SB
Subodh BajpaiIndia's Funding Guru
Entrepreneurship11 min read · 2024-08-20

Building a Business Empire: Lessons from Running 8 Companies Across 3 Countries

Personal insights on serial entrepreneurship — managing multiple ventures, building teams, scaling internationally, and maintaining focus across diverse business interests.

SB
Subodh BajpaiIndia's Funding Guru

The entrepreneurial journey in India is simultaneously one of the most exciting and most challenging paths a person can choose. The opportunities are enormous — a massive domestic market, a young and increasingly affluent population, supportive government policies, and a thriving startup ecosystem. The challenges are equally significant — intense competition, complex regulations, access to capital constraints, and the sheer difficulty of building something from nothing.

Having walked this path myself — building eight companies across three countries — I have learned that entrepreneurial success is not about having the best idea or the most capital. It is about execution, resilience, and the willingness to learn and adapt continuously. This article shares the practical lessons I have accumulated over more than a decade of entrepreneurship.

The Entrepreneurial Mindset

The foundation of entrepreneurial success is mindset. This is not a motivational platitude — it is a practical observation based on working with hundreds of entrepreneurs across every sector and stage. The entrepreneurs who succeed consistently share certain mental models and habits that distinguish them from those who fail.

The first mental model is what I call strategic patience. Successful entrepreneurs are intensely ambitious about their long-term vision but disciplined and patient about the execution timeline. They understand that building a sustainable business takes years, not months, and they are willing to invest the time required to do it right. They resist the temptation to cut corners, take on excessive debt, or scale prematurely.

The second mental model is intellectual honesty. Successful entrepreneurs are brutally honest with themselves about what is working and what is not. They do not fall in love with their ideas — they fall in love with solving problems. When the data tells them their approach is not working, they pivot without ego or attachment.

The third mental model is calculated risk-taking. Contrary to popular belief, successful entrepreneurs are not reckless risk-takers. They are calculated risk-takers who systematically identify, assess, and manage risks. They take big bets, but only after careful analysis and with contingency plans in place.

Building a Resilient Business

Resilience is perhaps the most undervalued quality in entrepreneurship. Every business faces adversity — market downturns, competitive threats, regulatory changes, supply chain disruptions, team departures, cash flow crises. The businesses that survive and ultimately thrive are those that have built resilience into their DNA.

Business resilience has several dimensions. Financial resilience means maintaining adequate reserves, diversifying revenue streams, and avoiding excessive leverage. Operational resilience means building systems and processes that can withstand disruptions. Team resilience means cultivating a culture that can adapt to change without breaking. Strategic resilience means maintaining a portfolio of options and the flexibility to pivot when circumstances demand it.

In my book Rise and Thrive, I dedicate an entire section to building entrepreneurial resilience. The frameworks I share there are drawn from my experience navigating the challenges of managing multiple ventures across India, the UAE, and the Philippines — each market with its own unique risks and opportunities.

The Importance of Mentorship

No entrepreneur succeeds alone. Behind every successful business is a network of mentors, advisors, and supporters who provide guidance, connections, and emotional support at critical moments. The value of this network cannot be overstated.

The most effective mentors are those who have walked the path you are on. They have faced the same challenges, made the same mistakes, and learned the lessons that you need to learn. Their advice is grounded in experience, not theory, and their guidance can help you avoid pitfalls that would otherwise cost you years and significant capital.

Through my work at Unified Capital and Investments, I mentor dozens of entrepreneurs each year. The conversations range from strategic planning to fundraising to personal challenges. What I have found is that the most impactful mentoring relationships are those where the mentor is willing to be honest — sometimes uncomfortably so — about the entrepreneur's blind spots and weaknesses.

Scaling Across Markets

One of the most rewarding aspects of entrepreneurship is the opportunity to scale across markets and geographies. India's diversity means that even a domestic-only business operates across multiple cultural, linguistic, and regulatory environments. For those who venture into international markets — as I have done with Unified Investments LLC in Dubai and Cats Club and Bar in the Philippines — the complexity increases exponentially.

The key to successful cross-border scaling is understanding that what works in one market may not work in another. Customer preferences, regulatory frameworks, business practices, and competitive dynamics all vary significantly across markets. The businesses that scale successfully are those that maintain core principles and brand identity while adapting their execution to local conditions.

Looking Forward

The next decade presents unprecedented opportunities for Indian entrepreneurs. The digital economy is creating new markets, government policies are becoming more supportive, and India's growing middle class is creating demand across every sector. For entrepreneurs who prepare well, execute disciplinarily, and persist through challenges, the rewards will be extraordinary.

Whether you are starting your first venture or scaling your tenth, the principles of success remain the same — deep market understanding, rigorous financial management, relentless execution, and continuous learning. These are the principles that have guided my own entrepreneurial journey, and they are the principles I share with every entrepreneur I advise.

If you are on the entrepreneurial path and looking for strategic guidance — whether on funding, legal structure, market entry, or scaling — a conversation about your specific situation and objectives can provide clarity and direction.

The Serial Entrepreneur Mindset

Serial entrepreneurship is not about starting businesses for the sake of it — it is about recognizing that different opportunities require different vehicles, and that a portfolio of complementary businesses can create synergies, diversify risk, and generate compounding returns that no single venture could achieve alone.

Subodh Bajpai's own journey exemplifies this philosophy. Starting with Unified Chambers And Associates as a legal practice, he identified that his clients' biggest challenge was not just legal representation but access to capital. This insight led to Unified Capital and Investments, which in turn led to international expansion through Unified Investments LLC in Dubai, and further diversification into media (Media Dynox), technology, and other sectors.

The Hub-and-Spoke Business Model

The most successful serial entrepreneurs build their empires around a hub-and-spoke model. The hub is the core competency — the fundamental skill, network, or market insight that gives the entrepreneur their competitive advantage. The spokes are individual businesses that leverage this core competency in different market segments, geographies, or verticals.

For a funding expert, the hub might be financial knowledge and banking relationships. Spokes could include a law firm (legal recovery and compliance), a funding advisory (MSME and startup funding), an investment firm (direct investments and fund management), a real estate advisory (property funding and investment), and a consulting practice (financial restructuring).

Each spoke reinforces the hub and cross-refers to other spokes, creating a self-reinforcing ecosystem where the value of the whole exceeds the sum of its parts.

Capital Allocation Across Ventures

One of the most critical skills for serial entrepreneurs is capital allocation — deciding how much to invest in each venture, when to double down, and when to cut losses. The principles are similar to portfolio management: diversify across ventures with different risk profiles and return timelines, allocate more capital to ventures with proven product-market fit, maintain a reserve for opportunistic investments (typically 20% of deployable capital), set clear milestones and decision points for each venture, and be willing to shut down underperforming ventures to reallocate capital to winners.

Building Teams Across Multiple Ventures

The single biggest constraint for serial entrepreneurs is not capital but talent. Running multiple ventures requires trusted operators who can execute independently while maintaining strategic alignment with the entrepreneur's vision.

The key is to develop a playbook for each venture that codifies the operating model, key processes, decision-making frameworks, and performance metrics. This playbook enables the entrepreneur to step back from day-to-day operations while maintaining quality and strategic direction.

Compensation structures should align operator incentives with venture performance — profit sharing, equity participation, or performance bonuses tied to specific KPIs. This creates entrepreneurial energy within each venture while keeping operators motivated and accountable.

Managing Complexity and Information Flow

As the number of ventures grows, information management becomes critical. Monthly reporting dashboards that track key metrics across all ventures, weekly 30-minute check-ins with venture leads, quarterly strategy reviews with deep dives into each venture's performance and competitive landscape, and annual planning sessions that allocate capital and set targets for the year ahead are all essential.

Technology helps manage this complexity. Project management tools, shared dashboards, and structured communication protocols ensure the serial entrepreneur stays informed without becoming a bottleneck.

Legal and Structural Considerations

Each venture should be a separate legal entity with clear ownership structures, shareholder agreements, and intellectual property protections. Cross-guarantees between ventures should be avoided or minimized — the whole point of separate entities is to contain risk. Holding company structures can simplify ownership and enable tax-efficient movement of capital between ventures.

Transfer pricing regulations apply when transactions occur between related entities, so arm's length pricing and proper documentation are essential to avoid tax complications.

The Eight Ventures of Subodh Bajpai

Subodh Bajpai's portfolio of eight ventures across three countries illustrates these principles in action. Each venture addresses a specific market need while leveraging shared capabilities in legal expertise, financial networks, and market knowledge. From legal services to investment advisory, media to technology, the portfolio creates a diversified empire that generates multiple income streams and serves clients across the full spectrum of their business needs.

Getting Started as a Serial Entrepreneur

For aspiring serial entrepreneurs, the advice is to master one venture first before expanding. Build deep domain expertise, develop a reliable team, create systems and processes that run without your constant involvement, and then identify the adjacent opportunity that leverages your existing strengths. The best second venture is often one that serves the same customers as your first venture but addresses a different need.

Contact Subodh Bajpai at subodhbajpai.22@gmail.com for advisory on building and funding a multi-venture business portfolio.

The Capital Allocation Mindset

Serial entrepreneurs think differently about capital allocation than single-venture founders. Rather than pouring all resources into one business, they develop portfolio thinking — allocating capital across ventures based on risk-adjusted return potential, strategic synergies, and market timing. This approach requires sophisticated financial management skills and the discipline to reallocate resources from underperforming ventures to higher-potential opportunities.

In the Indian context, many successful serial entrepreneurs start with a cash-generating core business and use the profits to fund higher-risk ventures. This self-funding approach reduces dependence on external investors and preserves equity ownership across the portfolio. The key is maintaining financial discipline — keeping clear separation between business entities, maintaining adequate reserves, and avoiding the temptation to cross-subsidise failing ventures at the expense of successful ones.

Building Systems That Scale Without You

The single most important skill for serial entrepreneurs is building businesses that can operate independently. This requires investing heavily in systems, processes, and leadership development from day one. Standard operating procedures, key performance indicators, and clear organisational structures allow founders to step back from day-to-day operations without the business suffering.

Technology plays a crucial role in enabling this scalability. ERP systems, CRM platforms, automated financial reporting, and project management tools create the infrastructure that allows remote oversight. Indian serial entrepreneurs increasingly leverage cloud-based tools and mobile dashboards to monitor multiple businesses simultaneously.

Equally important is building a trusted leadership bench. Identifying, developing, and retaining talented operators who can run individual ventures autonomously is perhaps the greatest challenge for serial entrepreneurs. Compensation structures that include meaningful equity participation, performance bonuses, and career growth opportunities help attract and retain the calibre of talent needed to run independent business units.

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