 Kuperwasser akapihwa basa seOfficer muArtillery Corps muna 1976, pachinzvimbo chaaive Forward Observer akabatanidzwa nevatambi vepamberi, Special Forces uye Armored Corps zvikwata panguva ye1978 South Lebanon conflict uye 1982 Lebanon War. Munguva yake semukuru wechidiki muArtillery, akapedzawo kosi ine marezinesi ekubhururuka Helicopters uye aive kwechinguva Air Observer kureva mutyairi weherikoputa anoona zvinangwa zveArtillery. Muna 1985 akava Mutungamiriri weBattery weSelf-Propelled Artillery unit. Muna 1987 akatumirwa kuDirectorate yeMilitary Intelligence, kwaakashanda munzvimbo dzakasiyana siyana. Kwemakore maviri, kutanga muna 1992, akanga ari Mutevedzeri weDziviriro Attache weUchenjeri paEmbassy yeIsrael muWashington, D.C.. Makore mana gare gare, Kuperwasser akava mukuru mukuru wezvekuongorora muIDFs Central Command kwemakore matatu. Kutevera chinzvimbo ichi, Kuperwasser akabva atora basa reMutungamiriri weAnalysis uye Production Division yeIDF Directorate yeMasoja Intelligence. Maererano ne IDC Herzliyas International Institute for Counter-Terrorism, panguva yaaive pachinzvimbo ichi Aine basa rakakosha mukusarudza nzira dzeIsrael dzekugadzirisa nehugandanga pamwe nekuvandudzwa kwenzvimbo, uye kugovana ongororo yakadaro neUS nemamwe masangano ekunze. 