diff --git a/manifest/manifest.json b/manifest/manifest.json
index 4c7459fc..1e55202b 100644
--- a/manifest/manifest.json
+++ b/manifest/manifest.json
@@ -47,6 +47,7 @@
         "icons/beep.ogg",
         "icons/pause.svg",
         "icons/stop.svg",
+        "icons/heart.svg",
         "icons/PlayerInfoIconSponsorBlocker.svg",
         "icons/PlayerDeleteIconSponsorBlocker.svg",
         "popup.html",
diff --git a/public/_locales/en/messages.json b/public/_locales/en/messages.json
index d375828c..147069f9 100644
--- a/public/_locales/en/messages.json
+++ b/public/_locales/en/messages.json
@@ -787,6 +787,9 @@
     "Donate": {
         "message": "Donate"
     },
+    "considerDonating": {
+        "message": "Help fund development"
+    },
     "hideDonationLink": {
         "message": "Hide Donation Link"
     },
diff --git a/public/icons/heart.svg b/public/icons/heart.svg
new file mode 100644
index 00000000..c6fbb34d
--- /dev/null
+++ b/public/icons/heart.svg
@@ -0,0 +1,43 @@
+<?xml version="1.0" encoding="UTF-8" standalone="no"?>
+<svg
+   height="24px"
+   viewBox="0 0 24 24"
+   width="24px"
+   fill="#000000"
+   version="1.1"
+   id="svg6"
+   sodipodi:docname="heart.svg"
+   inkscape:version="1.1.1 (3bf5ae0d25, 2021-09-20, custom)"
+   xmlns:inkscape="http://www.inkscape.org/namespaces/inkscape"
+   xmlns:sodipodi="http://sodipodi.sourceforge.net/DTD/sodipodi-0.dtd"
+   xmlns="http://www.w3.org/2000/svg"
+   xmlns:svg="http://www.w3.org/2000/svg">
+  <defs
+     id="defs10" />
+  <sodipodi:namedview
+     id="namedview8"
+     pagecolor="#ffffff"
+     bordercolor="#666666"
+     borderopacity="1.0"
+     inkscape:pageshadow="2"
+     inkscape:pageopacity="0.0"
+     inkscape:pagecheckerboard="0"
+     showgrid="false"
+     inkscape:zoom="32.916667"
+     inkscape:cx="11.98481"
+     inkscape:cy="12.01519"
+     inkscape:window-width="1366"
+     inkscape:window-height="731"
+     inkscape:window-x="1366"
+     inkscape:window-y="0"
+     inkscape:window-maximized="1"
+     inkscape:current-layer="svg6" />
+  <path
+     d="M0 0h24v24H0V0z"
+     fill="none"
+     id="path2" />
+  <path
+     d="M16.5 3c-1.74 0-3.41.81-4.5 2.09C10.91 3.81 9.24 3 7.5 3 4.42 3 2 5.42 2 8.5c0 3.78 3.4 6.86 8.55 11.54L12 21.35l1.45-1.32C18.6 15.36 22 12.28 22 8.5 22 5.42 19.58 3 16.5 3zm-4.4 15.55l-.1.1-.1-.1C7.14 14.24 4 11.39 4 8.5 4 6.5 5.5 5 7.5 5c1.54 0 3.04.99 3.57 2.36h1.87C13.46 5.99 14.96 5 16.5 5c2 0 3.5 1.5 3.5 3.5 0 2.89-3.14 5.74-7.9 10.05z"
+     id="path4"
+     style="fill:#800000" />
+</svg>
diff --git a/public/popup.css b/public/popup.css
index eab8dcd3..f8cc5b2c 100644
--- a/public/popup.css
+++ b/public/popup.css
@@ -393,7 +393,7 @@ label>p, #disableExtension>p, #usernameValue, #usernameElement > div > p,#sponso
 
 /* footer */
 
-#sbFooter > a {
+#sbFooter a {
   color: var(--sb-main-fg-color);
   text-decoration: none;
 }
diff --git a/public/popup.html b/public/popup.html
index f21c674d..0ba67c43 100644
--- a/public/popup.html
+++ b/public/popup.html
@@ -138,6 +138,14 @@
           <span id="sponsorTimeSavedEndWord">__MSG_minsLower__</span></b>).
       </div>
       <footer id="sbFooter">
+        <div id="sponsorTimesDonateContainer" style="display: none; align-items: center;">
+          <img src="/icons/heart.svg"/>
+          <a id="sbConsiderDonateLink" href="https://sponsor.ajay.app/donate" target="_blank" rel="noopener">
+            __MSG_considerDonating__
+          </a>
+          <img id="sbCloseDonate" src="/icons/close.png" height="8px" style="padding-left: 5px; cursor: pointer;"/>
+        </div>
+
         <a href="https://sponsor.ajay.app" target="_blank" rel="noopener">__MSG_website__</a> |
         <a href="https://sponsor.ajay.app/stats" target="_blank" rel="noopener">__MSG_viewLeaderboard__</a> |
         <a href="https://github.com/ajayyy/SponsorBlock" target="_blank" rel="noopener">GitHub</a>
diff --git a/src/config.ts b/src/config.ts
index c496e828..1fa4a90d 100644
--- a/src/config.ts
+++ b/src/config.ts
@@ -43,6 +43,8 @@ interface SBConfig {
     ytInfoPermissionGranted: boolean,
     allowExpirements: boolean,
     showDonationLink: boolean,
+    showPopupDonationCount: number,
+    donateClicked: number,
     autoHideInfoButton: boolean,
     autoSkipOnMusicVideos: boolean,
     colorPalette: {
@@ -146,6 +148,8 @@ const Config: SBObject = {
         ytInfoPermissionGranted: false,
         allowExpirements: true,
         showDonationLink: true,
+        showPopupDonationCount: 0,
+        donateClicked: 0,
         autoHideInfoButton: true,
         autoSkipOnMusicVideos: false,
         scrollToEditTimeUpdate: false, // false means the tooltip will be shown
diff --git a/src/options.ts b/src/options.ts
index b3f423c5..d3dcdcad 100644
--- a/src/options.ts
+++ b/src/options.ts
@@ -54,8 +54,10 @@ async function init() {
         document.documentElement.setAttribute("data-theme", "light");
     }
 
+    const donate = document.getElementById("sbDonate");
+    donate.addEventListener("click", () => Config.config.donateClicked = Config.config.donateClicked + 1);
     if (!showDonationLink()) {
-        document.getElementById("sbDonate").classList.add("hidden");
+        donate.classList.add("hidden");
     }
 
     // Set all of the toggle options to the correct option
@@ -501,7 +503,7 @@ function activatePrivateTextChange(element: HTMLElement) {
             break;
         }
     }
-    
+
     textBox.value = result;
     
     const setButton = element.querySelector(".text-change-set");
diff --git a/src/popup.ts b/src/popup.ts
index bcdb63aa..5dc3bfb5 100644
--- a/src/popup.ts
+++ b/src/popup.ts
@@ -108,13 +108,17 @@ async function runThePopup(messageListener?: MessageListener): Promise<void> {
         //"downloadedSponsorMessageTimes",
         "refreshSegmentsButton",
         "whitelistButton",
-        "sbDonate"
+        "sbDonate",
+        "sponsorTimesDonateContainer",
+        "sbConsiderDonateLink",
+        "sbCloseDonate"
     ].forEach(id => PageElements[id] = document.getElementById(id));
 
     // Hide donate button if wanted (Safari, or user choice)
     if (!showDonationLink()) {
         PageElements.sbDonate.style.display = "none";
     }
+    PageElements.sbDonate.addEventListener("click", () => Config.config.donateClicked = Config.config.donateClicked + 1);
 
     //setup click listeners
     PageElements.sponsorStart.addEventListener("click", sendSponsorStartMessage);
@@ -192,6 +196,8 @@ async function runThePopup(messageListener?: MessageListener): Promise<void> {
                         PageElements.sponsorTimesViewsDisplay.innerText = viewCount.toLocaleString();
                         PageElements.sponsorTimesViewsContainer.style.display = "unset";
                     }
+
+                    showDonateWidget(viewCount);
                 }
             });
 
@@ -241,6 +247,23 @@ async function runThePopup(messageListener?: MessageListener): Promise<void> {
 
     getSegmentsFromContentScript(false);
 
+    function showDonateWidget(viewCount: number) {
+        if (Config.config.showDonationLink && Config.config.donateClicked <= 0 && Config.config.showPopupDonationCount < 5
+                && viewCount < 50000 && !Config.config.isVip && Config.config.skipCount > 10) {
+            PageElements.sponsorTimesDonateContainer.style.display = "flex";
+            PageElements.sbConsiderDonateLink.addEventListener("click", () => {
+                Config.config.donateClicked = Config.config.donateClicked + 1;
+            });
+            
+            PageElements.sbCloseDonate.addEventListener("click", () => {
+                PageElements.sponsorTimesDonateContainer.style.display = "none";
+                Config.config.showPopupDonationCount = 100;
+            });
+
+            Config.config.showPopupDonationCount = Config.config.showPopupDonationCount + 1;
+        }
+    }
+
     function onTabs(tabs, updating: boolean): void {
         messageHandler.sendMessage(tabs[0].id, { message: 'getVideoID' }, function (result) {
             if (result !== undefined && result.videoID) {