Balancing Discovery & Focus in Careers

Seeing my kid get bombarded with activities in 1st grade prompted me to think about the relative importance of ‘discovery’ vis-a-vis ‘focus’.

While conventional wisdom talks about the importance of each in silos, I have come to experience that a healthy mix of both is needed to design a thriving career and live a fulfilling life.

My older son just started 1st grade. As expected with any kid growing up in the Bay Area, he is already being bombarded with tons of activities – from soccer classes & cricket camps to music classes, karate & regular play dates. This is in addition to a school schedule that to me, already looks super intense.

Just 2 weeks into the new school year, I have been compelled to bring up the importance of prioritization with my better half. With work commitments & regular school duties, there is only so much a kid and 2 working parents can get done in 24 hours.

My humble submission to the family has been that we need to be smart in picking our battles. Essentially, have the kid gradually start focusing on a few areas, instead of spreading himself thin.

This predicament has prompted me to look back at my own career and reflect on what I have experientially learned about this topic both directly while executing in my jobs as well as indirectly by observing others around me. In particular, what I have gathered from working with and studying founders & investors I have come to respect.

Reflecting on my journey – the ‘discovery’ part

Growing up, I was the kid who always wanted to try out a variety of things and experiences. Even for a specific school project, I would boil the ocean, reading every book and resource I could get my hands on. While preparing for IIT JEE, I would read every reference book any friend recommended, and try and do every practice test series that looked even remotely relevant.

I carried this same behavior into my professional career. Over a decade and a half, I worked directly or indirectly in multiple sectors (oil & gas, software, medical devices, consumer Internet, eCommerce, SaaS, etc.), dabbling in multiple functions (finance & investment banking, product, operations, strategy, BD, partnerships, etc.), operating across multiple regions (US, India, China, SE Asia, etc.) and stages of maturity (founding my own startup, Series B startup, tech conglomerate, institutional VC, operator-angel).

Luckily, I figured out last year that venture investing is my true calling and this type of career design actually feeds really well into pursuing it professionally. Be it public or private markets, the best investors have a diverse set of mental models and best practices from many different fields meshed in their heads. This helps them to connect the dots in unique ways while evaluating any opportunity, thus giving them the proverbial ‘edge’. The best example of this is Charlie Munger. PS: I wrote about how he thinks in ‘Munger’s Tao.

Having a rich tapestry of experience across many areas definitely helped me develop a unique ‘strategic 360⁰ product leader’ positioning as an operator vis-a-vis my peers, and is now helping me carve my path as a venture investor.

Coming back to the earlier retrospective exercise, though this story so far made sense, a specific question still kept bothering me – “Have I missed a trick by not focusing deeply enough on any one area?”.

As we operate in a cluttered and flat global marketplace where everyone has access to almost the same information, and it has become easy to create shallow narratives in any area, I started questioning whether I had peanut-buttered my career to my own detriment.

Reflecting on my journey – the ‘focus’ part

During discussions with some of my friends, mentors, and especially my better half, an interesting nuance hidden in my story was uncovered. Even while hopping across many fields, countries, and skills, the one parallel constant in my life’s equation was venture investing. Since stepping into VC for the first time in 2011, I continued to go deeper into it, studying and practicing it over the subsequent decade.

For 10 years – I read every Fred Wilson blog. I made everything Paul Graham said about building a company from scratch on his blog and Twitter my religious text. I listened to everything Peter Thiel had to say about competition, Reid Hoffman about network effects & Vinod Khosla about building long-lasting companies.

While working at a VC firm, I went to obscure cities & events where no other investor could be seen. I did full-day boot camps across the nation to demystify venture capital for founders at the grassroots, even when it was unlikely that any of them would be fundable deal flow for the firm.

During 2011-13, when Indian VCs were yet to discover Twitter in a mainstream way, I was one of the most active investors on the platform, trying to replicate the playbook of Valley VCs on it. PS: credit to Shradha of YourStory for encouraging me to get on Twitter during those early days. Twitter has added value to my world in ways that are hard to quantify.

Subsequently, when I stepped out of the VC world and became an operator in the Bay Area, I continued deploying my salaried money into early-stage startups each year, a majority of which was invested in the first round at an idea stage. By the way, this was before it became fashionable to become an angel during ZIRP.

While working intense continent-hopping jobs, I continued to get on calls with founders at 2 AM, trying to work on strategies to save a company on its last breath. In between building products and founding a startup, I strived to keep making myself better as an operator-angel by studying the journeys & frameworks of the likes of Semil Shah (totally in love with his blog), Elad Gil (substack), Jason Calacanis (love his old but raw Angel Podcast episodes), Ron Conway & Pejman Nozad.

Purely as a result of following my natural curiosity, I had inadvertently ended up focusing and going extremely deep into the craft of venture investing.

Balancing ‘discovery’ and ‘focus’

Connecting the dots now with my kid’s 1st-grade predicaments, there is an idea here from my journey that I believe is relevant. Careers (and life) are about a balance between ‘discovery’ and focus’. While conventional wisdom talks about the importance of each in silos, I have come to experience that a healthy mix of both is needed to design a thriving career and live a fulfilling life.

It’s important to have enough room to discover – try different things & test different ideas, while still striving for focus and actively looking for leading signals that indicate what to focus on.

The relative proportion of discovery and focus will be dependent on each person’s context. While most kids and youngsters will naturally have a high proportion of discovery, we also know prodigies tend to start focusing really early in life (Tiger Woods took to golf at 6 years of age; Warren Buffet bought his first stock at age 11).

People in the middle phase of their careers typically tend to gravitate more towards focus, trying to climb the ladder at a specific company or type of job. A counter view would be that many of them would do well to increase the proportion of discovery in their careers, in order to get to a global maxima.

Folks in the latter phase of their careers organically become experts at something, thereby increasing the proportion of focus in their lives. A view worth considering here is whether increasing the proportion of discovery in their careers might help avoid getting jaded and bring in fresh perspectives into their field of expertise.

There are no right or wrong answers here. Everyone will need to find their own balance considering their holistic context – age, location, family structure, social setting, and economic circumstances. Although, just based on a sample size of 1 (i.e. my journey), is following your natural curiosity a good way to organically evolve an optimal mix of discovery & focus? Perhaps…

PS: check out this podcast clip by Naval Ravikant, elaborating on “specific knowledge is found by pursuing your curiosity“.

Visually representing discovery vs. focus

To close out, I would like to share a pictorial representation of this idea of balancing discovery and focus. I tend to think of ideas & mental models in terms of pictures; I guess there is some merit to that age-old wisdom of “a picture is better than a thousand words”.

To me, this balance can be represented as a free-flowing river being directed by its banks. The middle of the river is in discovery, having enough room for the water to go in any direction, form vortexes, change color, and experiment with constituents like soil, mud, rocks, etc. But, the banks give the river focus, ensuring it stays on a desirable path, moving within specific boundary conditions and ultimately, meeting its true calling of merging into the sea.

Representing the balance of ‘discovery’ and ‘focus’ in careers ©️Soumitra Sharma

As a parent, I hope to be the river bank that provides focus to my kid’s discovery. As you reflect on your own journey, how might you strike the balance between discovery and focus in your career and life? Are there areas where you feel the need to freely discover more, and others where honing your focus could lead to breakthroughs? Would love to hear your insights and experiences in the comments below, or on LinkedIn and Twitter.

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The Daily Battles

All worth-while things in life — raising kids, maintaining our closest relationships, building a company, getting fitter, eating healthier — tend to be perpetual battles that need to be fought almost on a daily basis. Everyday (or very often), you need to re-assess where you are and where you want to go, assimilate the ever-changing context around you, figure out the best way to move forward in that moment, and execute on it with the knowledge that your goal is a constantly-evolving & moving target.

There will, perhaps, never be a point in the journey where you will say that “the job is done, mission accomplished” as each goal will generate yet another one. This is why it’s important to respect these daily battles, and maybe then, you will start enjoying them and make the most of each day you live.

True competitive advantage is a “Mesh”

Today, I was remembering my strategy professor from ISB Prof. Prashant Kale. All my batch-mates will agree that he was probably one of the best, if not the best, professors that year for Class of 2010. In particular, one of his classes where he taught the legendary Southwest Airlines strategy case is imprinted in my consciousness — I even remember exact drawings he created in the class.

The key takeaway from that class was that the competitive advantage of Southwest Airlines wasn’t a single linear element; rather, it was a “Mesh of inter-connected, inter-dependent, self-reinforcing activities” that was almost impossible to replicate by competition. Eg., turning around a plane in 15 mins (fastest in the industry), which required the gate staff to operate at a certain cadence, which in-turn, required the check-in staff to do certain activities at a certain speed etc. Essentially, executing any precedent element well made the next dependent element even stronger; conversely, if one of the elements was poorly executed on, the entire mesh advantage ceased to exist. This Mesh model has been a transformative strategy concept for me, and has been a key foundational element of my thinking.

Illustrating the proverbial “Mesh of Competitive Advantage”

I recently got reminded of this concept again after a decade, this time in an entirely different context of public market investing. I was reading the Q1 2019 Quarterly Investor Letter by O’Shaughnessy Asset Management (OSAM), a top quant asset management firm founded by the legendary public markets investor Jim O’Shaughnessy. This letter is particularly fascinating, as it talks about how to cultivate real edge as an investment firm.

OSAM defines the following framework for real investing edge (quoting the letter):

  1. “Real investing edge should (instead) be cultivated at the organizational level.”
  2. “Properly built, an edge should be very difficult or impossible for others to replicate.”
  3. “Ideally, the edge naturally increases over time — something venture capital investor Keith Rabois calls an “accumulating advantage.”

Specifically, OSAM does 2 things that drive the edge — 1) consciously building a Research Graveyard, which essentially means doing lot of research, data analysis and number crunching projects that don’t necessarily lead to immediately improved investing outcomes but increase the overall ideation & knowledge of the firm in a compounded way over the long term; and 2) building tools (data-sets, software and combos thereof) and then deliberately opening them up publicly for other researchers to use (like the way Amazon opened up its cloud infra to developers, creating AWS), whose usage, in turn, has generated some of the best research insights for OSAM.

As a finance and investing person, while both these elements are individually interesting to me, the real deal was this sentence (again quoting the letter):

“These things — software, data, research partners, our graveyard, even the podcast and our twitter activity — all link into and depend on each other, which makes each more valuable and harder to copy.”

“Think back to the ownership data project. Without other connected tools, that would have just been a dead idea — time wasted. But now the ownership data set has become a critical piece of another software tool we use for clients called Portfolio X-Ray. It is now also a new data set available to research partners, who may find something interesting that we did not.”

This is the “Mesh of Competitive Advantage” all over again. A set of activities that, while look replicable in isolation, are almost impossible to replicate by competition as an inter-dependent, inter-connected, self-reinforcing system. This, my friends, is where true competitive advantage comes from!

This is the same reason why, despite having an incredibly transparent investing strategy, framework, terms, processes & activities, other venture firms are unable to replicate the Y Combinator model. This is the same reason why I saw Alibaba winning in China eCommerce (a rhythmic mesh of commerce, payments, logistics, cloud and advertising that is perhaps, impossible to replicate even with infinite capital). It’s the same reason why, as Prof. Kale told us in 2009, Southwest won in the US airline market.

As I think more about this concept in the context of tech startups & Silicon Valley, I believe the following execution elements are important drivers of on-ground success:

  1. Mesh creation has to be deliberate — it’s really hard to defend individual, linear advantage elements in the long run (eg. just having more capital than competition).
  2. Constituent elements of the Mesh need to flow from an authentic place residing inside founders/ leadership teams — what we call as DNA, else it’s hard to sustain.
  3. The Mesh strength compounds over time — demands consistent execution over a long-enough period of time.
  4. This is why true diversity in the team is important — underlying this Mesh of Competitive Advantage, is really, a Mesh of diverse people, each contributing a uniqueness that, combined as a whole, is a super-power. Like the YC Founders or Paypal Mafia.

Would love to hear how you have created competitive advantage for yourself/ your companies.

Side-note: the “Mesh of Competitive Advantage” can also be used to differentiate yourself as an individual professional. Instead of being linear in your career, try to create your own cross-functional, cross-sector, cross-cultural & cross-market Mesh of skills & experiences that, while individually might not look compelling enough, combine together to give you a truly differentiated world-view and approach to life. In today’s age of automation & tech-driven leverage, having this type of Mesh is worth its weight in gold as it can’t be replicated by software; rather, software & tech tools can be used to leverage it up & further magnify its impact.

Related note for parents raising kids in Silicon Valley: given we live in an echo-chamber, with template approaches to pretty much everything (from hiking at the same spots, wearing similar Patagonia vests, to starting up and listening to the same podcasts), it’s important we consciously expose our kids to the non-Silicon Valley world. We would do well to nurture their authentic qualities and original habits, whether they fit with the Valley way of doing things or not. In fact, I would argue that the more contrarian or differentiated these intrinsic personal qualities are, the more we as parents, should encourage them. This will set them up as adults to create their own, authentic “Mesh of Competitive Advantage” that stands the test of time and disruption.

The Student Loan crisis will hurt us exponentially more than 2008!

Over past month or so, have been thinking a lot about the US student debt issue (US student debt balloons past $1.5tn; 74% of all debt owed by US 25–34 year old’s is student debt, up from 10% in 1989).

Apart from the sheer size of this debt obligation (which, like any type of debt, will obviously be a great source of emotional and financial strain on an entire generation), what worries me most is that the end-product that people have leveraged themselves for, will end up continuously declining in value over coming decades.

For the foreseeable future (say next 5-10 years), a good-quality university degree will still, broadly speaking, continue to be a relevant filter for majority of jobs out there. However, once you start looking beyond next 10 years, it’s hard to believe that this will continue to be the case.

Students are taking on debt, essentially to get the following 3 elements from a university:

  1. ‘Foundation’ knowledge & skills — given the pace at which the working machinery of this world is changing, essentially driven by technologies whose future impact is hard to predict even for the most informed and privileged (VCs, large tech company execs, policy makers etc.), it’s hard to see a university curriculum keeping pace with these rapid changes. Perhaps, it will require almost a Just-In-Time approach from both the skill givers and receivers, which a static education paradigm like the present university system will struggle with. Continuous training, perpetually-upgraded skilling methods and a vocational approach will become vastly more important. While I am painting this in broad strokes, you get the drift!
  2. Networks — while there is merit in having a common university bond that helps set up a base network, the reality is that as life goes on, other networks (the companies you work for, your neighborhood, the community initiatives you support etc.) continuously get added and their summation becomes far more important than just your university networks. Carrying forward the earlier thought of rapid tech-driven change, the ‘relevancy’ of your networks will also evolve quickly. For instance, as a design under-grad, you might know lot of other designers. However, you might end up eventually building your career designing digital healthcare products and therefore, might need more healthcare professionals in your network rather than just designers. Finally, with networking initiation, build-out & maintenance happening more online than offline, importance of campus relationships and old boys clubs is definitely going to decline. The point is simple — in the pecking order of networking elements, campus schmoozing & alumni events are going to be replaced by leveraging tech platforms, creating your personal brand in the digital world and good-ol’ hustling. PS: my belief is also that elitism in recruiting (eg. Company XYZ only goes to these 2–3 campuses for hiring) will reduce drastically. As the required skill-sets for all professions evolve dramatically in the 4th Industrial Revolution era, employers will become more open-minded and honestly, will have no option but to go where the skillset is (if US universities aren’t producing enough data scientists, companies will go and hire wherever they are available, be it Warsaw or Trivandrum).
  3. Credentialing — the tech industry has already taken the lead in adopting alternate credentialing mechanisms such as hackathons, internships or in the blockchain & crypto world, publishing a solid white paper :). In a rapidly changing business environment, credentialing provided by relatively slow-moving and static university channels is frankly, declining in importance. Similar to the paradigm of continuous learning, credentialing will also become a continuous phenomenon that is driven by practical skillsets & real-life outcomes delivered on the job.

As the above scenarios play out, taking on an unrealistic amount of student debt that is decoupled with the real long-term value of the asset itself, doesn’t make much sense. Why does this delta exist and how can it be brought down going forward are of course, key questions that educational institutions and policy-makers face today.

Some life-strategy suggestions:

For Millennials with significant student loans: would be good to prepare a detailed and practical financial plan to pare down this debt. Have the discipline to stick with this plan, and make the necessary sacrifices of ‘living below your means’ to accomplish it ASAP. As the loans come down, create a fresh capital allocation for ‘continuous learning’ via online courses, certifications, networking events etc. In the long-run, this will be money well-spent and give you a massive ROI.

For students about to enter university soon: rather than taking a less-thoughtful approach that is driven by historical precedence and herd-mentality, be brave enough to take a fresh approach to evaluating your options. This is a massive investment of your time and money, so think like an investor. Deeply compare the long-term ROIs of public vs private universities. Be sensitive to tuition & overhead costs of specific courses, and compare them against the tangible post-graduation prospects they offer. Think about every angle — univ. brand vs the actual course, full-time vs part-time, location with associated living costs and career options. In a rapidly changing economic environment, things like financial freedom & employment flexibility are going to be very important in the long term. Include these aspects in your career math. It’s hard to think on these lines as an 18 year old, so the role of parents, teachers and other experienced stakeholders will be very important in guiding them through this process.

As a society, we have already made the mistake of burdening our newest generation with this student loan problem. Similar to issues like the environment, everyone needs to come together and start working on removing this albatross from the necks of our students.