Recent reports of widespread insect declines have sparked conservation concern for both insects and insectivorous bird populations in North America and beyond, since the magnitude of declines and their effects remain unclear. Here, I present research that aims to inform population trends and linkages for these closely connected groups, by bringing together data from biological resurveys at local scales, and large scale literature synthesis and time-series datasets. In Chapter 1, I first present an overview of insect declines, which focuses on key knowledge gaps and challenges for understanding insect declines. Next, I present research proposing that insect monitoring efforts can benefit from increased methods alignment with other programs, helping multiply the usefulness of data and forming the basis for insect monitoring networks. In Chapter 2, I bring together 4000+ insect population time series to demonstrate that insect population variability is higher than that in vertebrate taxa. I then characterize patterns in this population variability across geographic traits (latitude and biome), time series traits (duration and start date) and species size, finding higher variability at higher latitudes, for smaller species, and for older, shorter time series, which can help inform population trend estimation and extinction risk assessments. In Chapter 3, I present results from a paired, bird-insect biological resurvey from Great Smoky Mountains National Park, TN, U.S.A., where myself and others revisited sites originally surveyed in the late 1940s to collect data on bird and insect community change. Because this protected area serves as a refuge from some anthropogenic pressures (e.g., habitat loss and light pollution), but is still vulnerable to others (e.g., invasive pests and climate change), it serves as a useful natural laboratory for evaluating community change. Using Bayesian n-mixture modeling to account for imperfect detection, I find that populations of many bird species have declined markedly since the 1940s, and that insect communities have declined at some sites but increased at others. Changes in the two communities are correlated, and likely driven by the combination of habitat change and climate change.