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In The Trenches

By Romeen Sheth

Bootstrapped my business to $60M, brought in PE and currently in the next leg of the journey. Angel investor in 75+ companies. In this weekly newsletter I break down lessons learned, practical frameworks, tools & tactics to level up in business and life.

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Featured Post

25 Predictions for 2024

Welcome to In the Trenches. It’s great to have over 10,000 of you here! My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. Happy New Year! As the year ended, I took a break from writing for ~6 weeks. I'm excited to get back into it in 2024 and reconnect with many of you - I can't promise that I'll be writing weekly, but I can promise that I enter your inbox, I'll always try to share insights that pushes...

4 months ago • 1 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. I am a firm believer that most people can achieve an order of magnitude more than they believe. Why? Because over the last 15 years, I have seen so many normal people achieve incredible outcomes. It is true that many of these outcomes have had a flavor of luck in them. But luck was only...

6 months ago • 2 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. Over the next two weeks, I'll be giving a presentation at two conferences that will have over 1,000 business builders and buyers. The first is in Austin at the "Main Street v. Wall Street" Summit hosted by Codie Sanchez. Codie has built an unbelievable platform of over 5 million...

6 months ago • 1 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. If every opening in business is a sale (i.e. recruiting, fundraising, pitching), then every close is a negotiation (i.e. hiring, investment, signed deals). The biggest mistake I see most professionals make when negotiating is focusing on the wrong north star. Amateur negotiators care...

6 months ago • 2 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. It's been ~4 months since I started writing to you all weekly and the reception has been more than I could have imagined! Over 10,000 folks have subscribed; better yet, every week I receive tons of messages from you all on your challenges, backgrounds and aspirations - it's really...

6 months ago • 2 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. This week I want to talk about a framework I recommend when thinking through how to choose where to work. A lot of you have mentioned that transitioning careers and figuring out where to work next is a big motivator for reading this newsletter. Let’s dig into it. Before jumping in, a...

7 months ago • 2 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. This week I want to bring it back to some of the most popular Audience Q&A we've had over the past ~4 months since launching the newsletter. Hope these are helpful and send me your questions so I can include in future posts! Question #1: I have an opportunity to bring on a business...

7 months ago • 6 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. I’ll keep incorporating the feedback into future posts. Today I want to talk about adversity. First, some context. Over the last 4 years, I’ve grown my bootstrapped business to $60M+ in revenue and exited to private equity. On the surface it sounds great, but that's only half the story....

7 months ago • 4 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. To that end, make sure you let me know each week how you liked the content. I’ll keep incorporating the feedback into future posts. Periodically - I'll breakdown transformational business stories that I think every Founder, Executive and Operator should learn from. A few weeks ago I did Domino's and a bunch of you responded it was interesting / you wanted more....

7 months ago • 3 min read

Welcome to In the Trenches. It’s great to have thousands of you here. My goal with this newsletter is to be all signal and no noise. With that said, let's get into it This week I want to share a story of one of the most challenging startup experiences I’ve been through. Though at the time it was gut wrenching, I’m incredibly grateful for it - the experience gave me a framework on company building that I have applied ever since. I am sharing it today because it is incredibly relevant in the...

7 months ago • 3 min read
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