Uploaded May 2026 | Updated September 2026, 2 weeks ago
*Free Guide to Build Your Personal AI Wiki:* clickhubspot.com/ix2i
In this episode, Matt Wolfe (Future Tools) walks Kipp through the exact stack he uses every day: Obsidian for storing what he reads and watches, and OpenAI's Codex for cross-linking it all into a searchable "second brain" that gets smarter every night while he sleeps. They cover the proactive AI morning brief, automated competitive intelligence, journaling workflow, and the marketer-specific use cases (AEO audits, ad testing, product marketing audits) that make this stack a 10x productivity unlock.
📌 WHAT WE COVER:
→ The Karpathy tweet that started the "LLM wiki" movement (20.8M views)
→ Obsidian explained for non-developers — what it is and why it's free
→ The Obsidian Chrome extension that clips YouTube transcripts and articles in one click
→ How Codex auto-processes everything you save (no manual filing)
→ The Agents.md file — the secret prompt that runs the whole system
→ Setting up cron jobs so your wiki builds itself overnight
→ The 9 AM Slack "morning brief" Matt gets from his own wiki
→ Building a personal networking CRM (remember every conversation you've ever had)
→ Competitive intelligence: tracking sitemaps to catch new posts from OpenAI, Anthropic & Google before anyone else
→ Codex + Chrome plugin for AEO audits, ad testing, and product marketing audits
→ Daily journaling that cross-references everything you've ever saved
→ Why this is the most popular non-coding use of Codex right now
🎙️ Hosts: Kipp Bodnar & Kieran Flanagan
👤 Guest: Matt Wolfe — creator of Future Tools, co-host of The Next Wave
⏱️ CHAPTERS:
00:00 — Karpathy's viral tweet kicked this off
01:00 — What Andrej Karpathy actually said (and why 20M people saw it)
03:00 — How the LLM finds connections you didn't know existed
04:00 — Where to start if you're not a developer
05:00 — Obsidian explained: the free markdown app at the center of everything
06:00 — Auto-generated topic pages: how the cross-linking actually works
07:00 — The Chrome extension that clips YouTube transcripts in one click
08:00 — Codex: how it processes everything in the Raw folder
09:00 — The Agents.md file — the prompt that runs the whole system
10:00 — Setting up automations: your wiki builds itself overnight
11:00 — Live demo: getting AEO strategy out of your own wiki
12:00 — What Codex actually is (vs. ChatGPT) and how to install it
14:00 — How free plans, $20 plans, and Pro plans differ for this workflow
15:00 — Plugins: Gmail, Calendar, Drive, GitHub, Slack, Notion access
16:00 — "Skim my inbox and respond based on my calendar + wiki"
17:00 — The 9 AM Slack morning brief Matt gets from his own knowledge base
18:00 — Personal networking CRM: never forget a conference conversation again
19:00 — Proactive AI: why the future is agents that come to you
20:00 — Competitive intelligence with sitemap-watching agents
21:00 — How Matt sees every new OpenAI / Anthropic / Google post the moment it ships
22:00 — Codex + Chrome for AEO audits, ad testing, product marketing
23:00 — Daily journaling that cross-references your entire knowledge base
25:00 — Where this is going: from single-player to team second brains
26:00 — Why books should ship as markdown files
27:00 — The 15-minute version: Karpathy's GitHub starter that builds itself
📺 Subscribe to Marketing Against the Grain for weekly episodes on AI, growth, and the future of marketing.
#SecondBrain #Codex #Obsidian #AIWorkflow #Karpathy #AITools #MattWolfe #MarketingAgainstTheGrain #ProductivityAI #PersonalKnowledgeManagement #AIForMarketers #AEO #AIAgents
Host Links:
📲Kipp Bodnar, twitter.com/kippbodnar
📲Kieran Flanagan, twitter.com/searchbrat
‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by The HubSpot Podcast Network // Produced by Darren Clarke.
About the Show
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.
*Free Guide to Build Your Personal AI Wiki:* clickhubspot.com/ix2i
In this episode, Matt Wolfe (Future Tools) walks Kipp through the exact stack he uses every day: Obsidian for storing what he reads and watches, and OpenAI's Codex for cross-linking it all into a searchable "second brain" that gets smarter every night while he sleeps. They cover the proactive AI morning brief, automated competitive intelligence, journaling workflow, and the marketer-specific use cases (AEO audits, ad testing, product marketing audits) that make this stack a 10x productivity unlock.
📌 WHAT WE COVER:
→ The Karpathy tweet that started the "LLM wiki" movement (20.8M views)
→ Obsidian explained for non-developers — what it is and why it's free
→ The Obsidian Chrome extension that clips YouTube transcripts and articles in one click
→ How Codex auto-processes everything you save (no manual filing)
→ The Agents.md file — the secret prompt that runs the whole system
→ Setting up cron jobs so your wiki builds itself overnight
→ The 9 AM Slack "morning brief" Matt gets from his own wiki
→ Building a personal networking CRM (remember every conversation you've ever had)
→ Competitive intelligence: tracking sitemaps to catch new posts from OpenAI, Anthropic & Google before anyone else
→ Codex + Chrome plugin for AEO audits, ad testing, and product marketing audits
→ Daily journaling that cross-references everything you've ever saved
→ Why this is the most popular non-coding use of Codex right now
🎙️ Hosts: Kipp Bodnar & Kieran Flanagan
👤 Guest: Matt Wolfe — creator of Future Tools, co-host of The Next Wave
⏱️ CHAPTERS:
00:00 — Karpathy's viral tweet kicked this off
01:00 — What Andrej Karpathy actually said (and why 20M people saw it)
03:00 — How the LLM finds connections you didn't know existed
04:00 — Where to start if you're not a developer
05:00 — Obsidian explained: the free markdown app at the center of everything
06:00 — Auto-generated topic pages: how the cross-linking actually works
07:00 — The Chrome extension that clips YouTube transcripts in one click
08:00 — Codex: how it processes everything in the Raw folder
09:00 — The Agents.md file — the prompt that runs the whole system
10:00 — Setting up automations: your wiki builds itself overnight
11:00 — Live demo: getting AEO strategy out of your own wiki
12:00 — What Codex actually is (vs. ChatGPT) and how to install it
14:00 — How free plans, $20 plans, and Pro plans differ for this workflow
15:00 — Plugins: Gmail, Calendar, Drive, GitHub, Slack, Notion access
16:00 — "Skim my inbox and respond based on my calendar + wiki"
17:00 — The 9 AM Slack morning brief Matt gets from his own knowledge base
18:00 — Personal networking CRM: never forget a conference conversation again
19:00 — Proactive AI: why the future is agents that come to you
20:00 — Competitive intelligence with sitemap-watching agents
21:00 — How Matt sees every new OpenAI / Anthropic / Google post the moment it ships
22:00 — Codex + Chrome for AEO audits, ad testing, product marketing
23:00 — Daily journaling that cross-references your entire knowledge base
25:00 — Where this is going: from single-player to team second brains
26:00 — Why books should ship as markdown files
27:00 — The 15-minute version: Karpathy's GitHub starter that builds itself
📺 Subscribe to Marketing Against the Grain for weekly episodes on AI, growth, and the future of marketing.
#SecondBrain #Codex #Obsidian #AIWorkflow #Karpathy #AITools #MattWolfe #MarketingAgainstTheGrain #ProductivityAI #PersonalKnowledgeManagement #AIForMarketers #AEO #AIAgents
Host Links:
📲Kipp Bodnar, twitter.com/kippbodnar
📲Kieran Flanagan, twitter.com/searchbrat
‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by The HubSpot Podcast Network // Produced by Darren Clarke.
About the Show
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.
