diff --git a/spec/lib/mastodon/cli/main_spec.rb b/spec/lib/mastodon/cli/main_spec.rb
index 59f1fc4784..931ca57c30 100644
--- a/spec/lib/mastodon/cli/main_spec.rb
+++ b/spec/lib/mastodon/cli/main_spec.rb
@@ -20,4 +20,113 @@ describe Mastodon::CLI::Main do
         .to output_results(Mastodon::Version.to_s)
     end
   end
+
+  describe '#self_destruct' do
+    let(:action) { :self_destruct }
+
+    context 'with self destruct mode enabled' do
+      before do
+        allow(SelfDestructHelper).to receive(:self_destruct?).and_return(true)
+      end
+
+      context 'with pending accounts' do
+        before { Fabricate(:account) }
+
+        it 'reports about pending accounts' do
+          expect { subject }
+            .to output_results(
+              'already enabled',
+              'still pending deletion'
+            )
+            .and raise_error(SystemExit)
+        end
+      end
+
+      context 'with sidekiq notices being processed' do
+        before do
+          Account.delete_all
+          stats_double = instance_double(Sidekiq::Stats, enqueued: 5)
+          allow(Sidekiq::Stats).to receive(:new).and_return(stats_double)
+        end
+
+        it 'reports about notices' do
+          expect { subject }
+            .to output_results(
+              'already enabled',
+              'notices are still being'
+            )
+            .and raise_error(SystemExit)
+        end
+      end
+
+      context 'with sidekiq failed deliveries' do
+        before do
+          Account.delete_all
+          stats_double = instance_double(Sidekiq::Stats, enqueued: 0, retry_size: 10)
+          allow(Sidekiq::Stats).to receive(:new).and_return(stats_double)
+        end
+
+        it 'reports about notices' do
+          expect { subject }
+            .to output_results(
+              'already enabled',
+              'some have failed and are scheduled'
+            )
+            .and raise_error(SystemExit)
+        end
+      end
+
+      context 'with self descruct mode ready' do
+        before do
+          Account.delete_all
+          stats_double = instance_double(Sidekiq::Stats, enqueued: 0, retry_size: 0)
+          allow(Sidekiq::Stats).to receive(:new).and_return(stats_double)
+        end
+
+        it 'reports about notices' do
+          expect { subject }
+            .to output_results(
+              'already enabled',
+              'can safely delete all data'
+            )
+            .and raise_error(SystemExit)
+        end
+      end
+    end
+
+    context 'with self destruct mode disabled' do
+      before do
+        allow(SelfDestructHelper).to receive(:self_destruct?).and_return(false)
+      end
+
+      context 'with an incorrect response to hostname' do
+        let(:prompt_double) { instance_double(TTY::Prompt, ask: 'wrong') }
+
+        before do
+          allow(TTY::Prompt).to receive(:new).and_return(prompt_double)
+        end
+
+        it 'reports failed answer' do
+          expect { subject }
+            .to raise_error(SystemExit)
+        end
+      end
+
+      context 'with a correct response to hostname' do
+        # TODO: Update after tty-prompt replace with Thor methods
+        let(:prompt_double) { instance_double(TTY::Prompt, ask: Rails.configuration.x.local_domain, warn: nil, no?: false, ok: nil) }
+
+        before do
+          allow(TTY::Prompt).to receive(:new).and_return(prompt_double)
+        end
+
+        it 'instructs to set the appropriate environment variable' do
+          expect { subject }
+            .to_not raise_error
+          # TODO: Update after tty-prompt replace with Thor methods
+          expect(prompt_double).to have_received(:ok).with(/add the following variable/)
+        end
+      end
+    end
+  end
 end