dev/
Anton Osika https://www.linkedin.com/in/antonosika/
Grant Lee https://www.linkedin.com/in/grantslee/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat
‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

The Brand NEW AI Marketing Strategy for 2025 Sep 16, 2025

Show notes

Want our free Loop Marketing Prompt Library (with 100 prompts)? Get it here: https://clickhubspot.com/kcl

Ep. 362

Did you know that 58.5% of Google searches now end without a click?

Kipp and Aja Frost, Sr. Director of Global Growth at HubSpot, dive into how AI has fundamentally changed the marketing landscape—and what you can do about it. Learn more on why old-school tactics like linear funnels and basic personalization are outdated, how “loop marketing” can future-proof your strategy, and which AI-powered tactics drive explosive growth when traffic and attention are harder than ever to capture. This episode was recorded at HubSpot’s Inbound 2025.

Mentions

HubSpot Inbound https://www.inbound.com/
Aja Frost https://www.linkedin.com/in/ajafrost/
Claude https://claude.ai/
Perplexity https://www.perplexity.ai/
Breeze Assistant https://knowledge.hubspot.com/ai/use-breeze-assistant
Gemini https://gemini.google.com/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat

‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

This is How the Top 1% Marketers are Using AI Sep 11, 2025

Show notes

Want 22 ChatGPT Marketing Agents to handle your work? Get it here: https://clickhubspot.com/bpg

Ep. 361

Marketing is only limited by your own creativity and ambition right now.

Kipp and Nicholas Holland, Head of AI, SVP Product at HubSpot, dive into how the world’s top 1% of marketers are deploying AI for explosive growth. Learn more on why context is the most important word for AI in 2026, the rise of agents and assistants for every marketing use case, and how today’s marketers can 10x their creativity by practicing and pushing past the limits of what’s possible.

Mentions

Nicholas Holland https://www.linkedin.com/in/nashvilleholland/
HubSpot Breeze https://www.hubspot.com/products/ai
ChatGPT https://chatgpt.com/
Gemini https://gemini.google.com/
Nano Banana https://nanobanana.ai/
Google Veo https://deepmind.google/models/veo/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat
‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

I Stole Microsoft CEO’s 4 Most Powerful AI Prompts Sep 09, 2025

Show notes

Want Kieran's 4 AI prompts that drive big results? Get it here: https://clickhubspot.com/uph

Ep. 360

Did you know the CEO of Microsoft, just gave away his four most powerful daily AI prompts for boosting productivity and leadership?

Kieran dives into how you can swipe, upgrade, and use the very same prompts Satya Nadella relies on every single day. Learn how to prep smarter for every meeting, get real-time project status updates, check if you’ll hit your deadlines, and analyze exactly how you’re spending your time.

Mentions

Satya Nadella https://www.linkedin.com/in/satyanadella/
Microsoft https://www.microsoft.com/en-us/
Microsoft Copilot https://copilot.microsoft.com/chats/HATNMvfutDfR73T3acuz1
Claude https://claude.ai/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat

‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

Marketing is Broken - This is the Future of Conversions (Loop Framework) Sep 04, 2025

Show notes

Want our NEW Loop Marketing Prompt Library? Get it here: https://clickhubspot.com/lmp

Ep. 359

Did you know that 60% of Google searches now end without a single click?

Kipp and Aja Frost, Sr. Director of Global Growth at HubSpot, dive into why traditional marketing is broken and what the future of conversions looks like in a world dominated by AI. Learn more about how AI is upending search and website traffic, why the future belongs to marketers who can personalize experiences at scale, and the brand new Loop Framework that will transform how you drive results in 2024 and beyond.

Mentions

Aja Frost https://www.linkedin.com/in/ajafrost/
HubSpot Loop Marketing https://www.hubspot.com/loop-marketing
ChatGPT https://chatgpt.com/
Claude https://claude.ai/
Perplexity https://www.perplexity.ai/
Quora https://www.quora.com/
Reddit https://www.reddit.com/
Discord https://discord.com/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat

‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

The Startup Letting 99% of People Build Apps Without Code Sep 02, 2025

Show notes

Want our complete app-building guide + $25 Lovable credit? Get it here: https://clickhubspot.com/fkw

Ep. 358

10% of all new sites on the internet in June were built with Lovable

Kieran dives into Lovable, the fastest-growing app in Europe, with its co-founder Anton Osika. Learn more about the implications for marketers and founders, how distribution and audience-building are evolving, and how to adapt your team and mindset to thrive in the era of AI-generated software.

Mentions

Anton Osika https://www.linkedin.com/in/antonosika/
Lovable https://lovable.dev/
Eoghan McCabe https://www.linkedin.com/in/eoghanmccabe/
Y Combinator https://www.ycombinator.com/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat

‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

How the Top 1% Use AI to 10x Their Productivity (Before Lunch) Aug 28, 2025

Show notes

Want Kieran's AI Executive Team Stack? Get it here: https://clickhubspot.com/kfv

Ep. 357

Did you know 95% of all AI pilots are failing, according to a recent MIT study?

Kieran dives into how the top 1% of executives, leaders, and founders are using AI to 10x their productivity—before lunch. Learn more about how to use AI as your Chief of Staff to eliminate blockers and prioritize your day, streamline your executive updates and communications, and leverage AI as a strategic thought partner to sharpen your critical thinking and problem solving.

Mentions

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat

‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

Inside the $130M AI Startup Growing Faster Than ChatGPT Aug 26, 2025

Show notes

Want Elena's AI Tech Stack that helped grow her startup? Get it here: https://clickhubspot.com/fkv

Ep. 356

Did you know Lovable is the fastest-growing AI app on the planet—scaling faster than ChatGPT?

Kieran dives into what it takes to succeed in today’s AI-native startup world, with growth leader Elena Verna revealing how Lovable is changing the game for building and scaling tech companies. Learn more on why traditional management roles are disappearing, how end-to-end ownership and autonomy are driving insane speed at Lovable, and how the growth playbook is transforming for a generation of AI-powered products.

Mentions

Elena Verna https://www.linkedin.com/in/elenaverna/
Lovable https://lovable.dev/
Cursor https://cursor.com/
Miro https://miro.com/
SurveyMonkey https://www.surveymonkey.com/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat
‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

The New Marketing Playbook: Identity Over Algorithm Aug 21, 2025

Show notes

Want our Vibe Marketing Playbook to resonate with your audience? Get it here: https://clickhubspot.com/wua

Ep. 355

Is the era of "who publishes the most content wins" over?

Kipp, Kieran, and Alex Lieberman, co-founder of Morning Brew, dive into why marketers need to shift from churning out content to building a resonant brand identity that stands out in a crowded landscape. Learn more on why taste and speed—not just algorithms—will define marketing winners, the four moats shaping both software and content businesses, and how network effects and data are giving companies an unbeatable edge.

Mentions

Alex Lieberman https://www.linkedin.com/in/alex-lieberman
Morning Brew https://www.morningbrew.com/
Zapier https://zapier.com/
OpenAI https://openai.com/
Claude https://claude.ai/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat

‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

Only 2 Types of Marketers Will Survive the AI Era (Which Are You?) Aug 19, 2025

Show notes

Want our Full Stack AI Marketing Toolkit? Get it here: https://clickhubspot.com/wmb

Ep. 354

Are marketing teams about to shrink because of AI?

Kieran dives into how AI is transforming marketing teams, the skills that will set you apart, and what the future of marketing roles looks like. Learn more about the shift from specialists to generalists powered by AI, the two types of marketers who will thrive in the AI era (creative storytellers and engineer-led problem solvers), and why—even as teams get smaller—marketing is about to become more important, more valuable, and more fun than ever.

Mentions

Reddit Marketing https://www.reddit.com/r/marketing/

Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt

We’re creating our next round of content and want to ensure it tackles the challenges you’re facing at work or in your business.

To understand your biggest challenges we’ve put together a survey and we’d love to hear from you! https://bit.ly/matg-research

Resource

[Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip

We’re on Social Media! Follow us for everyday marketing wisdom straight to your feed

YouTube: https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg

Twitter: https://twitter.com/matgpod

TikTok: https://www.tiktok.com/@matgpod

Join our community https://landing.connect.com/matg

Thank you for tuning into Marketing Against The Grain!

Don’t forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934

If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends.

We really appreciate your support.

Host Links:

Kipp Bodnar, https://twitter.com/kippbodnar

Kieran Flanagan, https://twitter.com/searchbrat

‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

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