Challenges in the design of efficient EOR field pilots have been discussed and documented in the industry, particularly when it comes to optimization of monitoring plans for technical and economical perspectives. This paper explores the benefits of pilot planning where the monitoring/control strategies are included in the early stages of the design to reduce risk of measurements ambiguity and ensure good quality pilot results evaluation. It addresses the use of new and existing technology in monitoring by highlighting the advantages and challenges of each alternative including potential pairing of complementary options to achieve the pilot objectives including illustration of the use of continuous and sporadic measurements on the evaluation. The proposed approach starts with a review of reservoir performance, heterogeneity and pilot objectives to ascertain the plausible monitoring technologies/strategies to aid during the pilot de-risking, followed by the identification of adequate novel and mature monitoring options, which are specific to EOR type and measurement nature (permanent, time lapse, etc.). Advantages of incorporating the monitoring strategy as integral part of the pilot design, as well as evaluation of the effectiveness/viability in the presence of uncertainty of the selected monitoring alternatives are discussed providing a reference of suitable/plausible EOR specific technologies. The paper illustrates the importance of selecting monitoring alternatives that feed off each other and the importance of using fit-for-purpose evaluation algorithms and a digitally enabled, structured approach to analyze and democratize pilot results and enable actionable decisions in operations.