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Business Entrepreneurship Startups

Time to “Workomo”

For the better part of the last decade, I’ve been a startup investor and community builder. It’s been a lot of fun and I have loved learning from all of the founders I’ve met. I’m hoping to meet even more founders and operators during the next part of my journey, where, I’m taking the plunge back into the world of building and joining Workomo as COO.

Why Workomo?

Workomo is a young startup based out of the San Francisco Bay Area founded by my friend Soumitra Sharma. Soumitra and I have known each other for a few years, having crossed paths in the Indian startup ecosystem and having invested together. Soumitra reached out to me when he was raising his pre-seed round in late 2019. We had a conversation about Workomo and I committed to invest on the spot.

Since then, I’ve been spending a lot of time with the team testing out the product, providing feedback, and talking strategy with Soumitra. I even wrote some code to help them with a problem they were dealing with.

In the context of my professional career, I’ve often said that “what you do matters less than who you do it with”. I feel very lucky to have an opportunity to work with an incredibly sharp team and a founder with a crystal clear vision for Workomo.

I look forward to sharing more details about what we are building at Workomo and what we have in store over the next few months.

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Business Misc. Startups

Joining an Early Stage Startup or Joining “The Man”

Joining or doing a startup is not for everyone.  It doesn’t matter whether you are in the US, China, the UK, France, or India.  It takes a certain amount of energy, self-discipline, determination, creativity and faith to be able to survive in a startup. Most of all, it takes an incredibly strong constitution to deal with the stress of being at a startup.

I have been involved with a few failed and one very successful startup.  My advice to people considering joining a startup, do it if you’re more interested in learning above everything else.  A startup is where you will learn more than any of your peers at a large organization.  You will have much more responsibility and you won’t have time for BS.  It’s all about getting things done, frrom cleaning the office, to picking up the water, to budgeting, to raising capital, to developing the business.

If you’re afraid of working 18 or more hours a day, seven days a week, then a startup isn’t for you. If you’re limited in what kind of risks you can take because of responsibilities and obligations then don’t go to a startup. If you have a need for current income and cannot easily risk any current income by taking stock options and living on a very tight budget, then don’t go to a startup. If you’re interested in a paycheck that pays you market or above market, then you’re better off going to a larger, more established company.

Startups will usually pay less than market, but they will provide you with an experience that will be quantifiable only when 1) you leave the startup and look for a job at a large company and 2) if and when your startup grows up, management adjusts your total compensation to be more in line with the market.  Of course, there are many other factors involved in negotiating higher compensation and there are many books on the topic.

Stock option plans are very difficult to structure and put together unless you’re an experienced entrepreneur and know exactly how things are done, or if you have deep pockets to pay the right lawyers.  I’m sure in places like India it’s much more difficult since the legal and business infrastructure for startups is in its infancy. Many resources are becoming available to tech entrepreneurs in countries like India but it will still be a few years before the legal and business infrastructure matures. This is a significant risk for the startup, the entrepreneur(s), and those employees who took a chance at making this startup the next big thing.

My experience has taught me that the most nimble (and many times – chaotic) startups are the ones that have very flat organizational hierarchies. Adding multiple levels of management in a startup creates confusion, bureaucracy, and slows things down. At the early stages of a company, it’s incredibly important to be quick and be able to adapt to changing market conditions. Multiple layers of management along with too much procedure slows things down. There’s a time for procedure and process to be embedded into a company but doing it too early can cripple a startup.

A startup is all about risk and taking chances. If you can’t bear the stress of not getting a paycheck next week because the company is short on cash, then you really need to think about whether a startup is right for you. A startup is always changing. You might have been hired to be a biz dev associate but three months into the job, you could get moved into operations. If changing positions and careers at the drop of a hat doesn’t allow you to build the skills that you want in one specific area then a startup may not be right for you.

Each individual must assess their risk tolerance separately before even thinking of interviewing at a startup.


Joining a pre-VC startup « sameer’s blog

Joining a pre-VC startup is not only a job or a career choice; it’s a lifestyle choice. This is truer for folks who join in early and join as part of the early management team (senior/m