This essay focuses on four conditions that influence the level of complexity of money laundering in relation to organized crime. We start with the types of crime and forms in which proceeds are generated, including the type of payment, the visibility of the crimes to victims and/or to the authorities, and the elapsed time interval before financial investigation occurs (if it ever does). Second, the amount of individual net profits show differences between criminals who have no use for money laundering, those who self-launder, and those who need assistance from third party launderers. Third are the offender's goals and preferences in relation to spending and investing crime proceeds. Investments are often (culturally) close to home or country of origin, some opt to wield (often local) power but a large part is freely spent on a hedonistic lifestyle. Fourth, the expected and actual levels of scrutiny and intervention of the anti-money laundering regime play a role in influencing savings and re-investment decisions and in some arrests and proceeds confiscation, but overall, there is no clear cause-effect relationship. The four conditions can intertwine in numerous ways and have no particular sequence. When conditions necessitate or stimulate more complex money laundering schemes, this is reflected not only in techniques, but also in the social networks that are developed or may be a precondition for those schemes (and a constraint on those organized criminals who cannot find an appropriate launderer). Complex cases often depend on the assistance of professional money launderers, outsiders to the criminal's usual social circle and in some places, their availability might be a constraint on organized criminals' expansion. Professional money launderers are people who can be contracted, as experts in their field, to solve particular financial and/or jurisdictional bottlenecks. Using principal-agency theory, we explain how trust is established or tension is resolved between criminal and third party launderer.