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Mastering Entrepreneurship: Lessons I Learned Building Across Startups and Legacy Giants

  • Writer: Rohit Chadda
    Rohit Chadda
  • May 18
  • 4 min read

Entrepreneurship isn’t just about building businesses — it’s about building yourself. Over the past decade, I’ve co-founded global companies, navigated financial meltdowns, launched in chaotic markets, and turned legacy organizations into digital powerhouses. And if there’s one thing I’ve learned, it’s this: there’s no single formula for success — but there are patterns.


This isn’t a motivational speech. It’s a practical download from everything I’ve lived — wins, wipeouts, pivots, and scale-ups. If you're an aspiring founder or a seasoned entrepreneur looking to reset, I hope these lessons serve as signposts on your journey.


1. Start With a Strong Vision


Every venture I’ve launched started with a clear why.


At Foodpanda, our vision was simple: bring online food ordering to markets where it didn’t yet exist. We didn’t follow a trend — we built the category. That vision helped us scale to over 40 countries.


Later, at Times Group, the vision was transformation — turning a traditional broadcast media business into a future-ready digital ecosystem. We launched 11 products in 18 months, not because we wanted volume, but because each solved a distinct user or market need.


My advice:

  • Don’t start a company just to start a company. Start with clarity.

  • Define what impact you want to create, then reverse-engineer the path.


2. Failure is Your Best Teacher — If You Let It Be


I’ve had my share of failed products, difficult pivots, and unexpected roadblocks.


At PayLo, we bet big on a blockchain-based wallet. Technologically ahead of its time, but we hit a wall with regulatory changes in India. We had to pivot fast. It stung, but it taught me the value of regulatory risk mapping — something I now look for in every new venture I advise or invest in.


Failure isn’t a badge of shame. It’s a signal — if you’re listening.


Takeaways:

  • Post-mortem every failure. There’s always gold in the rubble.

  • Stay resilient. Iterate fast. And don’t take it personally.


3. Your Network is Not Just Support — It’s Strategy


My network has unlocked new markets, top-tier talent, strategic deals, and personal growth.


When I was building Zee5 at Zee Digital, we partnered with telecom providers, ISPs, and global distributors — many of whom I met through industry events and cross-border discussions. Those collaborations amplified our scale.


I also mentor founders, invest in early-stage companies, and work with accelerators like Esselerator — because surrounding yourself with builders keeps you sharp.


What works:

  • Be active on LinkedIn, join founder communities, and show up to industry events

  • Follow up. Add value. Stay visible.

  • Don’t network just to raise money — network to build perspective


4. Adaptability is More Valuable Than Perfection


The companies that survive are not the strongest — they’re the most adaptable.

When I took over as CEO of Zee Digital, the company was far behind the top players in the digital news space. We were ranked 9th by Comscore, revenues were modest, and the digital operations were scattered. We didn’t have the luxury of time or the comfort of legacy. We had to pivot — fast and often.


We restructured teams, rebuilt tech stacks, launched new content verticals like Zee Hindustan and India.com, and formed deep partnerships with telcos and OTTs to drive distribution. Within 24 months, Zee Digital had broken into the Top 5 news publishers globally by MAU, overtaking players with decades of digital head start. And we did this while becoming profitable.


Your assumptions will break. Your plans will change. Your edge will come from how fast you can shift.


Pro tip:

  • Build processes that flex

  • Treat feedback as your co-founder

  • Keep your product, org, and mindset in beta


5. Time is Your Most Valuable Currency


Every entrepreneur has 24 hours. What you do with them defines your edge.

I plan my day with ruthless prioritization. Strategic work in the mornings, people-focused meetings midday, and operational reviews toward the end. I say “no” more often than I used to — because every “yes” is a trade-off.


Tools I use:

  • Notion and Google Calendar to stack my priorities

  • Weekly “focus sprints” for deep work

  • Regular off-grid time to recharge and reset


6. Leverage Technology Early and Often


At Foodpanda, we built automation tools that saved millions in manual processes. These have laid the foundation for food-tech operations globally and are now replicated and used by modern food delivery players like Zomato and Swiggy. At PayLo, we created India’s first interoperable QR system — years before it became a standard. At Times Group, we embedded AI across editorial, distribution, and personalization flows — leading to a 30%+ spike in user session time.


Technology is not just efficiency — it’s leverage.


How I use it:

  • AI tools to summarize data, generate content, and optimize ops

  • Automation for internal workflows

  • Analytics to drive product and editorial decisions


7. Financial Literacy = Founder Survival


I’ve worked in investment banking at Merrill Lynch and managed P&Ls across startups and corporations. The common truth? Founders who don’t understand unit economics, burn, and cash flow often build beautiful products — and bankrupt businesses.


Founders: Learn your numbers.


Whether you're bootstrapping or VC-backed, you must:

  • Track cash flow

  • Understand CAC vs LTV

  • Build a budget and stick to it

  • Make finance part of product decisions


8. Passion Isn’t Optional — It’s Your Power Source


Startups will drain you. There will be days when nothing works, investors ghost, users churn, and the team is anxious. If you don’t love the mission, you’ll burn out fast.


I’ve built in food-tech, fintech, media, and now AI. Each pivot was powered by genuine curiosity and belief. That passion translated to long hours, tighter execution, and stronger storytelling.


Final tip:

  • Choose a problem you can obsess over

  • Reconnect with your ‘why’ often

  • Celebrate the small wins. They compound


Final Thought on Mastering Entrepreneurship: This Journey is Yours


There’s no playbook that fits every founder. But if I had to sum it up:

Have a vision. Learn from failure. Adapt fast. Build with integrity. And don’t forget to enjoy the ride.

Entrepreneurship will test you. It will also transform you.


So take the leap. Build boldly. And remember — your success story is already in motion.



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