Case Studies of Real World Founders and Investors on How to Bootstrap a Startup to Exit and How it Feeds Innovation
What you'll learn
Through in-depth interviews with startup founders whose companies were bootstrapped and later acquired, gain insights on bootstrapping a startup to exit.
From additional interviews with buy-side executives illuminate the psychology of buyers, learn how bootstrapping to exit looks from the perspective of buyers.
What the 1Mby1M Bootstrapping to Exit methodology is.
Under which circumstances to consider bootstrapping to exit.
When to bring on a team when bootstrapping to exit.
What the challenges are while bootstrapping to exit and how to overcome them.
How to scale your startup when bootstrapping to exit.
Which exit options are available when bootstrapping..
Requirements
The only requirement for this course is an open mind and a willingness to learn.
Description
The 1Mby1M Methodology is based on case studies. In this course, Sramana Mitra shares the tribal knowledge of tech entrepreneurs by giving students the rare seat at the table with the entrepreneurs, investors and thought leaders who provide the most instructive perspectives on how to build a thriving business. Through these conversations, students gain access to case studies exploring the alleys of entrepreneurship. Sramana's synthesis of key learnings and incisive analysis add great depth to each discussion.Over the last decade and more, I've had the privilege of working with a large number of bootstrapped entrepreneurs. These include self-financed companies and also modestly capitalized startups that operate in a capital-efficient manner applying the principles of bootstrapping.I've also interviewed hundreds of investors, especially micro-VCs and angels who are playing in the early stage game.I've asked all of them the following questions:The commercial Internet has now been around for almost 30 years. Lots of stuff has already been built. Nowadays, there aren't so many wide open opportunities out there. But there are many, many niche opportunities.Some of these businesses need to be built for very small amounts of capital: Invest $1-2M, and sell for $10-15M. Do you have an appetite for this type of investment?What about a notch smaller? Invest $250k-$500k and sell for $5-$10M?What about a notch larger? Invest $5-10M and sell for $50-$60M?As I expected, a large number of investors are still chasing Unicorns. They are interested in investing in companies that will go from 0 to $100M in 5-7 years. And they will consume a great deal of capital in the quest of hitting the coveted billion dollar valuation mark.However, I am pleased to report that I have spoken with a number of investors who recognize the niche opportunities and answer yes to my questions above.Yes, they are interested in investing small amounts and harvesting through smaller exits.In that strategy is the recognition that most acquisitions happen in the sub $50 million price-point.Therefore, for all stakeholders to make money, a capital efficient strategy is required.I've also spoken with a number of CEOs and Board Members of public and pre-IPO companies on what they want to acquire. While the larger companies need to acquire significant chunks of revenue, in the smaller companies ($100-$300M), often, there is a different issue. A $100M SaaS company, quite likely, is making most of its revenues from one product. To thrive as a public entity, it faces tremendous pressure to broaden its product line and find one or two additional $100-200M businesses.How would they do that?The market, of course, is full of heavily venture-funded SaaS startups with very high valuation expectations.Most of these are not affordable for a small, recently public or pre-IPO company.Instead, a small, capital-efficient startup that has shown product-market fit in a domain with strategic alignment is far more interesting as an acquisition target.In any case, we will discuss the topic in a lot more detail in this course with extensive case studies illustrating both the investor perspective, the acquirer perspective - the buy side, and the entrepreneur perspective.Let's get started!The 1Mby1M courses are all heavily based on interview-based case studies on Innovation, Business Models, Go To Market Strategies, Validation Principles, and various other nuances of an entrepreneur's journey. We offer extensive opportunities for entrepreneurs to learn the lessons from the trenches from successful entrepreneurs who have done it before and Investors who support their ambition. Exit is crucial to this innovation ecosystem, as large companies access new technologies and business models through acquisitions. We offer buy-side perspective through interviews with Corporate Development executives as well.
Overview
Section 1: How to Bootstrap a Startup to Exit with Sramana Mitra
Lecture 1 Introduction
Lecture 2 How to Bootstrap a Startup to Exit
Lecture 3 4X Serial Entrepreneur from India: HyperTrack CEO Kashyap Deorah
Lecture 4 From Developer to 2-Time Successful AI Entrepreneur with Exits
Lecture 5 Bootstrapping an E-Commerce Startup with Jay Perkins, CEO of Kettlebellkings
Lecture 6 Bootstrapping with Services and Piggybacking from Australia
Lecture 7 Bootstrap First to Exit, Bootstrap Again, Then Raise VC Money ALL from St. Louis
Lecture 8 Bootstrapping to Exit and Bootstrapping Products Using Services
Lecture 9 Spotlight on Bootstrapping to Exit with Abinash Saikia, EnCloudEn
Lecture 10 TimeSlips CEO Mitch Russo Bootstraps TimeSlips to Exit
Lecture 11 Bootstrapping a Niche E-Commerce Business to Exit
Lecture 12 From Friends and Family Funding to $30 Million Exit
Lecture 13 Master Bootstrapper with a Billion+ in Exits: Bhavin Turakhia, Directi and Flock
Lecture 14 Best of Bootstrapping: Bootstrapped from London, Went Public and Scaled to $450M
Section 2: Buyer Perspectives on Exit Strategy
Lecture 15 Spotlight on Exit Strategy with Steven Mitzenmacher, Rackspace Technology
Lecture 16 Discussing on EdTech Exit Strategy with Seong Kim, Chegg Inc.
Lecture 17 More on Exit Strategy with Seksom Suriyapa, Upfront Ventures
Lecture 18 Further Guidance on Exit Strategy with Jukka Aranen, PagerDuty
Section 3: Investor Perspectives on Bootstrapping to Exit
Lecture 19 A Discussion on Small Exits with Warren Weiss, WestWave Capital
Lecture 20 Bootstrapping to Exit Philosophy with David Lambert, Right Side Capital
Lecture 21 Small VCs and Early Exits with Sonali Vijayavargiya, Augment Ventures
Lecture 22 Non-Unicorn Investment Thesis with Kyle Asman, Backswing Ventures
Lecture 23 Bootstrapping to Exit with Shane Neman, Principal at Neman Ventures
Section 4: Bootstrapping to Exit Frequently Asked Questions / FAQs
Lecture 24 Can you discuss some Bootstrapping to Exit case studies?
Lecture 25 Can you discuss the buy side of Bootstrapping to Exit?
Lecture 26 Why is Bootstrapping to Exit important in the context of SaaS and PaaS?
Section 5: More Bootstrapping to Exit Case Studies
Lecture 27 More Case Studies for Bootstrapping to Exit Startups
Section 6: Additional Content
Lecture 28 Bonus Lecture
Ambitious entrepreneurs with limited resources who want to pursue ideas for which they have both passion and expertise.,Engineers who want to turn their tech knowledge into a multi-million dollar revenue businesses by becoming startup founders rather than remain employees.,Aspiring founders who want to increase their chances of getting accepted into a top startup accelerator such as Y Combinator, Techstars, and 500 Startups,Any entrepreneur who wants to learn from successful entrepreneurs who have done it before and from investors who have supported them.,Professors teaching technology entrepreneurship courses anywhere in the world.
Screenshots

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