diff --git a/apps/labrinth/.env.docker-compose b/apps/labrinth/.env.docker-compose
index c5a151996..8a583480b 100644
--- a/apps/labrinth/.env.docker-compose
+++ b/apps/labrinth/.env.docker-compose
@@ -140,8 +140,6 @@ AVALARA_1099_API_KEY=none
 AVALARA_1099_API_TEAM_ID=none
 AVALARA_1099_COMPANY_ID=207337084
 
-COMPLIANCE_PAYOUT_THRESHOLD=disabled
-
 ANROK_API_KEY=none
 ANROK_API_URL=none
 
diff --git a/apps/labrinth/.env.local b/apps/labrinth/.env.local
index abab2d9f9..7a284e2f0 100644
--- a/apps/labrinth/.env.local
+++ b/apps/labrinth/.env.local
@@ -150,8 +150,6 @@ AVALARA_1099_API_KEY=none
 AVALARA_1099_API_TEAM_ID=none
 AVALARA_1099_COMPANY_ID=207337084
 
-COMPLIANCE_PAYOUT_THRESHOLD=disabled
-
 ANROK_API_KEY=none
 ANROK_API_URL=none
 
diff --git a/apps/labrinth/src/env.rs b/apps/labrinth/src/env.rs
index da834a3e3..e5dcf2978 100644
--- a/apps/labrinth/src/env.rs
+++ b/apps/labrinth/src/env.rs
@@ -242,8 +242,6 @@ vars! {
     ANROK_API_URL: String;
     ANROK_API_KEY: String;
 
-    COMPLIANCE_PAYOUT_THRESHOLD: String;
-
     PAYOUT_ALERT_SLACK_WEBHOOK: String;
     CLOUDFLARE_INTEGRATION: bool = false;
 
diff --git a/apps/labrinth/src/routes/internal/globals.rs b/apps/labrinth/src/routes/internal/globals.rs
index 0317c5a94..6dbb0c931 100644
--- a/apps/labrinth/src/routes/internal/globals.rs
+++ b/apps/labrinth/src/routes/internal/globals.rs
@@ -1,7 +1,13 @@
-use std::{collections::HashMap, sync::LazyLock};
+use std::{
+    collections::HashMap,
+    sync::{Arc, LazyLock},
+};
 
 use crate::env::ENV;
 use actix_web::{get, web};
+use arc_swap::ArcSwapOption;
+use chrono::{Datelike, Utc};
+use rust_decimal::Decimal;
 use serde::{Deserialize, Serialize};
 
 pub fn config(cfg: &mut utoipa_actix_web::service_config::ServiceConfig) {
@@ -33,9 +39,82 @@ static GLOBALS: LazyLock<Globals> = LazyLock::new(|| Globals {
         && ENV.HCAPTCHA_SECRET != "none",
 });
 
+struct TaxComplianceCache {
+    year: i32,
+    value: Option<Decimal>,
+}
+
+static TAX_COMPLIANCE_CACHE: ArcSwapOption<TaxComplianceCache> =
+    ArcSwapOption::const_empty();
+
+pub fn tax_compliance_payout_threshold() -> Option<Decimal> {
+    tax_compliance_payout_threshold_for_year(Utc::now().year())
+}
+
+pub fn tax_compliance_payout_threshold_for_year(
+    current_year: i32,
+) -> Option<Decimal> {
+    let cache = TAX_COMPLIANCE_CACHE.load();
+
+    if let Some(cache) = &*cache
+        && cache.year == current_year
+    {
+        return cache.value;
+    }
+
+    let value = (|| {
+        if let Some(value_this_year) = GLOBALS
+            .tax_compliance_thresholds
+            .get(&(current_year as u16))
+            .copied()
+        {
+            return Some(Decimal::from(value_this_year));
+        }
+
+        let mut years_to_values = GLOBALS
+            .tax_compliance_thresholds
+            .iter()
+            .map(|(k, v)| (*k, *v))
+            .collect::<Vec<_>>();
+        years_to_values.sort_by_key(|(year, _)| *year);
+
+        let &(_, last_value) = years_to_values.last()?;
+        Some(Decimal::from(last_value))
+    })();
+
+    TAX_COMPLIANCE_CACHE.store(Some(Arc::new(TaxComplianceCache {
+        year: current_year,
+        value,
+    })));
+    value
+}
+
 /// Gets configured global non-secret variables for this backend instance.
 #[utoipa::path]
 #[get("")]
 pub async fn get_globals() -> web::Json<Globals> {
     web::Json(GLOBALS.clone())
 }
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    #[test]
+    fn cache_rolls_over_by_year() {
+        TAX_COMPLIANCE_CACHE.store(None);
+
+        let first = tax_compliance_payout_threshold_for_year(2025);
+        assert_eq!(first, Some(Decimal::from(600_u64)));
+
+        let second = tax_compliance_payout_threshold_for_year(2026);
+        assert_eq!(second, Some(Decimal::from(2000_u64)));
+
+        let second = tax_compliance_payout_threshold_for_year(2027);
+        assert_eq!(second, Some(Decimal::from(2000_u64)));
+
+        TAX_COMPLIANCE_CACHE.store(None);
+        let second = tax_compliance_payout_threshold_for_year(2027);
+        assert_eq!(second, Some(Decimal::from(2000_u64)));
+    }
+}
diff --git a/apps/labrinth/src/routes/v3/payouts.rs b/apps/labrinth/src/routes/v3/payouts.rs
index 69a598cb3..77df4167b 100644
--- a/apps/labrinth/src/routes/v3/payouts.rs
+++ b/apps/labrinth/src/routes/v3/payouts.rs
@@ -11,6 +11,7 @@ use crate::models::payouts::{PayoutMethodType, PayoutStatus, Withdrawal};
 use crate::queue::payouts::PayoutsQueue;
 use crate::queue::session::AuthQueue;
 use crate::routes::ApiError;
+use crate::routes::internal::globals::tax_compliance_payout_threshold;
 use crate::util::avalara1099;
 use crate::util::error::Context;
 use crate::util::gotenberg::GotenbergClient;
@@ -1116,10 +1117,6 @@ async fn update_compliance_status(
     }
 }
 
-fn tax_compliance_payout_threshold() -> Option<Decimal> {
-    ENV.COMPLIANCE_PAYOUT_THRESHOLD.parse().ok()
-}
-
 #[derive(Deserialize)]
 pub struct RevenueQuery {
     pub start: Option<DateTime<Utc>>,