diff --git a/app/mailers/user_mailer.rb b/app/mailers/user_mailer.rb
index fc1dca52..426e49c0 100644
--- a/app/mailers/user_mailer.rb
+++ b/app/mailers/user_mailer.rb
@@ -17,6 +17,35 @@ class UserMailer < Devise::Mailer
     end
   end
 
+  def remind_expired_pro(user, date_range)
+    @date_range = date_range
+    valid_date_ranges = ['7', '16', '30', '45', '60', '75', '90']
+
+    return unless valid_date_ranges.include?(@date_range)
+
+    @resource = user
+    return if @resource.disabled?
+
+    subject = "Renew GabPRO Today"
+    case @date_range
+    when '16'
+      subject = "Gab’s Mission"
+    when '30'
+      subject = "GabPRO Membership"
+    when '45'
+      subject = "Renew GabPRO"
+    when '60'
+      subject = "Gab Depends On People Like You"
+    when '75'
+      subject = "Free Speech Online Powered By You"
+    when '90'
+      subject = "Defend Freedom Online With Us"
+    end
+
+    I18n.with_locale(@resource.locale || I18n.default_locale) do
+      mail to: @resource.email, subject: subject
+    end
+  end
   def confirmation_instructions(user, token, **)
     @resource = user
     @token    = token
diff --git a/app/views/user_mailer/remind_expired_pro.html.haml b/app/views/user_mailer/remind_expired_pro.html.haml
new file mode 100644
index 00000000..3263e851
--- /dev/null
+++ b/app/views/user_mailer/remind_expired_pro.html.haml
@@ -0,0 +1,54 @@
+%tr
+  %td{:align => "center", :style => ""}
+    %h1{:style => "margin:0;font-weight:bold;font-size:20px;color:#444;text-align:center;"}= "Hello " + @resource.account.username
+
+%tr
+  %td{:align => "center", :cellspacing => "0", :style => "vertical-align:middle"}
+    %table
+      %tbody
+        %tr
+          %p{:style => "font-size:16px;color:#444;margin:15px 0;text-align:left;"}
+            %span Your GabPRO membership expired 
+            - if @date_range == '7'
+              %span last week.
+            - elsif @date_range == '16'
+              %span a few weeks ago.
+            - elsif @date_range == '30'
+              %span last month.
+            - elsif @date_range == '45'
+              %span about a month ago.
+            - elsif @date_range == '60'
+              %span two months ago.
+            - elsif @date_range == '75'
+              %span a couple months ago.
+            - elsif @date_range == '90'
+              %span a few months ago.
+            - else
+              %span recently.
+
+%tr
+  %td{:align => "center", :cellspacing => "0", :style => "vertical-align:middle"}
+    %table
+      %tbody
+        %tr
+          %p{ :style => "margin:0 0 15px 0;text-align:left;" }
+            - if ['7', '30', '60'].include?(@date_range)
+              %span{ :style => "font-size:16px;color:#444;text-align:left;" } Thank you so much for supporting our mission of defending free speech online. We hope you please consider renewing your membership. Gab is 100% funded by people like you.
+            - elsif ['16', '45', '75'].include?(@date_range)
+              %span{ :style => "font-size:16px;color:#444;text-align:left;" } Gab is 100% funded by people like you, not special interests or big corporate advertisers. Your GabPRO membership has been expired, but we hope you'll please consider upgrading to GabPRO again today. We depend on people like you to help us keep building and to cover operational costs. Thank you for being a valued member of the Gab community!
+            - else
+              %span{ :style => "font-size:16px;color:#444;text-align:left;" } Your GabPRO subscription has been expired for a while now, but we hope you'll please consider upgrading to GabPRO again today. We depend on people like you to help us keep building and to cover operational costs.
+          %p{ :style => "margin:0 0 15px 0;text-align:left;" }
+            %span{ :style => "font-size:16px;color:#444;text-align:left;" } If you have any questions or need help with anything please feel free to reach out anytime: support@gab.com
+          %p{ :style => "margin:0 0 15px 0;text-align:left;" }
+            %span{ :style => "font-size:16px;color:#444;text-align:left;" } Go to
+            = link_to "https://pro.gab.com", "https://pro.gab.com", :style => "color:#30CE7D;font-size:16px;font-weight:600;text-decoration:underline;"
+            %span{ :style => "font-size:16px;color:#444;text-align:left;" } to renew your membership.
+
+%tr
+  %td{:align => "center", :cellspacing => "0", :style => "vertical-align:middle;padding-top:10px;padding-bottom:30px;"}
+    %table{ align: 'center', cellspacing: 0, cellpadding: 0 }
+      %tbody
+        %tr
+          %td{ :style => "background-color:#30CE7D;height:56px;border-radius:9999px;color:#fff;" }
+            = link_to "Renew GabPRO", "https://pro.gab.com", :style => "height:56px;padding:20px 30px;text-decoration:none;color:#fff;font-size:16px;margin:0;"
diff --git a/app/views/user_mailer/remind_expired_pro.text.erb b/app/views/user_mailer/remind_expired_pro.text.erb
new file mode 100644
index 00000000..7d7b29cd
--- /dev/null
+++ b/app/views/user_mailer/remind_expired_pro.text.erb
@@ -0,0 +1,25 @@
+<%= "Hello " + @resource.account.username %>
+
+<% if @date_range == '7' %>
+Your GabPRO membership expired last week.
+<% elsif @date_range == '16' %>
+Your GabPRO membership expired last month.
+<% else %>
+Your GabPRO membership expired last week.
+<% end %>
+
+<% if ['7', '30', '60'].include?(@date_range) %>
+Thank you so much for supporting our mission of defending free speech online. We hope you please consider renewing your membership. Gab is 100% funded by people like you.
+<% elsif ['16', '45', '75'].include?(@date_range) %>
+Gab is 100% funded by people like you, not special interests or big corporate advertisers. Your GabPRO membership has been expired, but we hope you'll please consider upgrading to GabPRO again today. We depend on people like you to help us keep building and to cover operational costs.  Thank you for being a valued member of the Gab community!
+<% else %>
+Your GabPRO subscription has been expired for a while now, but we hope you'll please consider upgrading to GabPRO again today. We depend on people like you to help us keep building and to cover operational costs.
+<% end %>
+
+If you have any questions or need help with anything please feel free to reach out anytime: support@gab.com
+
+===
+
+Go to PRO.GAB.COM to renew your membership
+
+https://pro.gab.com
\ No newline at end of file
diff --git a/app/workers/remind_expired_account_pro_worker.rb b/app/workers/remind_expired_account_pro_worker.rb
new file mode 100644
index 00000000..522192be
--- /dev/null
+++ b/app/workers/remind_expired_account_pro_worker.rb
@@ -0,0 +1,21 @@
+# frozen_string_literal: true
+
+class RemindExpiredAccountProWorker
+  include Sidekiq::Worker
+
+  sidekiq_options queue: 'mailers', retry: 2
+
+  attr_reader :user
+
+  def perform(acct_id, date_range)
+    @acct = Account.find(acct_id)
+    deliver_email(date_range)
+  end
+
+  private
+
+  def deliver_email(date_range)
+    UserMailer.remind_expired_pro(@acct.user, date_range).deliver_now!
+    @acct.user.touch(:last_emailed_at)
+  end
+end
diff --git a/app/workers/scheduler/remind_expired_pro_scheduler.rb b/app/workers/scheduler/remind_expired_pro_scheduler.rb
new file mode 100644
index 00000000..dceb4d2b
--- /dev/null
+++ b/app/workers/scheduler/remind_expired_pro_scheduler.rb
@@ -0,0 +1,45 @@
+# frozen_string_literal: true
+
+class Scheduler::RemindExpiredProScheduler
+  include Sidekiq::Worker
+
+  sidekiq_options retry: 1
+  
+  def perform
+    expired_accounts(8.days.ago, 7.days.ago).find_each do |acct|
+      RemindExpiredAccountProWorker.perform_async(acct.id, '7')
+    end
+
+    expired_accounts(17.days.ago, 16.days.ago).find_each do |acct|
+      RemindExpiredAccountProWorker.perform_async(acct.id, '16')
+    end
+
+    expired_accounts(31.days.ago, 30.days.ago).find_each do |acct|
+      RemindExpiredAccountProWorker.perform_async(acct.id, '30')
+    end
+
+    expired_accounts(46.days.ago, 45.days.ago).find_each do |acct|
+      RemindExpiredAccountProWorker.perform_async(acct.id, '45')
+    end
+
+    expired_accounts(61.days.ago, 60.days.ago).find_each do |acct|
+      RemindExpiredAccountProWorker.perform_async(acct.id, '60')
+    end
+
+    expired_accounts(76.days.ago, 75.days.ago).find_each do |acct|
+      RemindExpiredAccountProWorker.perform_async(acct.id, '75')
+    end
+
+    expired_accounts(91.days.ago, 90.days.ago).find_each do |acct|
+      RemindExpiredAccountProWorker.perform_async(acct.id, '90')
+    end
+  end
+
+  private
+
+  def expired_accounts(start_date, end_date)
+    Account.where('is_pro=FALSE AND pro_expires_at BETWEEN ? AND ?', start_date, end_date)
+  end
+
+  
+end
diff --git a/config/sidekiq.yml b/config/sidekiq.yml
index cf3f252a..148e8a0d 100644
--- a/config/sidekiq.yml
+++ b/config/sidekiq.yml
@@ -6,6 +6,9 @@
   - [mailers, 2]
   - [pull]
 :schedule:
+  remind_expired_pro_scheduler:
+    cron: '0 8 * * *'
+    class: Scheduler::RemindExpiredProScheduler
   expiring_pro_scheduler:
     cron: '0 7 * * *'
     class: Scheduler::ExpiringProScheduler