Established healthcare organizations, whether it be health systems, accountable care organizations, or independent provider groups often grapple with the dilemma of fully embracing risk. Fears of taking downside risk and capitation payments are intimidating given the known unknowns regarding participating in fully risk-based programs, regardless of whether one operates within the Medicare Shared Savings Program or ACO Reach. Accommodating varying provider maturity levels and comfort with risk is crucial. By offering blended options, individual risk pools, and net neutral capitation payments providers can embark on their journey toward value-based care at a pace aligned with their tolerance and readiness. However, groups need to be further educated on the differences between MSSP and REACH and how partnering with a different value-based care enablement company can ease the transitions, de-risk the move to alternative value-based care programs, and improve their upside potential.