Intro
This is a living document that helps others understand how to best interact and work with me. It includes the following:
- Communication preferences
- Work habits and routines
- Decision-making
- Idiosyncrasies
- Pet peeves
Emphasis on “living”. I’m putting this out to the world but know I am–and aim to always be–a work-in-progress.
Communication preferences
- Email / Slack / Text for communications that can tolerate a few hours delay.
- If its more urgent, call me.
- For issues that require a low-latency back-and-forth, impromptu meeting is preferred.
- Communicate with me collaboratively. I get pig headed when people tell me what to do, or arrogantly assert they know best (although I realise the people that do this probably don’t realize it themselves!).
Meetings
- I don’t chafe at meetings like many. I’m a fan of high-bandwidth meetings with a clear target. Meetings are great for sharing/ingesting summarized state (e.g. project status), reaching a mutual understanding (even if people disagree with each other), debate, and building rapport.
- Meetings without notetaking are pointless.
- I enjoy brainstorming in group meetings. But from past experience, I’ve found a lot of meeting bandwidth gets consumed in giving people background. If we’re going to engage in a freestyle discussion, lets come into it “warm” after doing the pre-work.
- Meetings are NOT a good place to make decisions. If something contentious needs a decision, it’s best to use a meeting to exchange perspectives, discuss trade-offs, and agree on a timeframe for reaching a decision. Ultimately, the alternatives and tradeoff-analysis should be written down somewhere and someone can use that to make a final call offline (or in a follow-up meeting).
Work habits and routines
Daily
- Each day, I usually work from 10 am to 9 pm. Of course, this is not rigid and my social schedule does overlap with my work schedule, once or twice a week.
Weekly
- I work 6 days a week, Sunday through Friday. I end up working 60-70 hours per week, which I can sustain indefinitely.
Flex time
- I accept that work is non-linear as a founder so I’m willing to adapt my schedule to pressing demands.
- Saturdays are my flex days, which I usually protect for R&R. Or I’ll work at a casual pace or engage in “big picture” thinking. I go by feel. But if needed, I can work through a Saturday.
- Other flex time: One weekend a month, one week a quarter – Scheduled around milestones / sprints.
Work-life balance
- My beliefs on this subject are explained here.
- Working 70+ hours per week means sacrificing those other areas of my life that serve the long-term. These sorts of sprints are expected but difficult to continue for more than a few weeks without addressing the life debt that piles up.
Style
- I tend to trust people by default to know what they are doing. I do not like to intervene or micromanage — unless they ask for help.
- I love to be challenged with different or counter intuitive points of view.
Decision-making
- Best way to convince me is to convince me that you’ve explored many alternatives and weighed the trade-offs, and logically arrived at an opinion with honest recognition of the things you don’t know.
- I’m decisive when it comes to reversible decisions and contemplative when making decisions that are one-way doors. I prefer some solitude to think through options for the latter kind of decisions before finalizing a choice.
Idiosyncrasies
- Debate: If meetings are where ideas are shared, I use debate as a critical tool to separate the good ones from the bad ones. I’m not a very opinionated person but I appreciate how debate can get us to desired outcomes faster. If you see me challenge an idea, it doesn’t mean I disagree with it or I’m being negative — I’m just testing its strength.
- Process: I always say, plan beats no plan–even if the plan is wrong. People assume that my compulsion towards process stems from a need for everything to be logical and meticulously defined. Rather, I just like to apply some rigor in establishing goals, specifying strategies, and spotlight what is known and what is unknown—All of which maybe loosely outlined. I believe in being methodical, testing assumptions, and failing fast.
Pet peeves
- Being micromanaged.
- Complaining without an intention to problem-solve.
- People who lack self-awareness and are not looking to improve.
- I detest having to wait for late arrivals to a meeting. But at the same time, I’m the least punctual human being. I know, it’s hypocritical. But please respect my time and don’t be late to our meeting. I’ll sincerely try to do the same.