Marketing Against The Grain

Ep. 334 For just $20 a month, you can have your own “Harvard MBA analyst” working inside your business. Kipp and Kieran dive into the groundbreaking integration between HubSpot and OpenAI’s ChatGPT deep research, sharing why this changes the game for marketers and sales pros. Learn more on how AI-powered deep research can instantly level up sales, marketing, and customer operations with actionable...

Ep 333 In five years will the majority of social video will be AI-generated? Kipp, Kieran, and guest Gaurav Misra, of Captions, dive into the arrival of Mirage, a new AI video tool that turns 20 days of video production into 20 minutes of creative magic. Learn more on how AI-generated avatars will change the face of marketing for SMBs, why realism and acting are the key differentiators for engagin...

Ep 332 Is vibe marketing hype or the future of growth? Kipp and Kieran dive into what marketing success looks like in the AI era, joined by Morning Brew founder Alex Lieberman. Learn more on why the old playbooks of search and email are falling short, how ‘vibe marketing’ is redefining how brands connect with audiences, and which skills and team structures actually matter for marketers looking to...

Ep. 331 “Claude’s superpower is connecting with other applications”. Kipp and Kieran dive into the game-changing world of AI-powered marketing automation using Claude 4 Opus and app integrations.  Learn more on supercharging your marketing workflows with Zapier integrations, using AI to simulate real-time team feedback, and why the future of marketing ops lies in harnessing connected AI models. Me...

Ep. 330 What if you could create a world-class presentation with just two AI prompts? Kieran dives into how marketers, founders, and salespeople can harness the latest AI tools to instantly generate slide decks using proven expert frameworks. Learn more on selecting your ideal presentation type, using AI to tap into methodologies from the best in the business, and streamlining the entire process b...

Ep. 329 What if you could create a world-class, MBA-level marketing course on AI with a single prompt—and for free? Kieran dives into the exact prompt and process he used to build a $200k-value AI marketing curriculum in less time than a coffee break. Learn more on crafting custom AI courses tailored to your organization, building real-world hands-on AI lessons (not just theory), and unlocking ins...

Ep. 328 Could an AI model be the world’s best creative director? Kipp dives into how o3 can instantly generate ad campaigns that nail your brand style, why combining smart AI prompting with image generation gets unprecedented results, and what it means for the future of creative work. Learn more about seamlessly turning brand guides into campaigns, mastering AI prompt chains for marketing, and the...

Ep. 327 Kieran dives into how marketers (and anyone) can use AI and just a few smart prompts to create a Prompt Engineer. Learn more on turning PDFs into practical marketing templates, building a custom AI prompt engineer for your specific business goals, and generating marketing tactics. Mentions Want our PDF-to-Prompt Engineer Prompt? Get it here: https://clickhubspot.com/msl Lee Boonstra’s Prom...

Ep. 326 What if you could replace (or supercharge) your entire marketing team in under 45 minutes? Kipp and Kieran dive into how AI can build you an elite-level paid marketer, brand marketer, and product marketer, all powered by custom GPTs. Learn more on step-by-step instructions for creating expert marketing AI profiles, building custom GPTs that act as top-tier marketers, and how to leverage th...

Ep. 325 What if you could be 10x more productive—just by letting AI organize your workday? Kipp dives into how to leverage new AI assistants to automate your workflows, optimize your meetings, and finally banish daily chaos. Learn more on integrating Claude and ChatGPT with your Google tools, using AI to map and improve your daily routines, and building a custom personal assistant agent that keeps...

Ep. 324 Did you know you can create a high-quality, on-brand pitch deck for your product in under 30 minutes—with almost no design work? Kipp dives into how to instantly create standout pitch decks using AI, blending style, content, and speed like never before. Learn more on why most slide deck generators still suck, how to use tools like Genspark and ChatGPT to nail your brand’s look, and pro tip...

Ep. 323 Did you know you can build a custom AI-powered marketing grader for any tactic in just minutes? Kieran dives into the exact process he uses to instantly evaluate and improve marketing work with AI—from legendary copywriting principles to advanced product positioning feedback. Learn how to swipe timeless tactics, engineer prompts for your unique needs, and create a universal marketing grade...

Ep. 322 What if you could steal the AI prompt library of any elite marketer—or even Albert Einstein or Elon Musk? Kieran dives into how leveraging AI and prompt engineering can help marketers automate, scale, and transform their work in minutes. Learn more on building advanced prompt libraries for every marketing discipline, supercharging your teams with insights from legendary strategists, and us...

Want to know which AI marketing trends will matter in 2025? Click here: https://clickhubspot.com/egc Ep. 321 How much time could you save if your creative team could generate weeks’ worth of campaign assets in just an hour? Kipp and Kieran dive into the game-changing impact of OpenAI’s new o3 model for marketing teams, and why AI-generated creative is about to upend everything you thought you knew...

Want Kipp's Prompts mentioned in this episode? Get them here: https://clickhubspot.com/pmr Ep. 320 Did you know OpenAI’s new o3 model can catch subtle leadership habits you don’t even realize you have? Kipp dives into how o3 is changing the AI landscape for marketers, making it his favorite LLM to date. Learn more as Kipp covers next-level AI use cases for marketers, how o3 outperforms in research...

Ep. 319 How can you go from novice to expert in AI prompt engineering in just 30 minutes? Kipp and Kieran unpack the secrets to becoming an adept prompt engineer and leverage AI to its fullest potential. Learn more on mastering the essential components of an effective prompt, utilizing custom GPTs for tailored outputs, and transforming marketing tactics with deep research and automation. Mentions...

Ep. 318 What does it take to leverage LinkedIn to its fullest potential? Kipp and Hala Taha (CEO & Founder YAP Media) reveal a four-step content formula to go viral on LinkedIn and break through the noise. Learn more on maximizing your reach by understanding LinkedIn's unique algorithm, mastering the art of engagement, and creating content that aligns with LinkedIn's editorial agenda. Mentions Wan...

Ep. 317 Can you build the world's best landing page with AI in under an hour? Kipp and Kieran dive into the innovative process of using AI to construct top-tier landing pages swiftly and efficiently. Learn more about leveraging deep research to create comprehensive style guides, applying Gemini 2.5 Pro for strategic marketing insights, and enhancing designs with both Claude and Lovable for optimal...

Ep. 316 Why spend $25K on marketing strategies when you can get the same value for free? Kipp dives into how Google Gemini 2.5 can revolutionize your marketing strategy without costing a dime. Learn more on using deep research to write effective prompts, creating comprehensive marketing campaigns, and utilizing AI models to build out detailed marketing assets with ease. Mentions Curious how we use...

Ep. 315 The Internet is melting as ChatGPT's brand new image generation feature rapidly gains users! Kipp and Kieran dive into how you can leverage this groundbreaking tool to transform your marketing efforts. Learn more on creating endless variations of marketing content with AI, crafting stunning visuals using deep research and templated prompts, and redefining traditional creative processes wit...

Ep. 314 What if you could create your very own personalized call-in podcast with a simple AI hack? Kipp and Kieran dive into this game-changing approach to using AI tools to accelerate learning and produce tailored content. Learn more on harnessing Deep Research for comprehensive information, structuring prompts for maximum effectiveness, and setting up a unique two-way conversational podcast to t...

Ep. 313 Are you maximizing the impact of AI in the simplest ways possible? Kipp and Kieran dive into how to set up and utilize a Project AI Assistant using tools like ChatGPT, Claude, or Gemini Gems. Learn more on maximizing the use of structured and unstructured data, creating effective templates for frequent tasks, and setting clear instructions for your AI Assistant to enhance productivity. Men...

Ep. 312 Is 2025 the year where a decade's worth of progress will unfold? Kipp and Kieran dive into the rapid advancements in AI, focusing on why Google's DeepMind is poised to lead the charge with Logan Kilpatrick (Google DeepMind). Learn more on how AI's swift evolution is transforming business expectations, the unique advantages Google holds with its breadth of tools, and key AI use cases that m...

Ep. 311 What if you could have Steve Jobs and Oprah Winfrey as your personal guides? Kipp dives into how to turn AI into your personal board of directors, transforming your approach to big projects and decisions. Learn more on selecting impactful figures for guidance, crafting the perfect AI prompts, and utilizing AI insights to overcome challenges and inspire new perspectives. Mentions ChatGPT ht...

Ep. 310 Can you imagine editing any image using just text prompts? Kipp dives into Google's groundbreaking AI updates and the future of image editing with Gemini 2.0 Flash. Learn more about the seamless blending of text and image editing, innovative use cases like creating the perfect passport photo, and practical tips on how marketers can save time with this new tool. Mentions Gemini 2.0 Flash ht...