Deploying Osquery For Endpoint Monitoring

# Ubuntu/Debian
export OSQUERY_KEY=1484120AC4E9F8A1A577AEEE97A80C63C9D8B80B
apt-key adv --keyserver hkp://keyserver.ubuntu.com:80 --recv-keys $OSQUERY_KEY
add-apt-repository 'deb [arch=amd64] https://pkg.osquery.io/deb deb main'
apt-get update && apt-get install osquery -y

# Windows (MSI)
# Download from https://osquery.io/downloads/official
msiexec /i osquery-5.12.1.msi /quiet

# macOS
brew install osquery

// /etc/osquery/osquery.conf (Linux/macOS) or C:\ProgramData\osquery\osquery.conf
{
  "options": {
    "config_plugin": "filesystem",
    "logger_plugin": "filesystem",
    "logger_path": "/var/log/osquery",
    "disable_logging": "false",
    "schedule_splay_percent": "10",
    "events_expiry": "3600",
    "verbose": "false",
    "worker_threads": "2",
    "enable_monitor": "true",
    "disable_events": "false",
    "disable_audit": "false",
    "audit_allow_config": "true",
    "host_identifier": "hostname",
    "enable_syslog": "true"
  },
  "schedule": {
    "process_monitor": {
      "query": "SELECT pid, name, path, cmdline, uid, parent FROM processes WHERE on_disk = 0;",
      "interval": 300,
      "description": "Detect processes running without on-disk binary (fileless)"
    },
    "listening_ports": {
      "query": "SELECT DISTINCT p.name, p.path, lp.port, lp.protocol, lp.address FROM listening_ports lp JOIN processes p ON lp.pid = p.pid WHERE lp.port != 0;",
      "interval": 600,
      "description": "Monitor listening network ports"
    },
    "persistence_check": {
      "query": "SELECT name, path, source FROM startup_items;",
      "interval": 3600,
      "description": "Monitor persistence mechanisms"
    },
    "installed_packages": {
      "query": "SELECT name, version, source FROM deb_packages;",
      "interval": 86400,
      "description": "Daily software inventory"
    },
    "users_and_groups": {
      "query": "SELECT u.username, u.uid, u.gid, u.shell, u.directory FROM users u WHERE u.uid >= 1000;",
      "interval": 3600
    },
    "crontab_monitor": {
      "query": "SELECT * FROM crontab;",
      "interval": 3600,
      "description": "Monitor scheduled tasks"
    },
    "suid_binaries": {
      "query": "SELECT path, username, permissions FROM suid_bin;",
      "interval": 86400,
      "description": "Detect SUID binaries"
    }
  },
  "packs": {
    "incident-response": "/usr/share/osquery/packs/incident-response.conf",
    "ossec-rootkit": "/usr/share/osquery/packs/ossec-rootkit.conf",
    "vuln-management": "/usr/share/osquery/packs/vuln-management.conf"
  }
}

-- Detect processes with no on-disk binary (potential fileless malware)
SELECT pid, name, path, cmdline FROM processes WHERE on_disk = 0;

-- Find listening ports not associated with known services
SELECT lp.port, lp.protocol, p.name, p.path
FROM listening_ports lp JOIN processes p ON lp.pid = p.pid
WHERE lp.port NOT IN (22, 80, 443, 3306, 5432);

-- Detect unauthorized SSH keys
SELECT * FROM authorized_keys WHERE NOT key LIKE '%admin-team%';

-- Find recently modified system binaries
SELECT path, mtime, size FROM file
WHERE path LIKE '/usr/bin/%' AND mtime > (strftime('%s', 'now') - 86400);

-- Detect processes connecting to external IPs
SELECT DISTINCT p.name, p.path, pn.remote_address, pn.remote_port
FROM process_open_sockets pn JOIN processes p ON pn.pid = p.pid
WHERE pn.remote_address NOT LIKE '10.%'
  AND pn.remote_address NOT LIKE '172.16.%'
  AND pn.remote_address NOT LIKE '192.168.%'
  AND pn.remote_address != '127.0.0.1'
  AND pn.remote_address != '0.0.0.0';

-- Windows: Detect unsigned running executables
SELECT p.name, p.path, a.result AS signature_status
FROM processes p JOIN authenticode a ON p.path = a.path
WHERE a.result != 'trusted';

# FleetDM provides centralized osquery management
# Deploy FleetDM server, configure agents to report to it
# Agents use TLS enrollment and config from Fleet

# Agent configuration for Fleet:
# --tls_hostname=fleet.corp.com
# --tls_server_certs=/etc/osquery/fleet.pem
# --enroll_secret_path=/etc/osquery/enroll_secret