Observational gravitational wave astronomy presents challenges and opportunities as we prepare for new missions and seek to optimize our discovery capabilities. New discoveries are made possible by the development of incredible detector technologies and critical advancements in data science which have matured along with the observatories’ capabilities. Developments in computational and data science techniques will maximize the science output for our gravitational wave observatories. Gravitational wave astronomers across the observing spectrum are adopting open data policies and open-source code practices with the opportunity to lead the way for open science with access to both data and analysis. The future of gravitational wave astronomy includes the potential for discoveries in physics and astronomy through collaboration with multi-messenger observing partners to reveal new insights about our universe. In the coming decade we will add the Laser Interferometer Space Antenna (LISA) mission to the International Gravitational-Wave Network (IGWN) and discoveries with the International Pulsar Timing Array (IPTA).