diff --git a/Cargo.toml b/Cargo.toml
index 532e152..bdd702c 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -12,7 +12,7 @@ path = "src/lib.rs"
 
 [dependencies]
 # CLI
-clap = { version = "4", features = ["derive"] }
+clap = { version = "4", features = ["derive", "env"] }
 
 # Error handling
 anyhow = "1"
diff --git a/src/commands/mod.rs b/src/commands/mod.rs
index 61eda99..fd54b98 100644
--- a/src/commands/mod.rs
+++ b/src/commands/mod.rs
@@ -7,5 +7,6 @@ pub mod fetch_issues;
 pub mod fetch_labels;
 pub mod generate_summaries;
 pub mod purge;
+pub mod push_metrics;
 pub mod remove_legacy_label;
 pub mod workflows;
diff --git a/src/commands/push_metrics.rs b/src/commands/push_metrics.rs
new file mode 100644
index 0000000..171d323
--- /dev/null
+++ b/src/commands/push_metrics.rs
@@ -0,0 +1,331 @@
+use crate::config::Config;
+use anyhow::{Context, Result};
+use reqwest::blocking::Client;
+use rusqlite::Connection;
+use serde_json::json;
+use std::collections::HashMap;
+
+const DD_API_URL: &str = "https://api.datadoghq.com/api/v2/series";
+const BATCH_SIZE: usize = 200;
+
+pub fn run(
+    config: &Config,
+    dd_api_key: &str,
+    dd_site: Option<&str>,
+    since: Option<&str>,
+    dry_run: bool,
+) -> Result<()> {
+    let client = Client::new();
+    let api_url = match dd_site {
+        Some(site) => format!("https://api.{site}/api/v2/series"),
+        None => DD_API_URL.to_string(),
+    };
+
+    let db_path = format!("out/db/{}_{}.db", config.repo_owner, config.repo_name);
+    let conn = Connection::open(&db_path)
+        .with_context(|| format!("Failed to open database: {db_path}"))?;
+
+    let repo_tag = format!("repo:{}/{}", config.repo_owner, config.repo_name);
+    let since_filter = since.unwrap_or("2026-01-01");
+
+    println!("Reading from {db_path} (created_at >= {since_filter})...");
+
+    let mut all_series = Vec::new();
+
+    // Issues
+    let issue_series = items_to_series(&conn, "issues", &repo_tag, since_filter)?;
+    all_series.extend(issue_series);
+
+    // Pull requests
+    let pr_series = items_to_series(&conn, "pull_requests", &repo_tag, since_filter)?;
+    all_series.extend(pr_series);
+
+    // Discussions
+    let disc_series = discussions_to_series(&conn, &repo_tag, since_filter)?;
+    all_series.extend(disc_series);
+
+    if all_series.is_empty() {
+        println!("No metrics to push.");
+        return Ok(());
+    }
+
+    if dry_run {
+        print_dry_run(&all_series);
+        return Ok(());
+    }
+
+    println!("Pushing {} metric series to Datadog...", all_series.len());
+    for (i, chunk) in all_series.chunks(BATCH_SIZE).enumerate() {
+        let payload = json!({ "series": chunk });
+        let response = client
+            .post(&api_url)
+            .header("DD-API-KEY", dd_api_key)
+            .header("Content-Type", "application/json")
+            .json(&payload)
+            .send()
+            .context("Failed to send metrics to Datadog")?;
+
+        if response.status().is_success() {
+            println!("  Batch {}: submitted {} series", i + 1, chunk.len());
+        } else {
+            let status = response.status();
+            let body = response.text().unwrap_or_default();
+            eprintln!("  Batch {} failed ({status}): {body}", i + 1);
+        }
+    }
+
+    println!("Done.");
+    Ok(())
+}
+
+/// Build per-item metric series for issues or pull_requests.
+/// Each item becomes a data point with value=1 at its created_at timestamp,
+/// tagged with all its labels, state, and issue_type.
+fn items_to_series(
+    conn: &Connection,
+    table: &str,
+    repo_tag: &str,
+    since: &str,
+) -> Result<Vec<serde_json::Value>> {
+    let metric_name = if table == "pull_requests" {
+        "github.prs"
+    } else {
+        "github.issues"
+    };
+
+    // Build a map of item_id -> list of label names
+    let label_map = build_label_map(conn, table, since)?;
+
+    // Query items
+    let issue_type_col = if table == "issues" { ", issue_type" } else { "" };
+    let extra_filter = if table == "pull_requests" {
+        " AND is_draft = 0"
+    } else {
+        ""
+    };
+    let query = format!(
+        "SELECT id, number, state, created_at, closed_at{issue_type_col}
+         FROM {table}
+         WHERE created_at >= ?{extra_filter}
+         ORDER BY created_at"
+    );
+
+    let mut stmt = conn.prepare(&query)?;
+    let mut rows = stmt.query(rusqlite::params![since])?;
+
+    // Accumulate: group by unique tag set -> series with points
+    let mut series_map: HashMap<String, (String, Vec<String>, Vec<serde_json::Value>)> =
+        HashMap::new();
+
+    while let Some(row) = rows.next()? {
+        let id: i64 = row.get(0)?;
+        let _number: i64 = row.get(1)?;
+        let state: String = row.get(2)?;
+        let created_at: String = row.get(3)?;
+        let closed_at: Option<String> = row.get(4)?;
+        let issue_type: Option<String> = if table == "issues" {
+            row.get(5)?
+        } else {
+            None
+        };
+
+        let ts = match parse_timestamp(&created_at) {
+            Some(t) => t,
+            None => continue,
+        };
+
+        let mut tags = vec![repo_tag.to_string(), format!("state:{state}")];
+
+        if let Some(ref it) = issue_type {
+            tags.push(format!("issue_type:{}", it.to_lowercase()));
+        }
+
+        // Add all labels as tags
+        if let Some(labels) = label_map.get(&id) {
+            for label in labels {
+                tags.push(label_to_tag(label));
+            }
+        }
+
+        // Sort tags for consistent grouping
+        tags.sort();
+        let key = tags.join(",");
+
+        let entry = series_map
+            .entry(key)
+            .or_insert_with(|| (metric_name.to_string(), tags.clone(), Vec::new()));
+        entry.2.push(json!({"timestamp": ts, "value": 1}));
+
+        // If closed, also emit a closed event
+        if state == "closed" {
+            if let Some(ref ca) = closed_at {
+                if let Some(closed_ts) = parse_timestamp(ca) {
+                    let closed_tags = tags.clone();
+                    // Replace state:closed -> already there
+                    let closed_key = format!("closed:{}", closed_tags.join(","));
+                    let closed_metric = format!("{metric_name}.closed");
+                    let entry = series_map
+                        .entry(closed_key)
+                        .or_insert_with(|| (closed_metric, closed_tags, Vec::new()));
+                    entry.2.push(json!({"timestamp": closed_ts, "value": 1}));
+                }
+            }
+        }
+    }
+
+    Ok(series_map
+        .into_values()
+        .map(|(metric, tags, points)| {
+            json!({
+                "metric": metric,
+                "type": 1, // count
+                "points": points,
+                "tags": tags,
+            })
+        })
+        .collect())
+}
+
+fn discussions_to_series(
+    conn: &Connection,
+    repo_tag: &str,
+    since: &str,
+) -> Result<Vec<serde_json::Value>> {
+    let query =
+        "SELECT number, category, created_at, closed, is_answered
+         FROM discussions
+         WHERE created_at >= ?
+         ORDER BY created_at";
+
+    let mut stmt = conn.prepare(query)?;
+    let mut rows = stmt.query(rusqlite::params![since])?;
+
+    let mut series_map: HashMap<String, (String, Vec<String>, Vec<serde_json::Value>)> =
+        HashMap::new();
+
+    while let Some(row) = rows.next()? {
+        let _number: i64 = row.get(0)?;
+        let category: String = row.get(1)?;
+        let created_at: String = row.get(2)?;
+        let closed: bool = row.get(3)?;
+        let is_answered: Option<bool> = row.get(4)?;
+
+        let ts = match parse_timestamp(&created_at) {
+            Some(t) => t,
+            None => continue,
+        };
+
+        let answered = is_answered.unwrap_or(false);
+        let state = if closed {
+            "closed"
+        } else if answered {
+            "answered"
+        } else {
+            "open"
+        };
+
+        let tags = vec![
+            repo_tag.to_string(),
+            format!("category:{}", category.to_lowercase()),
+            format!("state:{state}"),
+            format!("answered:{answered}"),
+        ];
+
+        let key = tags.join(",");
+        let entry = series_map
+            .entry(key)
+            .or_insert_with(|| ("github.discussions".to_string(), tags.clone(), Vec::new()));
+        entry.2.push(json!({"timestamp": ts, "value": 1}));
+    }
+
+    Ok(series_map
+        .into_values()
+        .map(|(metric, tags, points)| {
+            json!({
+                "metric": metric,
+                "type": 1,
+                "points": points,
+                "tags": tags,
+            })
+        })
+        .collect())
+}
+
+fn build_label_map(
+    conn: &Connection,
+    table: &str,
+    since: &str,
+) -> Result<HashMap<i64, Vec<String>>> {
+    let query = format!(
+        "SELECT il.issue_id, l.name
+         FROM issue_labels il
+         JOIN labels l ON l.id = il.label_id
+         JOIN {table} t ON t.id = il.issue_id
+         WHERE t.created_at >= ?"
+    );
+    let mut stmt = conn.prepare(&query)?;
+    let mut rows = stmt.query(rusqlite::params![since])?;
+    let mut map: HashMap<i64, Vec<String>> = HashMap::new();
+    while let Some(row) = rows.next()? {
+        let id: i64 = row.get(0)?;
+        let name: String = row.get(1)?;
+        map.entry(id).or_default().push(name);
+    }
+    Ok(map)
+}
+
+fn label_to_tag(label: &str) -> String {
+    // "domain: vrl" -> "domain:vrl"
+    // "type: bug" -> "type:bug"
+    // "good first issue" -> "label:good first issue"
+    if let Some((prefix, value)) = label.split_once(": ") {
+        format!("{prefix}:{value}")
+    } else {
+        format!("label:{label}")
+    }
+}
+
+fn parse_timestamp(s: &str) -> Option<i64> {
+    chrono::DateTime::parse_from_rfc3339(s)
+        .ok()
+        .map(|dt| dt.timestamp())
+}
+
+fn print_dry_run(all_series: &[serde_json::Value]) {
+    println!(
+        "[dry-run] Would push {} metric series to Datadog",
+        all_series.len()
+    );
+
+    let total_points: usize = all_series
+        .iter()
+        .filter_map(|s| s["points"].as_array().map(|a| a.len()))
+        .sum();
+    println!("  Total data points: {total_points}");
+
+    // Group by metric name
+    let mut by_metric: HashMap<String, (usize, usize)> = HashMap::new();
+    for s in all_series {
+        let name = s["metric"].as_str().unwrap_or("unknown");
+        let points = s["points"].as_array().map(|a| a.len()).unwrap_or(0);
+        let entry = by_metric.entry(name.to_string()).or_default();
+        entry.0 += 1;
+        entry.1 += points;
+    }
+    let mut metrics: Vec<_> = by_metric.into_iter().collect();
+    metrics.sort();
+    for (name, (series, points)) in &metrics {
+        println!("  {name}: {series} series, {points} data points");
+    }
+
+    // Show sample tags from a few series
+    println!("\n  Sample tags:");
+    for s in all_series.iter().take(5) {
+        let metric = s["metric"].as_str().unwrap_or("");
+        if let Some(tags) = s["tags"].as_array() {
+            let tags_str: Vec<_> = tags.iter().filter_map(|t| t.as_str()).collect();
+            let points = s["points"].as_array().map(|a| a.len()).unwrap_or(0);
+            println!("    {metric} ({points} pts): {}", tags_str.join(", "));
+        }
+    }
+}
diff --git a/src/main.rs b/src/main.rs
index 7d8a45d..df1ac3f 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -3,7 +3,7 @@ use clap::{Parser, Subcommand};
 use github_tools::{
     commands::{
         build_db, close_old_prs, compact, delete_stale_branches, fetch_discussions, fetch_issues,
-        fetch_labels, generate_summaries, purge, remove_legacy_label, workflows,
+        fetch_labels, generate_summaries, purge, push_metrics, remove_legacy_label, workflows,
     },
     config::Config,
 };
@@ -125,6 +125,19 @@ enum Command {
         #[arg(long)]
         limit: Option<usize>,
     },
+    /// Push per-item metrics to Datadog (each issue/PR/discussion = data point with all labels as tags)
+    PushMetrics {
+        #[arg(long, help = "Path to .env file")]
+        env_file: Option<String>,
+        #[arg(long, help = "Datadog API key (or set DD_API_KEY in .env file)")]
+        dd_api_key: Option<String>,
+        #[arg(long, help = "Datadog site (or set DD_SITE in .env file, e.g. datadoghq.eu)")]
+        dd_site: Option<String>,
+        #[arg(long, help = "Only push items created since this date (default: 2026-01-01)")]
+        since: Option<String>,
+        #[arg(long, help = "Print metrics summary without sending to Datadog")]
+        dry_run: bool,
+    },
     /// Deduplicate JSON year files in a data directory
     Compact {
         #[arg(help = "Path to directory containing year JSON files (e.g. data/vectordotdev_vector/issues)")]
@@ -194,6 +207,20 @@ fn main() -> Result<()> {
             let config = Config::load(env_file.as_deref())?;
             build_db::run(&input, &config)
         }
+        Command::PushMetrics {
+            env_file,
+            dd_api_key,
+            dd_site,
+            since,
+            dry_run,
+        } => {
+            let config = Config::load(env_file.as_deref())?;
+            let api_key = dd_api_key
+                .or_else(|| std::env::var("DD_API_KEY").ok())
+                .ok_or_else(|| anyhow::anyhow!("DD_API_KEY not set (use --dd-api-key or add DD_API_KEY to .env file)"))?;
+            let site = dd_site.or_else(|| std::env::var("DD_SITE").ok());
+            push_metrics::run(&config, &api_key, site.as_deref(), since.as_deref(), dry_run)
+        }
         Command::Compact { dir } => compact::run(&dir),
         Command::FetchAll { env_file, since } => workflows::fetch_all(&env_file, since.as_deref()),
         Command::GenerateAll {