A transition device for deploying instrumentation below a downhole tool, such as a downhole pump, employed in hydrocarbon recovery operations can include a housing serially connectable between the downhole tool and a guide string insertable into the well ahead of the downhole tool. The transition device can also include a sealable crossover channel extending through the housing and having a proximal and a distal end, the crossover channel providing a crossover path for at least one instrumentation line between an exterior of the transition device at the proximal end and an interior of the guide string at the distal end. The fluid channel can extend through the housing and be radially offset from and capable of establishing fluid communication with the crossover channel, the fluid channel being configured to provide a pressurized fluid into the crossover channel to propel the at least one instrumentation line forward inside the guide string.