Isaac Ojo Ajanaku understood that trade without logistics was fragile. He expanded from cocoa produce merchant into transportation, controlling produce haulage and passenger services, including intercity buses on the Ilesa–Ibadan corridor. This control of movement of goods, people, and time became the foundation for diversification.

He founded Ajanaku Finance and Investment Company (AFICO), through which he quietly financed individuals, businesses, and institutions. He also became a major shareholder in Guinness Nigeria, signaling a transition from commodity trading into corporate and industrial capital.

He became a major distributor of commercial vehicles, including Bedford trucks and other work vehicles used for haulage and passenger transport. What set him apart was not just selling vehicles, but how he made ownership possible. He introduced monthly payment plans, allowing drivers and transport operators to acquire vehicles gradually. His company managed and collected these payments until the vehicles were fully paid for. In doing so, he helped many people move from being drivers to becoming vehicle owners, creating livelihoods and stability for families.

Ajanaku's capitalism was never narrow. His investments consistently addressed institutional gaps and created pathways for economic inclusion.

Despite immense wealth, Isaac Ojo Ajanaku remained personally restrained, embodying a form of indigenous capitalism grounded in discipline and dignity.