Having lived each of these roles โ and worked with founders, teams and boards โ Iโve come to realise:
Itโs not just the work thatโs different โ itโs the mindset.
And the misalignment between these mindsets often creates friction โ but also opens the door to real breakthroughs.
๐ต POSSIBILITY
Founder
Driven by conviction.
Sometimes even if no one believes โ not the market, investors or customers
Itโs a zero-one game.
You succeed or you donโt โ you have to be 100% committed.
Thereโs no Plan B.
At ORRA, we set out to build Indiaโs first diamond-centric brand in a gold-led market โ at a time when smaller diamonds were often considered โdiamond dust.โ
๐ก PROBABILITY
Investor
Itโs not about building a portfolio or averaging returns.
Itโs about making hard choices โ selecting from hundreds of ideas, founders and markets โ and even if you’re directionally convinced, figuring out which founder and opportunity to back.
Too often, funds are seen as playing a numbers game.
To founders, it can feel like a lack of belief.
But from a fundโs side โ theyโve seen this play out often and focus on helping companies scale.
For me, more than spreadsheets, conviction still comes first.
Sometimes in the founder.
Sometimes in the idea.
Sometimes in the direction the world is tilting.
But most often, it’s the convergence of all three.
Iโve invested in companies like MediAssist, Slice and Zeno Health โ and worked with VC/PE funds and their portfolio companies or founders.
Itโs not just about exits but conviction โ I invested in MediAssist in 2012 and still hold it post listing.
Each engagement began with belief โ and support from partners, mentors and friends who made it possible.
So thank you.
๐ข EXECUTION
Professional
Execution turns belief into results.
Professionals seek clarity โ but answers often lie in ambiguity and the ability to juggle, especially in early or high growth phases.
Adaptability and a growth mindset matter as much as expertise.
At Ritu Kumar, doubling EBITDA wasnโt just about vision.
It was about precision โ and the ability to zoom out to allow flexibility.
๐ฑ CONVERGENCE
Over time, I stopped seeing these as separate roles
Like the Trimurti:
โ Creation (Possibility)
โ Preservation (Probability)
โ Transformation (Execution)
Or the Japanese principle of Shuhari:
โ Shu (ๅฎ) โ follow
โ Ha (็ ด) โ break
โ Ri (้ข) โ transcend
The real strength lies not in choosing one โ
but in recognising all three, and moving between them with intention.
At different stages, and in different moments, one may take precedence โ
but true leadership lies in the ability to hold all three as part of your mental model.
That awareness is what lets you shift gears seamlessly. Which one are you embracing right now?
#Leadership #Founder #VC #Startup #Boards #Strategy #VentureFund
About the Author
Vijay Jain, Founder-Director of ORRA and former CEO of ORRA and Ritu Kumar, is a seasoned consumer and retail leader with expertise across jewellery, fashion, and wellness. He now works as an Operating Partner, Advisory Board member, and Board Advisor, guiding businesses in brand building, omnichannel growth (retail + online), and consumer insights. His leadership has consistently delivered high growth and cultural transformation, earning him a reputation for building people-first, customer-centric organisations.
Vijay has also been invited to speak at leading conferences including CII, Harvard Business School, and Google, where he shares insights on leadership, scaling consumer brands, and digital transformation.

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