PayPal and SKIM recently developed a pragmatic approach to isolate behavioral drivers of consumer shopping journey at the digital checkout stage among online merchants. We innovated on survey design experience by simulating checkout experience and combining conjoint and non-conjoint analytics. Further, we translated answers into actionable business recommendations that were accessible to non-technical audience as well. This innovation elevated Checkout workstream as a strategic priority at PayPal and adoption of these recommendations to the product, marketing and sales roadmap.