The telescoping cantilever beam structure is applied in many different engineering sectors to achieve weight/space optimisation for structural integrity. There has been limited theory and analysis in the public domain of the stresses and deflections involved when applying a load to such a structure. This thesis proposes (a) The Tip Reaction Model, which adapts classical mechanics to predict deflection of a two and a three section steel telescoping cantilever beam; (b) An equation to determine the Critical buckling loads for a given configuration of the two section steel telescoping cantilever beam assembly derived from first principles, in particular the energy methods; and finally (c) the derivation of a design optimization methodology, to tackle localised buckling induced by shear, torsion and a combination of both, in the individual, constituent, hollow rectangular beam sections of the telescopic assembly. Bending stress and shear stress is numerically calculated for the same structure whilst subjected to inline and offset loading. An FEA model of the structure is solved to verify the previous deflection, stress and buckling predictions made numerically. Finally an experimental setup is conducted where deflections and stresses are measured whilst a two section assembly is subjected to various loading and boundary conditions. The results between the predicted theory, FEA and experimental setup are compared and discussed. The overall conclusion is that there is good correlation between the three sets of data.