Michael O’Leary has been the boss of Ryanair for over 30 years - Bloomberg Michael O’Leary, the boss of Ryanair, is in line for a €153m (£133m) payday after extending his contract at the discount airline for a further four years. Under the terms of the new agreement, Mr O’Leary will be granted the option of buying lucrative shares if the Dublin-based firm hits specified targets by 2032. That includes doubling its share price to €42 for 28 days, or hitting €4bn in annual profits.