Oh, Shift! Where AI Meets SaaS Leaders

Oh, Shift! Where AI Meets SaaS Leaders

Rick Watson

Episodes 10
Avg. Duration 38m
Activity Moderate
Since Sep 2025
Latest Episode Jan 2026

Publishing Details

Schedule
Monthly
Format
Episodic
Consistency
58%
Hosting
feeds.captivate.fm

About This Podcast

The Oh Shift! podcast is no longer active, and future interviews will be displayed on https://www.watsonweekly.com/ In a tech world bursting with hype, this new podcast cuts through the noise. The series features candid conversations with software C-Suite leaders—from seed-stage to public companies—who are navigating the seismic shift AI is bringing to product, marketing, and operations. Forget the fluff. These are real discussions about restructuring teams, evolving codebases, and embedding AI in company culture—without silver-bullet thinking. If you're leading a software company into the next chapter, this series is for you.

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Recent Episodes

We Are Moving!

Jan 28, 2026 0m

Hi everyone! We have some exciting news. Over the last year, Oh Shift! has been the place where AI meets SaaS leaders. We want to streamline your listening experience. Instead of checking two…

From Best-Kept Secrets to AI Operating System: How OneStock Is Industrializing Agents

Jan 07, 2026 42m

Welcome to the ninth episode of Oh, Shift!: Agentic Software Leader Series, where we cut through the hype and have candid conversations with software leaders navigating the seismic shift of the AI…

From Code to Outcomes: Yotpo’s Tomer Tagrin on Authentic AI, Agents, and Trust

Dec 17, 2025 33m

“Change isn’t painful—resistance is. Today, Yotpo co-founder Tomer Tagrin shares how his teams ship outcomes over code, why 70% of support tickets are now deflected by AI, and how to keep…

The QA Mindset That Companies Need To Adopt For The AI Future with Jason Cottrell

Nov 19, 2025 43m

Welcome to the seventh episode of Oh, Shift!: Agentic Software Leader Series, where we cut through the hype and have candid conversations with software leaders navigating the seismic shift of the AI…

How Elastic Path Uses Paved and Unpaved Roads To Grow AI Adoption with Bryan House

Nov 05, 2025 46m

In this episode, host Rick Watson talks with:Bryan House, CEO of Elastic Path, discusses AI's transformative impact on commerce. OpenAI's instant checkout exemplifies AI's shift toward directly…

Agentic Merchandising and AI Native Startups with Vinod Kumar

Oct 22, 2025 46m

In this episode, host Rick Watson talks with:Vinod Kumar, CEO of Syntheum AI and formerly Head of Global Business Insights & Growth at Demandware/Salesforce CommerceCloud. He shares insights on…

Empathetic Usage of AI Ensures Less Complexity and More Efficiency - With Alex Sayyah

Oct 08, 2025 34m

In this episode, host Rick Watson talks with:Alex Sayyah, CEO of Aleran Software, a B2B ecommerce platform tailored for industrial manufacturers, discusses the company's pivot from serving sales…

How BetterCommerce Ended Siloed Information with Vikram Saxena

Sep 24, 2025 36m

In this episode, host Rick Watson talks with:Vikram Saxena, the Founder of BetterCommerce, a modular, composable B2B e-commerce platform designed for small to medium-sized businesses. Saxena has also…

The Future is Less If Then And More Prompts, Agents, and MCP - A SVP Looks to the Future

Sep 10, 2025 23m

In this episode, host Rick Watson talks with:Shailesh Kumar, SVP of Engineering at Salesforce, is the Head of Engineering for Salesforce Commerce & Retail Cloud. He previously served as SVP and…

AI Adoption: From Skepticism to Evangelism - Lessons from a Tech CTO

Sep 03, 2025 38m

In this inaugural episode, host Rick Watson talks with:John Shao, Co-founder and CTO of Pipe17, a fast-growing player in the e-commerce order management space. John shares his journey from being an…

Frequently Asked Questions

How many episodes does Oh, Shift! Where AI Meets SaaS Leaders have?

Oh, Shift! Where AI Meets SaaS Leaders has published 10 episodes since September 2025, covering topics in Business, News.

Is Oh, Shift! Where AI Meets SaaS Leaders still active?

Oh, Shift! Where AI Meets SaaS Leaders is currently moderate with new episodes monthly. Average episode length is 38m.

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