In this episode, Mehmet sits down with Harish Chandramowli, Head of AI at Good Day Software, to explore how AI is reshaping the future of fashion, retail, and e-commerce operations.
Harish shares his journey from cybersecurity engineering at Bloomberg and cloud security at MongoDB to building fashion-specific AI tools that solve real operational pain points around data chaos, messy workflows, and inventory waste.
This is a deep dive into verticalized AI, workflow automation, agentic systems, and the emerging category of Retail OS.
If you’re a founder, investor, or tech leader curious about applied AI or the future of retail automation, this episode is full of insight.
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👤 About Harish Chandramowli
Harish is the Head of AI at Good Day Software, a fast-growing platform redefining how fashion and retail brands manage operations. With experience at Bloomberg and MongoDB, he brings a unique blend of security engineering, data modeling, and real-world problem solving into the retail tech world.
He previously founded FLA, a fashion operations startup, and now focuses on building AI-powered workflows and agents for e-commerce brands.
Harish’s LinkedIn : https://www.linkedin.com/in/scharish/
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✨ Key Takeaways
• Why retail back-office operations are still broken and dominated by spreadsheets
• The rise of Retail OS and why ERP is becoming outdated
• Real examples of AI reducing hours of manual work
• Why agentic workflows matter more than chatbots
• The biggest unseen cost in e-commerce: data integrity failures
• The hidden value of vertical AI models
• How founders should think about AI “moats”
• Red flags Harish sees in AI startup pitches
• How non-technical founders can communicate with technical teams more effectively
• Why everyone is on a level playing field in this phase of AI
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🎧 What You’ll Learn
• How to build AI systems for operational workflows
• Why fashion and retail create perfect environments for data-driven AI
• How to spot real vs fake AI innovation
• How AI can automate back-office processes like purchase orders, packing lists, and inventory reconciliation
• Why agent-based AI is the future
• How AI changes new-market entry strategies
• How founders can pitch AI in a credible, non-hyped way
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⏱️ Episode Highlights (Timestamps)
(For YouTube + Spotify chapters)
00:00 — Welcome and introduction
01:00 — Harish’s journey: cybersecurity, Bloomberg, MongoDB
03:00 — Why retail operations are still broken
04:30 — Discovering the back-office pain points in fashion
06:30 — The spreadsheet problem killing profitability
08:30 — Why e-commerce is a brutal margin business
10:00 — Workflow chaos and data fragmentation
12:00 — Retail OS vs ERP and what the future looks like
14:00 — How AI powers Good Day Software
15:00 — Chatbots vs real AI vs agentic workflows
16:00 — Automating packing lists, PO ingestion, and email workflows
17:30 — Agents detecting inventory discrepancies
18:30 — Using localized data for new market expansion
20:00 — Verticalized AI and the rise of industry-specific LLMs
22:00 — Accounting differences across regions
24:00 — What founders need to know about AI moats
26:00 — Why real-world data is a superpower
28:00 — Changing consumer funnels: search, ads, and GPT shopping
30:00 — From engineer to business thinker: Harish’s mindset shift
32:00 — ChatGPT as a tool for business communication
34:00 — The biggest red flags in AI startup pitches
36:00 — Why automating everything is dangerous
38:00 — Final thoughts on curiosity, experimentation, and the AI era
39:00 — Where to reach Harish
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📚 Resources Mentioned
• Good Day Software https://www.gooddaysoftware.com/
• MongoDB
• Shopify and e-commerce back-office operations
• Vertical AI applications
• Agentic workflows and email-based automation