A podcast for operators by operators
UNPACK3D Podcast stands for unpacking these journeys by Decrypting, Decoupling, and Decompressing. We Decrypt concepts like "hiring great people", "finding product-market fit"; we Decouple the outcomes of businesses from the ebbs and flows of the journey; we Decompress by learning how these operators take a step back from their business.
Ep. 31: Why ERP Should Behave Like Code | Wiley Jones, CEO @ DOSS
Can an AI-native ERP get great before AI makes SAP good enough? Wiley Jones, co-founder and CEO of DOSS, explains why he built an ERP that behaves like a codebase. He covers how agents shrink months of implementation into a software pipeline and why agents should be priced like labor. He also shares a contrarian take on why the big consultancies will thrive.
This episode is brought to you by Stifel Bank, trusted banking and venture debt partner for Sierra Ventures’ portfolio. Learn more at stifel.com.
Chapters:
(0:00) Introduction
(1:54) From hardware engineer to ERP founder
(5:01) Finding the wedge
(9:01) Why ERP should behave like code
(15:28) System of schema vs. system of record
(20:29) Agent-run implementation
(26:22) Giving the intelligence away
(30:49) The race against SAP
(34:28) Pricing agents like labor
(39:11) Building a company second brain
(51:36) Hot take: consultancies will thrive
Where to find Wiley Jones:
LinkedIn: https://www.linkedin.com/in/wileycwjones (https://www.linkedin.com/in/wileycwjones)
DOSS: https://doss.com (https://doss.com)
17 Sept 2026
Ep. 30 The Best Time Ever to Be in Sales | Jeanne DeWitt Grosser, COO @ Vercel
Vercel COO Jeanne DeWitt Grosser thinks this is the best time in history to be in sales — even as her own team automates away half of RevOps. Fresh off building go-to-market at Stripe through hypergrowth, she breaks down how to move up-market without blowing up your roadmap, why "maybes will kill you," and what AI actually changes about the job.
This episode is brought to you by Stifel Bank — trusted banking and venture debt partner for Sierra Ventures' portfolio. Learn more at stifel.com (www.stifel.com).
Chapters:
(0:00) "Maybes will kill you"
(1:24) Meet Jeanne DeWitt Grosser, COO of Vercel
(2:36) Google → Dialpad → Stripe → Vercel
(5:30) Building Stripe's sales machine from scratch
(9:53) Why moving up-market is a company decision
(16:08) AI-native companies & the forward-deployed engineer debate
(27:12) Whales, buffaloes, and fins
(32:25) Treating GTM as a product
(44:00) Why it's the best time ever to be in sales
(50:47) Building GTM tools with "half a human"
(59:10) The AI-era salesperson: what changes, what doesn't
Where to find Jeanne:
LinkedIn: https://www.linkedin.com/in/jeannedewitt/ (https://www.linkedin.com/in/jeannedewitt/)
Company: https://vercel.com (https://vercel.com)
20 Aug 2026
Ep. 29 The AI vs. AI Fraud Arms Race Has Started | Soups Ranjan, CEO @ Sardine
Soups Ranjan, CEO of Sardine, discusses the escalating AI versus AI fraud arms race and how to navigate autonomous attacks.
Who has been a guest on UNPAK3D Podcast
Names identified in recent episode analyses. Showing up to five guests.
Soups Ranjan
Scott Brinker
Marcel Santilli
Joe Moura
Marty Kausas
Reach and audience
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Apple Podcasts (US)
5.0 / 5
4 ratings
Spotify
5.0 / 5
5 ratings
Podcast Authority Score: 42 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
60
Social presence
0
YouTube
0
Engagement
60
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