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U nemployment has always been the bane of development, the free market allocation of resources always seems to educate and train far more people than the market can absorb hence the ever present yoke of unemployment. As such those that have business acumen and can start their own ventures and hence not only employ themselves but create employment for others are admired for having the necessary courage and perception to take the required risks to launch businesses that are vital to national development. Whether you call them business people, entrepreneurs or in the Kenyan context hustlers they all are founders of their enterprises and since we deem them important for the development of the entrepreneurial class we set out to document their achievements. What we found on the ground was very sobering and disheartening as the majority of the businesses that should have been the flagship of local entrepreneurial talent were stagnant if not regressing. Many were in internal turmoil due to what became apparent as being caused by the founders’ errors. We struggled to find successful African businesses in the hands of the second generation while this was quite common among the Asians and we wondered what business dynamics were in play that made success illusive for the African founders. To try and understand what caused the local business difficulties we collated and sampled a few business anecdotes highlighting particular types of challenges that we came across that we hope will throw some light as to why indigenous businesses struggle. The Mystery Business The call came in at about three thirty in the morning from a frantic mother who was informing her son, currently schooling in England that he had to make arrangements to urgently get back home as his father had had a massive stroke and was in ICU at Nairobi Hospital. She asked him to let his sister who was studying in Australia know what had transpired and they would keep her informed on events at home but to try and not alarm her as she was about to sit for her exams and there was no need to interfere with that. the managing directors of the various units to familiarize himself with the companies. The young man arrived in Nairobi three days later but unfortunately the father had passed on the very morning he arrived and soon the family friends of the well to do businessman were at hand to take over the preparations for the final rites. At the end of the attachment period that would take a year the young man would assume the position of the Group CEO and the managing directors of the various units would report to him at the group level and he would have oversight role on all the units. The man was laid to rest a week later since they had to delay for a bit to allow the daughter to return from school but all the arrangements were taken care of and the man had a send-off befitting his stature as the saying goes in Kenya. After a week of finalizing other legal requirements including the will being read in which he had stipulated how his estate would be shared out up and including making a future projected provision for even his grandchildren who were yet to be born, reality sunk in. The family suddenly faced an unforeseen predicament, none of them had any idea what the father’s business was as the wife was a homemaker and the children had never gone to the office where he worked from and all they knew is that he had a lot of business associates. ‘Leaders Sire Leaders’ Syndrome The scheduled board meeting was about to finish when a young stranger knocked on the board room door and entered. The board chair, who was also the majority shareholder of the holding company, then introduced the young man as his son. He then proceeded to inform the board that the young man was joining the board as a Group Executive Director and directed that the young man would be attached for a period of two months with The young man had just completed his degree course in international business in the US, a course that had taken him six years to complete, it normally takes less than three years to complete but he was supposedly getting valuable working experience in the first world. That valuable working experience turned out to be touring as many hot spots in the US as he could fit in without getting thrown out of the country for not attending classes while on a student visa and he had actually managed to attend four colleges to attain one degree. The Success Trap When their father passed away the four brothers had agreed that the third born was the person best qualified to continue running the two medium sized supermarkets that their father had set up in the busy Eastland area after working for an Indian supermarket chain for two decades. This was a natural choice since he was the only one who had ever worked with the father as all the others had their own careers and there was no need for their input nor were they really interested in becoming shopkeepers. In a span of twelve years the enterprising brother had grown the business into a chain of twenty three outlets in six major towns in Kenya and so successful was the The other unfortunate occurrence was that the enterprise was so wrapped up in the founder’s ego to the extent that any attempt to point out that the firm was on a perilous trend tended to end up as a personal affront hence the emergence of the non-fallible founder.