diff --git a/src/config/ConfigManager.cpp b/src/config/ConfigManager.cpp
index fe80a5ab..357e7a60 100644
--- a/src/config/ConfigManager.cpp
+++ b/src/config/ConfigManager.cpp
@@ -2101,13 +2101,13 @@ std::optional<std::string> CConfigManager::handleAnimation(const std::string& co
     PANIM->second.pValues    = &PANIM->second;
 
     // This helper casts strings like "1", "true", "off", "yes"... to int.
-    int64_t enabledInt = configStringToInt(ARGS[1]) == 1;
+    int64_t enabledInt = configStringToInt(ARGS[1]).value_or(0) == 1;
 
     // Checking that the int is 1 or 0 because the helper can return integers out of range.
     if (enabledInt != 0 && enabledInt != 1)
         return "invalid animation on/off state";
 
-    PANIM->second.internalEnabled = configStringToInt(ARGS[1]) == 1;
+    PANIM->second.internalEnabled = configStringToInt(ARGS[1]).value_or(0) == 1;
 
     if (PANIM->second.internalEnabled) {
         // speed
diff --git a/src/desktop/Window.cpp b/src/desktop/Window.cpp
index 33e6a5f8..117d301c 100644
--- a/src/desktop/Window.cpp
+++ b/src/desktop/Window.cpp
@@ -707,7 +707,7 @@ void CWindow::applyDynamicRule(const SWindowRule& r) {
             *(search->second(m_pSelf.lock())) = CWindowOverridableVar(true, priority);
         } else {
             try {
-                *(search->second(m_pSelf.lock())) = CWindowOverridableVar((bool)configStringToInt(VARS[1]), priority);
+                *(search->second(m_pSelf.lock())) = CWindowOverridableVar((bool)configStringToInt(VARS[1]).value_or(0), priority);
             } catch (...) {}
         }
     } else if (auto search = g_pConfigManager->miWindowProperties.find(VARS[0]); search != g_pConfigManager->miWindowProperties.end()) {
diff --git a/src/desktop/Workspace.cpp b/src/desktop/Workspace.cpp
index 2e1e91f2..8cddbb6b 100644
--- a/src/desktop/Workspace.cpp
+++ b/src/desktop/Workspace.cpp
@@ -332,7 +332,7 @@ bool CWorkspace::matchesStaticSelector(const std::string& selector_) {
 
                 const auto SHOULDBESPECIAL = configStringToInt(prop);
 
-                if ((bool)SHOULDBESPECIAL != m_bIsSpecialWorkspace)
+                if (SHOULDBESPECIAL && (bool)*SHOULDBESPECIAL != m_bIsSpecialWorkspace)
                     return false;
                 continue;
             }
@@ -367,7 +367,7 @@ bool CWorkspace::matchesStaticSelector(const std::string& selector_) {
 
                 const auto WANTSNAMED = configStringToInt(prop);
 
-                if (WANTSNAMED != (m_iID <= -1337))
+                if (WANTSNAMED && *WANTSNAMED != (m_iID <= -1337))
                     return false;
                 continue;
             }
diff --git a/src/managers/KeybindManager.cpp b/src/managers/KeybindManager.cpp
index 75e2a7b3..be1e9534 100644
--- a/src/managers/KeybindManager.cpp
+++ b/src/managers/KeybindManager.cpp
@@ -2961,13 +2961,13 @@ SDispatchResult CKeybindManager::setProp(std::string args) {
                 CWindowOverridableVar(SAlphaValue{std::stof(VAL), PWINDOW->m_sWindowData.alphaFullscreen.valueOrDefault().m_bOverride}, PRIORITY_SET_PROP);
         } else if (PROP == "alphaoverride") {
             PWINDOW->m_sWindowData.alpha =
-                CWindowOverridableVar(SAlphaValue{PWINDOW->m_sWindowData.alpha.valueOrDefault().m_fAlpha, (bool)configStringToInt(VAL)}, PRIORITY_SET_PROP);
+                CWindowOverridableVar(SAlphaValue{PWINDOW->m_sWindowData.alpha.valueOrDefault().m_fAlpha, (bool)configStringToInt(VAL).value_or(0)}, PRIORITY_SET_PROP);
         } else if (PROP == "alphainactiveoverride") {
             PWINDOW->m_sWindowData.alphaInactive =
-                CWindowOverridableVar(SAlphaValue{PWINDOW->m_sWindowData.alphaInactive.valueOrDefault().m_fAlpha, (bool)configStringToInt(VAL)}, PRIORITY_SET_PROP);
+                CWindowOverridableVar(SAlphaValue{PWINDOW->m_sWindowData.alphaInactive.valueOrDefault().m_fAlpha, (bool)configStringToInt(VAL).value_or(0)}, PRIORITY_SET_PROP);
         } else if (PROP == "alphafullscreenoverride") {
             PWINDOW->m_sWindowData.alphaFullscreen =
-                CWindowOverridableVar(SAlphaValue{PWINDOW->m_sWindowData.alphaFullscreen.valueOrDefault().m_fAlpha, (bool)configStringToInt(VAL)}, PRIORITY_SET_PROP);
+                CWindowOverridableVar(SAlphaValue{PWINDOW->m_sWindowData.alphaFullscreen.valueOrDefault().m_fAlpha, (bool)configStringToInt(VAL).value_or(0)}, PRIORITY_SET_PROP);
         } else if (PROP == "activebordercolor" || PROP == "inactivebordercolor") {
             CGradientValueData colorData = {};
             if (vars.size() > 4) {
@@ -2998,7 +2998,7 @@ SDispatchResult CKeybindManager::setProp(std::string args) {
             else if (VAL == "unset")
                 pWindowDataElement->unset(PRIORITY_SET_PROP);
             else
-                *pWindowDataElement = CWindowOverridableVar((bool)configStringToInt(VAL), PRIORITY_SET_PROP);
+                *pWindowDataElement = CWindowOverridableVar((bool)configStringToInt(VAL).value_or(0), PRIORITY_SET_PROP);
         } else if (auto search = g_pConfigManager->miWindowProperties.find(PROP); search != g_pConfigManager->miWindowProperties.end()) {
             if (VAL == "unset")
                 search->second(PWINDOW)->unset(PRIORITY_SET_PROP);