If anyone comes across this issue and needs a solution, here is some code you need to add to your site functions.php or your site plugin. This will register the user earnings when using the import tool to import user points.
//Gamipress - Register user points when importing points from CSV
function ofc_insert_user_earning_on_import_points_tool( $user_id, $points, $points_type, $args ) {
if( ! defined( 'DOING_AJAX' ) ) return;
if( ! DOING_AJAX ) return;
if( ! isset( $_REQUEST['action'] ) ) return;
if( $_REQUEST['action'] !== 'gamipress_import_export_points_tool_import' ) return;
$points_type_obj = gamipress_get_points_type( $points_type );
$award = ( current_filter() === 'gamipress_award_points_to_user' );
//if we are deducting points, then make the points negative
if( ! $award ) {
$points *= -1;
}
$current_total_points = gamipress_get_user_points( $user_id, $points_type);
gamipress_insert_user_earning( $user_id, array(
'title' => ( isset( $args['reason'] ) ? $args['reason'] : '' ),
'post_id' => $points_type_obj['ID'],
'post_type' => 'points-type',
'points' => $points - $current_total_points,
'points_type' => $points_type,
'date' => date( 'Y-m-d H:i:s', current_time( 'timestamp' ) ),
) );
}
add_action( 'gamipress_award_points_to_user', 'ofc_insert_user_earning_on_import_points_tool', 10, 4 );
add_action( 'gamipress_deduct_points_to_user', 'ofc_insert_user_earning_on_import_points_tool', 10, 4 );