Gautam Gupta – Medium

Gautam Gupta

CEO Guide: Running a Management Team Meeting

Of all the meetings I ran as a CEO, the one that made me most nervous was our weekly management team meeting. It was one of the most…

Oct 7, 2024

Oct 7, 2024

Using stock to pay vendors

No matter how much funding you’ve raised, it always feels like cash is tight in the life of a startup. And yet, every once in a while, an…

Jun 10, 2020

Using stock to pay vendors

Jun 10, 2020

CEO Guide: Offsites that Don’t Suck!

Almost all companies host some form of an offsite meeting (regardless of whether the venue is offsite, onsite, or, now in a COVID world…

Jun 10, 2020

CEO Guide: Offsites that Don’t Suck!

Jun 10, 2020

CEO Guide: Letting go of an executive

One of the sad truths about building and scaling a high-growth startup is that it’s very unlikely that an existing leadership team will…

May 17, 2020

May 17, 2020

CEO Guide: Internal Communications

Guide to develop an internal communications operating system from daily to annual communications to keep startup teams focused

May 8, 2020

CEO Guide: Internal Communications

May 8, 2020

CEO Guide: Layoffs

Tactical guide on planning and executing the painful process of a layoff

Apr 12, 2020

Apr 12, 2020

CEO Guide: Managing tight cash flow

Guide for companies with less than 3 months of cash on how to manage cash flow until closing a financing

Apr 12, 2020

CEO Guide: Managing tight cash flow

Apr 12, 2020

CEO Guide: Board Meetings

A guide for first-time CEO’s on how to plan for and manage board meetings (everything other than the deck).

Apr 12, 2020

CEO Guide: Board Meetings

Apr 12, 2020

Should DTC brands sell on Amazon?

Is Amazon friend or foe? This is one of the most common questions anyone in e-commerce asks themselves. On one side, Amazon’s incredible…

Mar 14, 2019

Should DTC brands sell on Amazon?

Mar 14, 2019

My 2017 Goal: To help 100 fellow entrepreneurs

Like many people, I make goals or New Year’s resolutions. However, I almost never tell friends or family about these goals because they are…

Dec 30, 2016

Dec 30, 2016

Gautam Gupta

Gautam Gupta

GP at TCV, former partner @ M13.co, Founder @ NatureBox.com, recovering entrepreneur, investor, proud Babson alum. More at gautamg.com

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