diff --git a/Gemfile b/Gemfile
index 2a32b38b..3ad4f0a8 100644
--- a/Gemfile
+++ b/Gemfile
@@ -29,6 +29,7 @@ gem "hotwire_combobox"
 
 # Background Jobs
 gem "sidekiq"
+gem "sidekiq-cron"
 
 # Monitoring
 gem "vernier"
diff --git a/Gemfile.lock b/Gemfile.lock
index 81c6ccb0..a8c86724 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -144,6 +144,9 @@ GEM
       bigdecimal
       rexml
     crass (1.0.6)
+    cronex (0.15.0)
+      tzinfo
+      unicode (>= 0.4.4.5)
     css_parser (1.21.1)
       addressable
     csv (3.3.4)
@@ -165,6 +168,8 @@ GEM
       rubocop (>= 1)
       smart_properties
     erubi (1.13.1)
+    et-orbi (1.2.11)
+      tzinfo
     event_stream_parser (1.0.0)
     faker (3.5.1)
       i18n (>= 1.8.11, < 2)
@@ -187,6 +192,9 @@ GEM
     ffi (1.17.2-x86_64-linux-gnu)
     ffi (1.17.2-x86_64-linux-musl)
     foreman (0.88.1)
+    fugit (1.11.1)
+      et-orbi (~> 1, >= 1.2.11)
+      raabro (~> 1.4)
     globalid (1.2.1)
       activesupport (>= 6.1)
     hashdiff (1.1.2)
@@ -351,6 +359,7 @@ GEM
     public_suffix (6.0.1)
     puma (6.6.0)
       nio4r (~> 2.0)
+    raabro (1.4.0)
     racc (1.8.1)
     rack (3.1.13)
     rack-mini-profiler (3.3.1)
@@ -491,6 +500,11 @@ GEM
       logger (>= 1.6.2)
       rack (>= 3.1.0)
       redis-client (>= 0.23.2)
+    sidekiq-cron (2.2.0)
+      cronex (>= 0.13.0)
+      fugit (~> 1.8, >= 1.11.1)
+      globalid (>= 1.0.1)
+      sidekiq (>= 6.5.0)
     simplecov (0.22.0)
       docile (~> 1.1)
       simplecov-html (~> 0.11)
@@ -524,6 +538,7 @@ GEM
       railties (>= 7.1.0)
     tzinfo (2.0.6)
       concurrent-ruby (~> 1.0)
+    unicode (0.4.4.5)
     unicode-display_width (3.1.4)
       unicode-emoji (~> 4.0, >= 4.0.4)
     unicode-emoji (4.0.4)
@@ -619,6 +634,7 @@ DEPENDENCIES
   sentry-ruby
   sentry-sidekiq
   sidekiq
+  sidekiq-cron
   simplecov
   skylight
   stimulus-rails
diff --git a/app/jobs/sync_market_data_job.rb b/app/jobs/sync_market_data_job.rb
new file mode 100644
index 00000000..4c911593
--- /dev/null
+++ b/app/jobs/sync_market_data_job.rb
@@ -0,0 +1,9 @@
+class SyncMarketDataJob < ApplicationJob
+  queue_as :scheduled
+
+  def perform(*args)
+    syncer = MarketDataSyncer.new
+    syncer.sync_exchange_rates
+    syncer.sync_prices
+  end
+end
diff --git a/app/models/holding/forward_calculator.rb b/app/models/holding/forward_calculator.rb
index 22759416..43f91f7a 100644
--- a/app/models/holding/forward_calculator.rb
+++ b/app/models/holding/forward_calculator.rb
@@ -7,7 +7,17 @@ class Holding::ForwardCalculator
 
   def calculate
     Rails.logger.tagged("Holding::ForwardCalculator") do
-      holdings = calculate_holdings
+      current_portfolio = generate_starting_portfolio
+      next_portfolio = {}
+      holdings = []
+
+      account.start_date.upto(Date.current).each do |date|
+        trades = portfolio_cache.get_trades(date: date)
+        next_portfolio = transform_portfolio(current_portfolio, trades, direction: :forward)
+        holdings += build_holdings(next_portfolio, date)
+        current_portfolio = next_portfolio
+      end
+
       Holding.gapfill(holdings)
     end
   end
@@ -59,19 +69,4 @@ class Holding::ForwardCalculator
         )
       end.compact
     end
-
-    def calculate_holdings
-      current_portfolio = generate_starting_portfolio
-      next_portfolio = {}
-      holdings = []
-
-      account.start_date.upto(Date.current).each do |date|
-        trades = portfolio_cache.get_trades(date: date)
-        next_portfolio = transform_portfolio(current_portfolio, trades, direction: :forward)
-        holdings += build_holdings(next_portfolio, date)
-        current_portfolio = next_portfolio
-      end
-
-      holdings
-    end
 end
diff --git a/app/models/holding/portfolio_cache.rb b/app/models/holding/portfolio_cache.rb
index 2d67a1d8..9ffed15b 100644
--- a/app/models/holding/portfolio_cache.rb
+++ b/app/models/holding/portfolio_cache.rb
@@ -83,9 +83,6 @@ class Holding::PortfolioCache
       securities.each do |security|
         Rails.logger.info "Loading security: ID=#{security.id} Ticker=#{security.ticker}"
 
-        # Load prices from provider to DB
-        security.sync_provider_prices(start_date: account.start_date)
-
         # High priority prices from DB (synced from provider)
         db_prices = security.prices.where(date: account.start_date..Date.current).map do |price|
           PriceWithPriority.new(
diff --git a/app/models/market_data_syncer.rb b/app/models/market_data_syncer.rb
new file mode 100644
index 00000000..cd9c382f
--- /dev/null
+++ b/app/models/market_data_syncer.rb
@@ -0,0 +1,183 @@
+class MarketDataSyncer
+  DEFAULT_HISTORY_DAYS = 30
+  RATE_PROVIDER_NAME = :synth
+  PRICE_PROVIDER_NAME = :synth
+
+  MissingExchangeRateError = Class.new(StandardError)
+  InvalidExchangeRateDataError = Class.new(StandardError)
+  MissingSecurityPriceError = Class.new(StandardError)
+  InvalidSecurityPriceDataError = Class.new(StandardError)
+
+  class << self
+    def for(family: nil, account: nil)
+      new(family: family, account: account)
+    end
+  end
+
+  # Syncer can optionally be scoped.  Otherwise, it syncs all user data
+  def initialize(family: nil, account: nil)
+    @family = family
+    @account = account
+  end
+
+  def sync_exchange_rates(full_history: false)
+    unless rate_provider
+      Rails.logger.warn("No rate provider configured for MarketDataSyncer.sync_exchange_rates, skipping sync")
+      return
+    end
+
+    # Finds distinct currency pairs
+    entry_pairs = entries_scope.joins(:account)
+                                  .where.not("entries.currency = accounts.currency")
+                                  .select("entries.currency as source, accounts.currency as target")
+                                  .distinct
+
+    # All accounts in currency not equal to the family currency require exchange rates to show a normalized historical graph
+    account_pairs = accounts_scope.joins(:family)
+                                  .where.not("families.currency = accounts.currency")
+                                  .select("accounts.currency as source, families.currency as target")
+                                  .distinct
+
+    pairs = (entry_pairs + account_pairs).uniq
+
+    pairs.each do |pair|
+      sync_exchange_rate(from: pair.source, to: pair.target, full_history: full_history)
+    end
+  end
+
+  def sync_prices(full_history: false)
+    unless price_provider
+      Rails.logger.warn("No price provider configured for MarketDataSyncer.sync_prices, skipping sync")
+      nil
+    end
+
+    securities_scope.each do |security|
+      sync_security_price(security: security, full_history: full_history)
+    end
+  end
+
+  private
+    attr_reader :family, :account
+
+    def accounts_scope
+      return Account.where(id: account.id) if account
+      return family.accounts if family
+      Account.all
+    end
+
+    def entries_scope
+      account&.entries || family&.entries || Entry.all
+    end
+
+    def securities_scope
+      if account
+        account.trades.joins(:security).where.not(securities: { exchange_operating_mic: nil })
+      elsif family
+        family.trades.joins(:security).where.not(securities: { exchange_operating_mic: nil })
+      else
+        Security.where.not(exchange_operating_mic: nil)
+      end
+    end
+
+    def sync_security_price(security:, full_history:)
+      start_date = full_history ? find_oldest_required_price(security: security) : default_start_date
+
+      Rails.logger.info("Syncing security price for: #{security.ticker}, start_date: #{start_date}, end_date: #{end_date}")
+
+      fetched_prices = price_provider.fetch_security_prices(
+        security.ticker,
+        start_date: start_date,
+        end_date: end_date
+      )
+
+      unless fetched_prices.success?
+        message = "#{PRICE_PROVIDER_NAME} could not fetch security price for: #{security.ticker} between: #{start_date} and: #{Date.current}.  Provider error: #{fetched_prices.error.message}"
+        Rails.logger.warn(message)
+        Sentry.capture_exception(MissingSecurityPriceError.new(message))
+        return
+      end
+
+      prices_for_upsert = fetched_prices.data.map do |price|
+        if price.security.nil? || price.date.nil? || price.price.nil? || price.currency.nil?
+          message = "#{PRICE_PROVIDER_NAME} returned invalid price data for security: #{security.ticker} on: #{price.date}.  Price data: #{price.inspect}"
+          Rails.logger.warn(message)
+          Sentry.capture_exception(InvalidSecurityPriceDataError.new(message))
+          next
+        end
+
+        {
+          security_id: price.security.id,
+          date: price.date,
+          price: price.price,
+          currency: price.currency
+        }
+      end.compact
+
+      Security::Price.upsert_all(
+        prices_for_upsert,
+        unique_by: %i[security_id date currency]
+      )
+    end
+
+    def sync_exchange_rate(from:, to:, full_history:)
+      start_date = full_history ? find_oldest_required_rate(from_currency: from) : default_start_date
+
+      Rails.logger.info("Syncing exchange rate from: #{from}, to: #{to}, start_date: #{start_date}, end_date: #{end_date}")
+
+      fetched_rates = rate_provider.fetch_exchange_rates(
+        from: from,
+        to: to,
+        start_date: start_date,
+        end_date: end_date
+      )
+
+      unless fetched_rates.success?
+        message = "#{RATE_PROVIDER_NAME} could not fetch exchange rate pair from: #{from} to: #{to} between: #{start_date} and: #{Date.current}.  Provider error: #{fetched_rates.error.message}"
+        Rails.logger.warn(message)
+        Sentry.capture_exception(MissingExchangeRateError.new(message))
+        return
+      end
+
+      rates_for_upsert = fetched_rates.data.map do |rate|
+        if rate.from.nil? || rate.to.nil? || rate.date.nil? || rate.rate.nil?
+          message = "#{RATE_PROVIDER_NAME} returned invalid rate data for pair from: #{from} to: #{to} on: #{rate.date}.  Rate data: #{rate.inspect}"
+          Rails.logger.warn(message)
+          Sentry.capture_exception(InvalidExchangeRateDataError.new(message))
+          next
+        end
+
+        {
+          from_currency: rate.from,
+          to_currency: rate.to,
+          date: rate.date,
+          rate: rate.rate
+        }
+      end.compact
+
+      ExchangeRate.upsert_all(
+        rates_for_upsert,
+        unique_by: %i[from_currency to_currency date]
+      )
+    end
+
+    def rate_provider
+      Provider::Registry.for_concept(:exchange_rates).get_provider(RATE_PROVIDER_NAME)
+    end
+
+    def price_provider
+      Provider::Registry.for_concept(:securities).get_provider(PRICE_PROVIDER_NAME)
+    end
+
+    def find_oldest_required_rate(from_currency:)
+      entries_scope.where(currency: from_currency).minimum(:date) || default_start_date
+    end
+
+    def default_start_date
+      DEFAULT_HISTORY_DAYS.days.ago.to_date
+    end
+
+    # Since we're querying market data from a US-based API, end date should always be today (EST)
+    def end_date
+      Date.current.in_time_zone("America/New_York").to_date
+    end
+end
diff --git a/app/models/provider.rb b/app/models/provider.rb
index c90866e7..e9702349 100644
--- a/app/models/provider.rb
+++ b/app/models/provider.rb
@@ -36,8 +36,6 @@ class Provider
         default_error_transformer(error)
       end
 
-      Sentry.capture_exception(transformed_error)
-
       Response.new(
         success?: false,
         data: nil,
diff --git a/config/initializers/sidekiq.rb b/config/initializers/sidekiq.rb
index 1209a4fa..9040f864 100644
--- a/config/initializers/sidekiq.rb
+++ b/config/initializers/sidekiq.rb
@@ -7,3 +7,8 @@ Sidekiq::Web.use(Rack::Auth::Basic) do |username, password|
   ActiveSupport::SecurityUtils.secure_compare(::Digest::SHA256.hexdigest(username), configured_username) &&
     ActiveSupport::SecurityUtils.secure_compare(::Digest::SHA256.hexdigest(password), configured_password)
 end
+
+Sidekiq::Cron.configure do |config|
+  # 10 min "catch-up" window in case worker process is re-deploying when cron tick occurs
+  config.reschedule_grace_period = 600
+end
diff --git a/config/routes.rb b/config/routes.rb
index 8384d116..e44265f6 100644
--- a/config/routes.rb
+++ b/config/routes.rb
@@ -1,4 +1,5 @@
 require "sidekiq/web"
+require "sidekiq/cron/web"
 
 Rails.application.routes.draw do
   # MFA routes
diff --git a/config/schedule.yml b/config/schedule.yml
new file mode 100644
index 00000000..561e2327
--- /dev/null
+++ b/config/schedule.yml
@@ -0,0 +1,5 @@
+sync_market_data:
+  cron: "0 17 * * 1-5" # 5:00 PM EST (1 hour after market close)
+  class: "SyncMarketDataJob"
+  queue: "scheduled"
+  description: "Syncs market data daily at 5:00 PM EST (1 hour after market close)"
diff --git a/config/sidekiq.yml b/config/sidekiq.yml
index 20343e8c..4fce6f00 100644
--- a/config/sidekiq.yml
+++ b/config/sidekiq.yml
@@ -1,6 +1,7 @@
 concurrency: <%= ENV.fetch("RAILS_MAX_THREADS") { 3 } %>
 queues:
-  - [high_priority, 6]
+  - [scheduled, 10] # For cron-like jobs (e.g. "daily market data sync")
+  - [high_priority, 4]
   - [medium_priority, 2]
   - [low_priority, 1]
   - [default, 1]
diff --git a/test/models/holding/portfolio_cache_test.rb b/test/models/holding/portfolio_cache_test.rb
index 2518e2b7..4677fc41 100644
--- a/test/models/holding/portfolio_cache_test.rb
+++ b/test/models/holding/portfolio_cache_test.rb
@@ -28,37 +28,18 @@ class Holding::PortfolioCacheTest < ActiveSupport::TestCase
       price: db_price
     )
 
-    expect_provider_prices([], start_date: @account.start_date)
-
     cache = Holding::PortfolioCache.new(@account)
     assert_equal db_price, cache.get_price(@security.id, Date.current).price
   end
 
-  test "if no price in DB, try fetching from provider" do
-    Security::Price.delete_all
-
-    provider_price = Security::Price.new(
-      security: @security,
-      date: Date.current,
-      price: 220,
-      currency: "USD"
-    )
-
-    expect_provider_prices([ provider_price ], start_date: @account.start_date)
-
-    cache = Holding::PortfolioCache.new(@account)
-    assert_equal provider_price.price, cache.get_price(@security.id, Date.current).price
-  end
-
-  test "if no price from db or provider, try getting the price from trades" do
+  test "if no price from db, try getting the price from trades" do
     Security::Price.destroy_all
-    expect_provider_prices([], start_date: @account.start_date)
 
     cache = Holding::PortfolioCache.new(@account)
     assert_equal @trade.price, cache.get_price(@security.id, @trade.entry.date).price
   end
 
-  test "if no price from db, provider, or trades, search holdings" do
+  test "if no price from db or trades, search holdings" do
     Security::Price.delete_all
     Entry.delete_all
 
@@ -72,16 +53,7 @@ class Holding::PortfolioCacheTest < ActiveSupport::TestCase
       currency: "USD"
     )
 
-    expect_provider_prices([], start_date: @account.start_date)
-
     cache = Holding::PortfolioCache.new(@account, use_holdings: true)
     assert_equal holding.price, cache.get_price(@security.id, holding.date).price
   end
-
-  private
-    def expect_provider_prices(prices, start_date:, end_date: Date.current)
-      @provider.expects(:fetch_security_prices)
-               .with(@security, start_date: start_date, end_date: end_date)
-               .returns(provider_success_response(prices))
-    end
 end
diff --git a/test/models/market_data_syncer_test.rb b/test/models/market_data_syncer_test.rb
new file mode 100644
index 00000000..8f00e753
--- /dev/null
+++ b/test/models/market_data_syncer_test.rb
@@ -0,0 +1,71 @@
+require "test_helper"
+require "ostruct"
+
+class MarketDataSyncerTest < ActiveSupport::TestCase
+  include EntriesTestHelper, ProviderTestHelper
+
+  test "syncs exchange rates with upsert" do
+    empty_db
+
+    family1 = Family.create!(name: "Family 1", currency: "USD")
+    account1 = family1.accounts.create!(name: "Account 1", currency: "USD", balance: 100, accountable: Depository.new)
+    account2 = family1.accounts.create!(name: "Account 2", currency: "CAD", balance: 100, accountable: Depository.new)
+
+    family2 = Family.create!(name: "Family 2", currency: "EUR")
+    account3 = family2.accounts.create!(name: "Account 3", currency: "EUR", balance: 100, accountable: Depository.new)
+    account4 = family2.accounts.create!(name: "Account 4", currency: "USD", balance: 100, accountable: Depository.new)
+
+    mock_provider = mock
+    Provider::Registry.any_instance.expects(:get_provider).with(:synth).returns(mock_provider).at_least_once
+
+    start_date = 1.month.ago.to_date
+    end_date = Date.current.in_time_zone("America/New_York").to_date
+
+    # Put an existing rate in DB to test upsert
+    ExchangeRate.create!(from_currency: "CAD", to_currency: "USD", date: start_date, rate: 2.0)
+
+    mock_provider.expects(:fetch_exchange_rates)
+                 .with(from: "CAD", to: "USD", start_date: start_date, end_date: end_date)
+                 .returns(provider_success_response([ OpenStruct.new(from: "CAD", to: "USD", date: start_date, rate: 1.0) ]))
+
+    mock_provider.expects(:fetch_exchange_rates)
+                 .with(from: "USD", to: "EUR", start_date: start_date, end_date: end_date)
+                 .returns(provider_success_response([ OpenStruct.new(from: "USD", to: "EUR", date: start_date, rate: 1.0) ]))
+
+    assert_difference "ExchangeRate.count", 1 do
+      MarketDataSyncer.new.sync_exchange_rates
+    end
+
+    assert_equal 1.0, ExchangeRate.where(from_currency: "CAD", to_currency: "USD", date: start_date).first.rate
+  end
+
+  test "syncs security prices with upsert" do
+    empty_db
+
+    aapl = Security.create!(ticker: "AAPL", exchange_operating_mic: "XNAS")
+
+    family = Family.create!(name: "Family 1", currency: "USD")
+    account = family.accounts.create!(name: "Account 1", currency: "USD", balance: 100, accountable: Investment.new)
+
+    mock_provider = mock
+    Provider::Registry.any_instance.expects(:get_provider).with(:synth).returns(mock_provider).at_least_once
+
+    start_date = 1.month.ago.to_date
+    end_date = Date.current.in_time_zone("America/New_York").to_date
+
+    mock_provider.expects(:fetch_security_prices)
+                 .with("AAPL", start_date: start_date, end_date: end_date)
+                 .returns(provider_success_response([ OpenStruct.new(security: aapl, date: start_date, price: 100, currency: "USD") ]))
+
+    assert_difference "Security::Price.count", 1 do
+      MarketDataSyncer.new.sync_prices
+    end
+  end
+
+  private
+    def empty_db
+      Invitation.destroy_all
+      Family.destroy_all
+      Security.destroy_all
+    end
+end