diff --git a/app/models/account/holding_calculator.rb b/app/models/account/holding_calculator.rb
index 5f6673de..80accb5c 100644
--- a/app/models/account/holding_calculator.rb
+++ b/app/models/account/holding_calculator.rb
@@ -46,11 +46,22 @@ class Account::HoldingCalculator
     end
 
     def generate_holding_records(portfolio, date)
+      Rails.logger.info "[HoldingCalculator] Generating holdings for #{portfolio.size} securities on #{date}"
+
       portfolio.map do |security_id, qty|
         security = securities_cache[security_id]
+
+        if security.blank?
+          Rails.logger.error "[HoldingCalculator] Security #{security_id} not found in cache for account #{account.id}"
+          next
+        end
+
         price = security.dig(:prices)&.find { |p| p.date == date }
 
-        next if price.blank?
+        if price.blank?
+          Rails.logger.info "[HoldingCalculator] No price found for security #{security_id} on #{date}"
+          next
+        end
 
         converted_price = Money.new(price.price, price.currency).exchange_to(account.currency, fallback_rate: 1).amount
 
@@ -107,14 +118,19 @@ class Account::HoldingCalculator
 
     def preload_securities
       securities = trades.map(&:entryable).map(&:security).uniq
+      Rails.logger.info "[HoldingCalculator] Preloading #{securities.size} securities for account #{account.id}"
 
       securities.each do |security|
+        Rails.logger.info "[HoldingCalculator] Loading prices for security #{security.id} (#{security.symbol})"
+
         prices = Security::Price.find_prices(
           security: security,
           start_date: portfolio_start_date,
           end_date: Date.current
         )
 
+        Rails.logger.info "[HoldingCalculator] Found #{prices.size} prices for security #{security.id}"
+
         @securities_cache[security.id] = {
           security: security,
           prices: prices