Aswath Krishnan

In our recent renovation project, the contractor brought in a new tile guy they hadn’t worked with before. Unfortunately, the guy turned out to be a complete amateur and botched the job. This misstep was avoidable with some straightforward practices: Vetting thoroughly. Check their track record, skills, and references. A quick but deliberate evaluation can save a lot of headaches later. Clarifying expectations upfront. Make sure they understand the scope and standards of the work. A simple conversation about their approach can reveal a lot. Testing with small projects first. Start with low-stakes tasks to gauge their ability before handing them the keys to something bigger. Providing active oversight. Supervise early and often, especially at the beginning. Offer feedback and course corrections as they go. Here’s the key principle: When you delegate, you’re not off the hook. You’re still responsible for the outcome. If they underperform and you didn’t manage them effectively, the ri...

I started writing my first book in mid-Feb 2023. By the end of February, I had my first chapter and the book outline. In the next 2 weeks, I had 4 chapters, or 50% of the book. And a month later, in April, I completed all 8 chapters. By early May, I had it reviewed by a copywriter and by early June, I had a title and draft cover. A fantastic start and progress - I was *nearly* done with my first book in ~4 months! But the last 10% was the hardest. I ran into a few pesky formatting issues with Kindle that I couldn’t figure out.  I wasn’t happy with the book cover and had a dispute with the illustrator. I started a part-time contracting project, in addition to my startup. I was also hosting my parents for the summer. I was exhausted at the end of the day and week.  I made no progress in July, August, and September. I started convincing myself that it wasn’t a worthy or aligned project. I almost gave up and moved on.  Luckily, my friend Preet, who regularly checked in on my...

Many people in America crave walkable neighborhoods instead of suburban sprawl; where they can walk to their daily chores, food & entertainment, and parks. It’s so much more livelier, healthier, and connected. Not to mention, better for the environment.  But walkability also requires density, so that there are enough people within walking distance around you and around businesses.  You can’t have both large, affordable single family homes and walkability. 

My entire career has been in software, and I have taken it for granted. Only when I recently started considering brick-and-mortar businesses, I truly appreciated the magnificence of software businesses.  If you know how to code, you can create and sell software from your bedroom, with little investment or risk. You don’t have to sign leases, buy expensive tools or materials, or hire many people. It's so much easier and quicker to go from idea to MVP.  Software also has tremendous leverage. Once written, it can serve millions of customers with little marginal cost and high margins. Aside from dealing with the occasional fires, you are free to direct your time and resources to innovate (or chill). Compare that to running a restaurant where you (or an employee) have to bake a pizza for every single customer, over and over again.  And the reach of software is limitless! You can live in an idyllic village in India, like the CEO of Zoho, and sell your software to the Fortune 50...

"Sparks of inspiration" is an astute metaphor. A spark can turn into a glorious fire, but only if it immediately gets in contact with some kindling, which can burn and produce enough heat for bigger logs to light up.  Think of how many times you have had compelling ideas, but didn't act on them. Most of our sparks of inspiration just die, without kindling and logs. Eventually, we even stop paying attention to the sparks and the sparks just stop. Why bother?  What a tragedy it is to not follow our inspiration and to not engage our uniquely extraordinary capacity for creation!  I have my share of unrequited inspiration, but I like how a recent spark turned into a fire.  Last week, I had an idea to build a newsletter that automatically summarizes top Hacker News posts and comments. A spark!  If I had tried to develop a full program to do it with my rusty programming skills, it'd have been too overwhelming and a slog, and the spark would have died. Before throwing i...

I shut down a startup within a year and closed a position on a stock within a day. In retrospect, I folded earlier than I should have.  Many high-reward business and life opportunities start as bleak, lonely, and hard but pay off over the long run.  You don't have to play these games. You can fare well with low/mid-risk-reward opportunities. But if you do decide to play these games, you might as well play to win. Don't half-ass them!  The only way to win is if you commit for a long time. You can only commit if you have (a) deep belief, passion, and rationale in the thesis, outcomes, project, and yourself, (b) staying power to sustain losses and bad case scenarios, and (c) emotional resilience to weather failures and naysayers In my recent, prematurely ended ventures, I was missing more than one of these factors. 

There's no surfing without waves.  Surfers need skills to balance, maneuver, and ride the waves as they break towards the shore. But it's as important for them to have waves! And to know where and when the waves will be swelling.  Business is no different.  We all know how Bill Gates and Steve Jobs surfed the microprocessor wave to create humongous businesses around personal computers, operating systems, and applications. That caused the internet wave, which shifted consumer behaviors online and led to the creation Google, Amazon, Facebook, Netflix, Youtube, and many popular web businesses. Then came the smartphone wave, which led to the rise of the likes of Uber, Instagram, and Robinhood. The fourth-degree and third decade ripples of the humble microprocessor led to an explosion of creator tools and businesses like Canva. All this explosion of digitized knowledge, data, and compute has resulted in the latest AI wave.  The largest opportunities emerge from shifts in ...