diff --git a/include/sway/config.h b/include/sway/config.h
index 1ff9a104..d02b0d63 100644
--- a/include/sway/config.h
+++ b/include/sway/config.h
@@ -425,6 +425,8 @@ struct sway_config {
 	list_t *config_chain;
 	const char *current_config_path;
 	const char *current_config;
+	int current_config_line_number;
+	char *current_config_line;
 
 	enum sway_container_border border;
 	enum sway_container_border floating_border;
@@ -489,6 +491,11 @@ bool load_include_configs(const char *path, struct sway_config *config,
 bool read_config(FILE *file, struct sway_config *config,
 		struct swaynag_instance *swaynag);
 
+/**
+ * Adds a warning entry to the swaynag instance used for errors.
+ */
+void config_add_swaynag_warning(char *fmt, ...);
+
 /**
  * Free config struct
  */
diff --git a/sway/commands/bind.c b/sway/commands/bind.c
index 34881b0f..9112815f 100644
--- a/sway/commands/bind.c
+++ b/sway/commands/bind.c
@@ -255,8 +255,12 @@ static struct cmd_results *cmd_bindsym_or_bindcode(int argc, char **argv,
 	for (int i = 0; i < mode_bindings->length; ++i) {
 		struct sway_binding *config_binding = mode_bindings->items[i];
 		if (binding_key_compare(binding, config_binding)) {
-			wlr_log(WLR_DEBUG, "overwriting old binding with command '%s'",
-				config_binding->command);
+			wlr_log(WLR_INFO, "Overwriting binding '%s' for device '%s' "
+					"from `%s` to `%s`", argv[0], binding->input,
+					binding->command, config_binding->command);
+			config_add_swaynag_warning("Overwriting binding '%s' for device "
+					"'%s' to `%s` from `%s`", argv[0], binding->input,
+					binding->command, config_binding->command);
 			free_sway_binding(config_binding);
 			mode_bindings->items[i] = binding;
 			overwritten = true;
diff --git a/sway/commands/output/background.c b/sway/commands/output/background.c
index 30fb47c4..2cd1b76a 100644
--- a/sway/commands/output/background.c
+++ b/sway/commands/output/background.c
@@ -116,11 +116,8 @@ struct cmd_results *output_cmd_background(int argc, char **argv) {
 		if (!can_access) {
 			wlr_log(WLR_ERROR, "Unable to access background file '%s': %s",
 					src, strerror(errno));
-			if (config->reading && !config->validating) {
-				swaynag_log(config->swaynag_command,
-						&config->swaynag_config_errors,
-						"Unable to access background file '%s'", src);
-			}
+			config_add_swaynag_warning("Unable to access background file '%s'",
+					src);
 			free(src);
 		} else {
 			// Escape double quotes in the final path for swaybg
diff --git a/sway/config.c b/sway/config.c
index ed288060..46322374 100644
--- a/sway/config.c
+++ b/sway/config.c
@@ -700,6 +700,8 @@ bool read_config(FILE *file, struct sway_config *config,
 			free(line);
 			return false;
 		}
+		config->current_config_line_number = line_number;
+		config->current_config_line = line;
 		struct cmd_results *res;
 		if (block && strcmp(block, "<commands>") == 0) {
 			// Special case
@@ -761,10 +763,36 @@ bool read_config(FILE *file, struct sway_config *config,
 	}
 	list_foreach(stack, free);
 	list_free(stack);
+	config->current_config_line_number = 0;
+	config->current_config_line = NULL;
 
 	return success;
 }
 
+void config_add_swaynag_warning(char *fmt, ...) {
+	if (config->reading && !config->validating) {
+		va_list args;
+		va_start(args, fmt);
+		size_t length = vsnprintf(NULL, 0, fmt, args) + 1;
+		va_end(args);
+
+		char *temp = malloc(length + 1);
+		if (!temp) {
+			wlr_log(WLR_ERROR, "Failed to allocate buffer for warning.");
+			return;
+		}
+
+		va_start(args, fmt);
+		vsnprintf(temp, length, fmt, args);
+		va_end(args);
+
+		swaynag_log(config->swaynag_command, &config->swaynag_config_errors,
+			"Warning on line %i (%s) '%s': %s",
+			config->current_config_line_number, config->current_config_path,
+			config->current_config_line, temp);
+	}
+}
+
 char *do_var_replacement(char *str) {
 	int i;
 	char *find = str;