---
title: Advice and Insights for Entrepreneurs | OnStartups
description: Insights and ideas for software startups
---

# For curious entrepreneurs who are interested in SaaS startups

 Insightful information about software startups from Dharmesh Shah

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- [#HappyInvestor](https://www.onstartups.com/topic/happyinvestor)
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[Agent AI: Connecting The Dots With New Newsletter

technology November 19, 2023 

tl;dr: Earlier this week, I launched a new, A.I. focused newsletter on agent.ai. Why Another Newsletter? I've been digging into A.I. for a while now, and I just wanted a convenient…

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](https://www.onstartups.com/agent-ai-connecting-the-dots-with-new-newsletter)

[5 common mistakes by first-time startup founders and how to avoid them

guestpost September 22, 2022 

The following is a guest post by Arjun Moorthy, founder of The Factual. Arjun and I have known each other for a long time, originally when he was a member of the HubSpot leadership…

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](https://www.onstartups.com/5-common-mistakes-by-first-time-startup-founders-and-how-to-avoid-them)

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[Sorry, Must Pass

personal April 30, 2022 

The following is an iteration of a blog post I wrote 15+ years ago. Version 1 of that post markedly improved my life, so I decided to periodically update it. The most recent update…

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](https://www.onstartups.com/sorry)

[Why I Built FirstWord, The Unofficial Wordle Trainer

January 31, 2022 

Last weekend, just for fun, I hacked together a simple web application called FirstWord. Not exactly sure how to describe it, but it's kind of a trainer to make you a better Wordle…

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](https://www.onstartups.com/why-i-built-firstword-the-unofficial-wordle-trainer)

[An Alternative To Freemium That Worked For HubSpot [video]

August 3, 2021 

In the early days of HubSpot, I somewhat accidentally ended up discovering a new approach to freemium that wasn't really freemium. Here's a short (1 minute 15 second) video clip on…

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](https://www.onstartups.com/an-alternative-to-freemium-that-worked-for-hubspot-video)

[Simple Frameworks For Success (Full Video + Transcript)

July 8, 2021 

I was recently on The Hustle's "My First Million" podcast with Sam Parr and Shaan Puri. I'm a fan of the show, so it was a lot of fun to be on as a guest. One quick apology before we…

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](https://www.onstartups.com/frameworks-to-become-a-billionaire-full-video-transcript)

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## #HappyInvestor

[The Day I Had To Wear Pants To Ring The IPO Bell

November 20, 2014 

It's #TBT. It's been a busy and exciting several months. Earlier this year, HubSpot decided to publicly file our S1 document as part of the IPO process. On October 9th 2014, after our…

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](https://www.onstartups.com/the-day-i-had-to-wear-pants-to-ring-the-ipo-bell)

[The Why and How Of Updating Your Angel Investors

May 20, 2013 

There’s a massive amount available on the interwebs on how to improve the odds for success in new ventures. But almost nothing concrete is available on the care and feeding of your…

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](https://www.onstartups.com/tabid/3339/bid/98311/the-why-and-how-of-updating-your-angel-investors.aspx)

[5 Reasons An Angel Investor Will Walk From Your Deal

July 25, 2011 

The following is a guest post by Ty Danco. Ty is an angel investor and startup mentor. Read more of his thoughts at tydanco.com. You’ve got a killer idea, a good prototype, a terrific…

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](https://www.onstartups.com/tabid/3339/bid/61147/5-reasons-an-angel-investor-will-walk-from-your-deal.aspx)

[Holy Crap! HubSpot Has Now Raised A Total Of $33 Million

October 19, 2009 

It has been a little over a year since I announced the news that my marketing software startup closed it’s Series B round of funding. The article, “Insanity? Why A Bootstrap…

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](https://www.onstartups.com/tabid/3339/bid/10799/holy-crap-hubspot-has-now-raised-a-total-of-33-million.aspx)

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## #MostPopular

[FlashTags: A Simple Hack For Conveying Context Without Confusion

March 18, 2019 

The following was originally written as a post on the internal HubSpot wiki a couple of years ago. At the request of several fellow entrepreneurs (hi, Wade from Zapier!) I've…

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](https://www.onstartups.com/flashtags-a-simple-hack-for-conveying-context-without-confusion)

[See More #MostPopular Posts](https://www.onstartups.com/topic/mostpopular)

## #StartupAdvice

[5 common mistakes by first-time startup founders and how to avoid them

September 22, 2022 

The following is a guest post by Arjun Moorthy, founder of The Factual. Arjun and I have known each other for a long time, originally when he was a member of the HubSpot leadership…

Read Post ** 

](https://www.onstartups.com/5-common-mistakes-by-first-time-startup-founders-and-how-to-avoid-them)

[Secret To SaaS Success: Recognize That You're Not Selling Software

March 7, 2017 

I've been working in the software industry for over 25 years. Pretty much my entire professional career (if you don't count that stint as a night clerk at Red Roof Inn). Back in the…

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](https://www.onstartups.com/secret-to-saas-success-recognize-that-youre-not-selling-software)

[10 Questions I Hope I Don't Get Asked During My Product Hunt AMA

February 22, 2016 

I'm doing an "Ask Me Anything' (AMA) session on Product Hunt tomorrow (Tuesday, Feb 23rd, 2016 at 10 am PST, 1pm EST). Would love for you to sign-up early, because I'm insecure,…

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](https://www.onstartups.com/10-questions-i-hope-i-dont-get-asked-during-my-product-hunt-ama)

[The First Rule Of Disruption

December 22, 2015 

Working on a startup? Have a 800 pound gorilla you're trying to disrupt? That's awesome. But here's a tip: Don't talk about disrupting them. The first rule of disruption is: You do…

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](https://www.onstartups.com/the-first-rule-of-disruption)

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