Aakash Gupta
Hosted by Aakash Gupta
A former VP of Product interviews elite AI operators, who screen-share their exact workflows for building with Claude, Codex, and other frontier models.
A highly tactical, screen-share-heavy masterclass for product managers. The host brings on top operators from companies like OpenAI and Anthropic to 'pull back the curtain' and demonstrate, step-by-step, how they use AI tools to build products, manage teams, and automate their work. It's less a conversation and more a live, guided walkthrough of real-world, advanced AI workflows.
“Unlike many podcasts that discuss AI theoretically, this show's defining feature is its reliance on live screen-sharing. Guests don't just talk about their process; they open their laptops and show their actual code, prompts, automations, and dashboards.”
Who hosts this show
Aakash Gupta is a product management leader, most recently the VP of Product at Apollo.io, a sales tech company valued at over $1 billion. With over 15 years of experience at companies like Affirm, Epic Games, and thredUP, he now focuses full-time on his popular newsletter, podcast, and courses centered on AI product management. His content reaches hundreds of thousands of followers, teaching the skills needed to become a product manager in the AI era.
Credentials & credits
- Former VP of Product, Apollo.io
- Former Head of Product Growth, Affirm
- Former Lead Product Manager, Epic Games
- Ran Growth, thredUP
- Wharton MBA
- 16+ years in product management
Other ventures
- Product Growth (Newsletter)
- Land a PM Job (Cohort-based course)
- The AI PM Certificate (Course)
What kind of podcast
When new episodes drop
- 01How to Build a Company OS in Claude Code | Jiaona Zhang | Product GrowthJun 24, 2026 · 1h 08m
- 02How This VP Uses Claude to Do a Week of Work in a DayJun 9, 2026 · 50 min
- 03The OpenAI PM Who Helped Grow ChatGPT to 900M Users Demos His Actual SetupJun 3, 2026 · 1h 07m
- 04I got an inside look at how OpenAI PMs ship codeMay 25, 2026 · 1h 15m
- 05The AI PM Skill That Gets You Instant Job Offers | Aparna, Arize AIMay 22, 2026 · 1h 20m
- 06The Claude Code Setup for Non-Technical PMs That Nobody Shows YouMay 18, 2026 · 1h 10m
- 07Complete Course: Claude for PMs (Cowork + Code + Dispatch)May 14, 2026 · 1h 33m
- 08Stop Applying to AI PM Jobs Until You Watch This Safety & Ethics MockMay 3, 2026 · 38 min
Notable episodes
- 01The OpenAI PM Who Helped Grow ChatGPT to 900M Users Demos His Actual Setup
For the first time, an OpenAI PM publicly screen-shares his actual workflow using Codex to automate tasks and build dashboards, moving away from traditional PRDs.
- 02How to Build a Company OS in Claude Code | Jiaona Zhang | Product Growth
Provides a detailed walkthrough of how a CPO built a 'Company Operating System' in GitHub to codify and scale AI skills across her entire organization.
- 03How This VP Uses Claude to Do a Week of Work in a Day
A VP of Product demonstrates how he used Claude to create a C-suite level all-hands presentation in just a few hours, showcasing high-level strategic use of AI.
What you'll be asked on this show
Aakash Gupta's style is that of a proxy for the ambitious PM in his audience. He often opens by framing a common industry problem or knowledge gap, then introduces the guest as the one who has solved it. He uses rapport built from prior conversations to ask for specific, detailed walkthroughs of a guest's work, frequently prompting a screen-share. During demos, he acts as a skeptical but curious student, asking questions like "What is the unlock here?" to force the guest to articulate the value over existing tools. He consistently pushes for actionable steps, frameworks, and the 'how-to' so the audience can apply the lessons immediately.
The format is a one-on-one interview, but functions more like a live demo. The host, Aakash Gupta, sets up a specific, high-value problem and positions the guest as the expert with a demonstrated solution. The core of each episode is the guest screen-sharing their workflow while the host asks clarifying questions on behalf of the audience.
Questions Aakash Gupta keeps coming back to
12 cataloguedIf you're going on this show as a guest, expect some version of each of these. Each note explains when Aakash Gupta reaches for it.
process
4- Q.01
“Can you walk us through the steps and prompts to build something like this?”
This is a core question used after a guest demonstrates a powerful custom tool or prototype.
- Q.02
“Which parts of this [deck/prototype] are you and which parts are [AI tool]?”
He asks this to clarify the specific division of labor between the human expert and the AI assistant.
- Q.03
“What is the 'operating system' for a PM at your company?”
This question seeks to understand the daily tools, communication patterns, and workflows inside a top AI company.
- Q.04
“How do you interview people to find top-tier, AI-pilled talent?”
This question is aimed at understanding the hiring process and desired traits for talent in AI-first companies.
craft
3- Q.01
“What has [AI tool] unlocked for your PM work?”
Asks this early to establish the primary value proposition of the technology being discussed.
- Q.02
“This already existed in [old tool]. What is the unlock here?”
The host plays the skeptic to force guests to articulate the specific, non-obvious value of their new AI-based method.
- Q.03
“What is it still not good at? What are the honest limitations?”
After a guest has shown the power of a tool, he asks this to provide a balanced and realistic perspective.
advice
3- Q.01
“How do you wrangle [AI tool] to have the confidence to use it as a partner?”
This question addresses the common user fear of AI errors and seeks tactical advice on managing AI output.
- Q.02
“How does someone start from step one to create their own [company system]?”
After a guest shows a complex internal system, he asks this to provide a starting point for the audience.
- Q.03
“Is there an art to giving it the right context to navigate [a specific tool] correctly?”
This question probes into the nuanced skill of prompting and providing the right information to an AI.
personal
1- Q.01
“How would you compare being a PM at [your old company] versus now at [your AI-native company]?”
He uses this to explore how the product manager role itself is evolving in the age of AI.
mindset
1- Q.01
“You said [AI tool] has a 'leash'; can you explain that concept?”
He often references a guest's unique metaphor to have them expand on a key mental model for working with AI.
Signature segments
- · Live screen-share demos
- · Host promotion of 'Product Pass' bundle
- · Host promotion of 'Land a PM Job' cohort
- · Deep dives into guest's specific AI tool stack
Topics covered repeatedly
Who gets booked here
Guests are senior product leaders (CPOs, VPs, PMs) and founders at the forefront of AI, from companies like OpenAI, Laurel, and Customer.io. They are practitioners willing to publicly share their team's internal tools, 'company operating systems,' and personal productivity setups.
- Jiaona Zhangon How to Build a Company OS in Claude Code | Jiaona Zhang | Product Growth
- Matthew Wensingon How This VP Uses Claude to Do a Week of Work in a Day
- Abhi Muchhalon The OpenAI PM Who Helped Grow ChatGPT to 900M Users Demos His Actual Setup
- Ryan Lapopoloon I got an inside look at how OpenAI PMs ship code
- Aparna Dhinakaranon The AI PM Skill That Gets You Instant Job Offers | Aparna, Arize AI
Where to find this show
Audience & reach
The show is sponsored by AI and developer-focused B2B SaaS companies like Ariso, Pendo, and LogRocket. Aakash also heavily promotes his own paid educational products, including the 'Product Pass' newsletter bundle and the 'Land a PM Job' cohort.
Subscriber and view counts are pulled live from YouTube and re-verified on a 30-day cycle. Listener estimates for the RSS feed aren't published here unless they're host-verified.
Pitch Aakash Gupta
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People also ask
- What is Aakash Gupta's real name?
- Aakash Gupta is his real name.
- What is the format of the show?
- It's a one-on-one interview show where guests, who are expert AI practitioners, spend most of the episode screen-sharing their actual tools and workflows.
- Is this podcast still active?
- Yes, new episodes are released weekly.
- Who is this podcast for?
- It's primarily for product managers and leaders who want to learn practical, advanced AI skills to stay competitive in their careers.
- How can I pitch a guest for the show?
- The host's contact email for sponsorships is listed in the channel description, which may also be a channel for guest pitches, though guests are typically senior operators from top AI companies.
- Where can I listen to the podcast?
- The primary platform is YouTube, as it is a video-first show that relies on screen-sharing. Audio versions are also available on major podcast platforms.
Built from the show's public RSS feed, YouTube, the host's own websites, and the cited sources below. Computed and AI-extracted fields are labelled. Facts only — no private info, no fabrication, no transcripts republished.
Sources & how this page was built
This page is AI-assisted, grounded in the public sources cited below, and host-verifiable. We publish facts only; we do not republish transcripts. If anything here is wrong, the host can claim and correct the page above.Model: gemini-2.5-pro · high confidence
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