Free guide + skill: build social carousels in claude cowork: https://clickhubspot.com/dkhc

Ep. 438

How do you differentiate your marketing when everyone else is using the same AI tools? 

Kipp and Kieran dive into building next-level marketing systems with AI that actually set you apart, featuring digital growth consultant and educator Grace Leung. Discover why context is king in AI marketing, how to build simple but powerful systems that scale, and the secret to making your brand voice and strategy shine through every asset. Learn more on designing reusable AI workflows, structuring context-rich file systems, and maximizing team collaboration while building a future-proof marketing stack.

Mentions

• Loop: Outlearn. Outmarket. Outgrow https://a.co/d/08By5k2w

• Grace Leung https://www.youtube.com/@graceleungyl

• Claude Cowork https://support.claude.com/en/articles/13345190-get-started-with-claude-cowork

• ChatGPT https://chatgpt.com/

• Codex https://openai.com/codex/

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

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 

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Thank you for tuning into Marketing Against The Grain!

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Host Links:

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

200+ Business Ideas: https://clickhubspot.com/wrdj

Ep. 437

How do you find business ideas before they go viral—and turn them into real income?

Kipp, Kieran, and guest Chris Koerner (entrepreneur and host of The Koerner Office Podcast) dive into the unique mindsets, strategies, and tactics needed to spot opportunities before they explode and build successful businesses from them. Learn more on how to pattern match hidden opportunities, leverage AI to scale new service models, and uncover overlooked markets that are ripe for innovation. 

Mentions

• Chris Koerner https://www.chrisjkoerner.com/

• The Koerner Office https://www.youtube.com/@thekoerneroffice

• Buc-ees https://buc-ees.com/

• Shopify https://www.shopify.com/

• Claude https://claude.ai/

• LoopNet https://www.loopnet.com/

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

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 

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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  

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Host Links:

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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.

Build Your AI Second Brain: https://clickhubspot.com/ldwc

Ep. 436

The number one trend in AI right now is the rise of AI second brains—personal operating systems designed to accelerate careers and make work smarter, not harder.

Kieran dives into how building your own AI second brain can transform personal productivity, decision-making, and the way you learn. Learn more on how AI second brains store and retrieve knowledge, the core building blocks for setting one up, and why continuous information ingestion helps your personal system compound intelligence over time.

Mentions

• Andrej Karpathy https://karpathy.ai/

• Obsidian https://obsidian.md/

• Tiago Forte https://www.youtube.com/@TiagoForte

• Notion https://www.notion.com/

• Brian Halligan https://www.linkedin.com/in/brianhalligan

• Claude https://claude.ai/

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

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 

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.

Free Claude + Codex Skill-Building Starter Pack: https://clickhubspot.com/clzf

Ep. 435

Are you just asking AI questions, or are you actually building repeatable skills?

Kipp and guest Riley Brown (content creator and AI educator) dive into how to level up your content game and marketing efficiency by strategically creating and collaborating with AI agents. Learn more on why documenting your weekly workflows is a game changer, how to turn AI experiments into scalable skills, and what the frontier of agent-powered team collaboration looks like in platforms like Codex and Slack.

Mentions

• Riley Brown https://www.youtube.com/channel/UCMcoud_ZW7cfxeIugBflSBw

• Loop: Outlearn. Outmarket. Outgrow. https://www.amazon.com/dp/1637636105?ref_=cm_sw_r_ffobk_cp_ud_dp_VPTVJUW097F1PLSGOQTH&bestFormat=true

• Claude https://claude.ai/

• Anthropic https://www.anthropic.com/

• SupaData https://supadata.ai/

• Notion https://www.notion.com/

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

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 

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.

Free GTM Prompt Pack for Perplexity Computer: https://clickhubspot.com/gbvs

Ep. 434

Can one RevOps leader and a team of AI agents really replace a 10-15 person operations team? 

Kieran and guest Nate Follen (Head of strategy and Ops for Perplexity) dive into the real-world impact of Perplexity on modern go-to-market and RevOps workflows. Learn more on automating tedious CRM audits, building thoughtful event workflows with AI-powered model councils, and creating a scalable skills library for proactive, agent-driven teams.

Mentions

• Nate Follen https://www.linkedin.com/in/follen

• Perplexity https://www.perplexity.ai/

• Ramp https://ramp.com/

• Ironclad https://ironcladapp.com/

• Apollo https://www.apollo.io/

• Nvidia https://www.nvidia.com/en-us/

• Gemini https://gemini.google.com/app

• Claude https://claude.ai/

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

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 

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.

Build Your First AI Employee (Free Workflow + Prompt): https://clickhubspot.com/rkvr

Ep. 433

What if you could have an AI employee working right alongside you, automating key business workflows?

Kieran and guest Nick Vasilescu (Co-founder of Orgo) dive into how agents are the next big form of business leverage.  Learn more on what it actually takes to get a functional AI agent up and running, how new connector tools like Composio make integrations simple, and why giving your agent a second brain with an Obsidian Vault is a game-changer for business productivity.

Mentions

• Nick Vasilescu https://www.nickvasilescu.com/

• Orgo https://www.orgo.ai/

• Hermes Agent https://hermes-agent.nousresearch.com/

• Composio https://composio.dev/

• OpenClaw https://openclaw.ai/

• GLM 5.2 https://z.ai/blog/glm-5.2

• Obsidian https://obsidian.md/

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

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 

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 marketing trends that matter this year: https://clickhubspot.com/djsk

Ep. 432

AI usage does not mean productivity.

Kipp and Kieran dive into the radical changes required to thrive in the AI-driven “Loop Marketing” era, and why outcome-obsession is now the only way to win. Learn more on why marketing has been more disrupted by AI than any other profession, how top teams organize for speed and learning, and nine essential principles behind Loop Marketing that will turbocharge your career and completely reshape how modern marketing teams operate.

Mentions

• Loop: Outlearn. Outmarket. Outgrow. https://www.amazon.com/dp/1637636105?ref_=cm_sw_r_ffobk_cp_ud_dp_213Z2Q17JG0WJ0J5JHR1_1&bestFormat=true

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

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 

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.

Workflow for building skills with Claude Code & Codex: https://clickhubspot.com/kcta

Ep. 431

Should you just use Claude Code and Codex for your main workflows?

Kipp, Kieran, and guest Peter Yang (led products and teams at Roblox, Reddit, Amazon (Twitch), and Meta) dive into how marketers can transform their productivity with AI-driven systems, building reusable automations, and evaluating AI output for real impact. Learn more on identifying and documenting your workflows, building and refining AI “skills,” and harnessing powerful evaluation methods (evals) to ensure your automations actually deliver results.

Mentions

• Peter Yang https://www.youtube.com/@peteryangyt

• Codex https://openai.com/codex/

• Claude Code https://claude.com/product/claude-code

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

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 

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.

Get our AI Newsletter Stack (with prompts): https://clickhubspot.com/weqr

Ep 430

55% of buyers of a $10 playbook became paying users for Beehive, driving massive business value.

Kipp and Tyler Denk (Co-Founder and CEO of beehiiv) dive into how founder-led content, owned audiences, and strategic digital products can supercharge growth—even without massive scale. Learn more on the power of email as a direct, owned channel, building trust and community through transparency, and why even niche, high-intent audiences can unlock serious monetization and brand loyalty in the creator economy.

Mentions

• Tyler Denk https://www.linkedin.com/in/tyler-denk

• beehiiv https://www.beehiiv.com/

• Morning Brew https://morningbrewinc.com/

• Business Insider https://www.businessinsider.com/

• Cloudflare https://www.cloudflare.com/

• David Senra https://www.davidsenra.com/

• Loop: Outlearn. Outmarket. Outgrow. https://a.co/d/03y0GZHi

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

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 

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  

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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.

Free Guide to Build Your Personal AI Wiki: https://clickhubspot.com/fcmt

Ep. 425

You can create a second brain in 15 minutes and for free.

Kipp and Matt Wolfe (Future Tools) dive into how to build your own "second brain" using tools like Obsidian and Codex, so you can finally make use of all the information you’re gathering. Learn more on setting up a personal wiki to organize your knowledge, harnessing AI-powered agents to automate and interlink content, and turning your information hoarding into proactive recommendations and smarter business decisions.

Mentions

• Matt Wolfe https://www.linkedin.com/in/matt-wolfe-30841712/

• Future Tools https://futuretools.io/

• Obsidian https://obsidian.md/

• Obsidian Web Clipper https://obsidian.md/clipper

• Codex https://openai.com/codex/

• Claude Code https://code.claude.com/docs/en/overview

• Cursor https://cursor.com/

• Andrej Karpathy https://karpathy.ai/

• Visual Studio Code https://code.visualstudio.com/

• Notion https://www.notion.com/

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

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 

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.

Audit your AI Search Visibility with our free resource: https://clickhubspot.com/orjh

Ep. 428

93% of searches in Google’s new AI mode end without a single click—are your SEO dashboards lying to you?

Kipp dives into Google’s biggest search overhaul in 25 years and what it means for marketers and businesses. Learn more on why keyword ranking is dead, how AI-driven search is changing consumer behavior, and the three strategies you need to shift your marketing for the new era of AI-powered search.

Mentions

• Logan Kilpatrick https://x.com/OfficialLoganK

• Google I/O https://io.google/2026/

• ICODA https://icoda.io/

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

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 

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.