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What Lean AI Startups Teach Us About Scaling It Up, but Smartly
AI-native startups are breaking all the old rules of building companies—and doing it with shockingly small teams.
May 31
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Ishan Gupta
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What Lean AI Startups Teach Us About Scaling It Up, but Smartly
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BizOps: Your Hidden Advantage in Scaling with Clarity
At the recent Operator Guild Summit, I had the chance to hear Rachel Nazhand speak on a topic that doesn’t get nearly enough credit—Business Operations.
May 27
•
Ishan Gupta
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BizOps: Your Hidden Advantage in Scaling with Clarity
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0:59
The New Customer Success Playbook: Designed for Scale, Built for Outcomes
(Published by my AI Avatar, using tools from Heygen.)
May 2
•
Ishan Gupta
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The New Customer Success Playbook: Designed for Scale, Built for Outcomes
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2
2:56
April 2025
Scaling Yourself to Scale It Up
When we talk about scale, the conversation usually jumps to teams, revenue, and market share.
Apr 24
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Ishan Gupta
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Scaling Yourself to Scale It Up
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1:37
March 2025
Solving Customer Challenges with First Principles Thinking
As leaders, especially in GTM and customer-facing roles, we constantly encounter challenges that seem insurmountable.
Mar 13
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Ishan Gupta
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Solving Customer Challenges with First Principles Thinking
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Trust: The Foundation of a Strong Team
When you bring a new team member on board, you’re making a fundamental decision—you trust them.
Mar 11
•
Ishan Gupta
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Trust: The Foundation of a Strong Team
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February 2025
Culture is Built in (many many) Micro Moments
Culture isn’t shaped by grand speeches or company-wide memos.
Feb 24
•
Ishan Gupta
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Culture is Built in (many many) Micro Moments
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The Shift to Consumption-Based Models in SaaS: What Leaders Need to Know
The evolution of SaaS pricing models has been fascinating.
Feb 14
•
Ishan Gupta
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The Shift to Consumption-Based Models in SaaS: What Leaders Need to Know
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When a Competitor Shuts Down: How to Lead with Empathy and Focus
Last week, I saw a competitor shut down.
Feb 3
•
Ishan Gupta
1
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When a Competitor Shuts Down: How to Lead with Empathy and Focus
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January 2025
Turnaround Leadership: Combining Strategy and Heart to Inspire Change
Leading during a company turnaround is one of the most challenging tasks a leader can face.
Jan 26
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Ishan Gupta
1
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Turnaround Leadership: Combining Strategy and Heart to Inspire Change
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October 2023
Finding Serendipity to Scale Up
As leaders, we often find ourselves caught up in the planning, strategic discussions, and structured decision-making.
Oct 16, 2023
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Ishan Gupta
1
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Finding Serendipity to Scale Up
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August 2023
Difficult conversations with your manager can be made easier
As an employee, it's not always easy to speak up to your manager when you have concerns, complaints, or ideas.
Aug 31, 2023
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Ishan Gupta
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Difficult conversations with your manager can be made easier
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