diff --git a/doc/css/custom.css b/doc/css/custom.css
index 50d005d44c..cdbca3d820 100644
--- a/doc/css/custom.css
+++ b/doc/css/custom.css
@@ -82,83 +82,177 @@
   pointer-events: none;
 }
 
-/* --- Roakey scroll peeks ---------------------------------------------------
-   Decorative mascots anchored at predefined points in the landing page. They
-   sit absolutely (out of flow, so they never shift content) and slide in from
-   the edge as you scroll past, stopping flush against the side. */
-.roakey-peek {
+/* --- Roakey sprite animations ----------------------------------------------
+   Each sprite is a fixed-size window onto a horizontal frame strip. With
+   `object-fit: none` the strip renders at 1:1 and the box clips it to a single
+   frame, so animating `object-position` steps through the frames. A scroll
+   timeline drives that stepping, which means the animation is scrubbed by the
+   reader rather than played on a timer.
+
+   The base `object-position` is the LAST frame: that is what shows when scroll
+   timelines are unsupported or reduced motion is requested. Starting from the
+   first frame would leave the scout invisible, since its opening frame is an
+   empty ledge.
+
+   Sprites sit absolutely (out of flow, so they never shift content). On wide
+   screens they live in the gutters beside the centred content column; below
+   that the narrow-screen rules further down open up vertical space for them
+   instead, since there are no gutters to sit in. */
+.roakey-sprite {
+  display: block;
   position: absolute;
-  height: auto;
+  object-fit: none;
   margin: 0;
   pointer-events: none;
   user-select: none;
   z-index: 5;
 }
 
-/* Off-screen peeks must not create horizontal scroll. */
+/* Safety net: sprites are positioned out of flow, so keep any stray horizontal
+   extent from adding a scrollbar. */
 html, body {
   overflow-x: clip;
 }
 
-/* Anchor the peeks to the full-width content column. The landing block that
-   wraps each directive is narrow and centered, so reaching the true screen
-   edge from it would require a viewport-based offset that overshoots past the
-   clip box (the vertical scrollbar makes the right side fall fully outside,
-   hiding the tail). Promoting `main` to the containing block lets us anchor
-   flush with a plain `left: 0` / `right: 0`, fully inside the clip box. */
-main:has(.roakey-peek) {
+/* Sprites resolve against the full-width `main` by default, rather than the
+   narrow, centred landing blocks that wrap their directives. That keeps the
+   flag centred on the page and lets the spyglass use centre-relative `calc`
+   offsets because the content column is centred and width-capped inside `main`.
+
+   Only the scout needs a nearer anchor because it perches on a card inside the
+   capabilities grid, so its rule below promotes that grid. */
+main:has(.roakey-sprite) {
   position: relative;
 }
-.myst-landing-block:has(.roakey-peek) {
+.myst-landing-block:has(.roakey-sprite) {
   position: static;
 }
 
-/* Head peeks in from the left edge */
-.roakey-peek-left {
-  left: 0;
-  width: 170px;
-  transform: translateX(-100%);
+/* Each sprite is anchored to the content it belongs to rather than to the page
+   edge, so the three sit at clearly different levels down the page. */
+
+/* Perches on top of the CoPyRIT card: the capabilities grid is the anchor, and
+   the offsets centre the sprite over the third column. */
+.myst-grid:has(.roakey-sprite-scout) {
+  position: relative;
+}
+.roakey-sprite-scout {
+  right: 97px;
+  top: -123px;
+  width: 181px;
+  height: 156px;
+  object-position: -1086px 0;
 }
 
-/* Tail peeks in from the right edge */
-.roakey-peek-tail {
-  right: 0;
-  width: 190px;
-  transform: translateX(100%);
+/* Climbs out of the install code block, flipped to look back along the line it
+   came from. It anchors to the content column so it stays at the block's right
+   end at every width; a centre-relative `calc` offset only held while the
+   column was at its capped width, and drifted off the block below that.
+
+   `translateY` lifts it from its static position (immediately before the block)
+   so its feet come to rest on the block's top edge. Two offsets matter here:
+   the artwork stops 3px short of the frame's bottom, and the visible block edge
+   is the `.myst-code` wrapper that paints the background — not the inner `<pre>`,
+   which sits 12px lower behind the wrapper's padding. */
+.myst-landing-justified-body:has(.roakey-sprite-spyglass) {
+  position: relative;
+}
+.roakey-sprite-spyglass {
+  right: 16px;
+  width: 151px;
+  height: 119px;
+  object-position: -604px 0;
+  transform: translateY(-116px) scaleX(-1);
+}
+
+/* Runs in from the left and comes to rest centred on the page. The centring is
+   done with `calc` rather than a negative margin because the theme's own image
+   rules override margins on these elements. */
+main:has(.roakey-sprite-flag) {
+  position: relative;
+}
+.roakey-sprite-flag {
+  left: calc(50% - 75.5px);
+  width: 151px;
+  height: 120px;
+  object-position: -755px 0;
 }
 
-/* Slide in as the peek scrolls through the viewport (Chromium/Edge). */
+/* Extra vertical space is only opened where a sprite would actually land on
+   text. Both breakpoints were measured against the rendered glyph rects rather
+   than the full-width block boxes, so they mark where wrapping first pushes
+   text under the artwork.
+
+   The scout only collides once the capabilities grid collapses to one column
+   and the heading sits directly above the first card. */
+@media (max-width: 767px) {
+  .myst-grid:has(.roakey-sprite-scout) {
+    margin-top: 140px;
+  }
+}
+
+/* The install paragraph wraps under the spyglass below this width. The sprite
+   keeps its static position while the block below is pushed down, so the gap is
+   sized to land the artwork on the block's new top edge with no vertical
+   transform. */
+@media (max-width: 899px) {
+  .roakey-sprite-spyglass + * {
+    margin-top: 136px;
+  }
+  .roakey-sprite-spyglass {
+    transform: scaleX(-1);
+  }
+}
+
+/* Advance frames as each sprite scrolls through the viewport (Chromium/Edge).
+   The range is `cover 0%` to `cover 50%`: the sequence starts as the sprite
+   comes into view and resolves by the time it reaches mid-viewport, then holds
+   its final frame. Scrubbing over `entry` instead would compress the whole
+   sequence into the sprite's own height — roughly 20px of scrolling per frame,
+   far too fast to read.
+
+   `steps(n)` where the keyframe travel is n frame-widths lands the final frame
+   at the end of the range. */
 @supports (animation-timeline: view()) {
-  /* Both peeks only reveal on wide viewports, where the gutters beside the
-     centered content column have room for them. On narrower screens they would
-     cover the content, so they stay hidden off-screen. */
-  @media (min-width: 1536px) {
-    .roakey-peek-left {
-      animation: roakey-peek-left linear both;
-      animation-timeline: view();
-      animation-range: entry 0% entry 100%;
-    }
-    .roakey-peek-tail {
-      animation: roakey-peek-tail linear both;
-      animation-timeline: view();
-      animation-range: entry 0% entry 100%;
-    }
+  .roakey-sprite-spyglass {
+    animation: roakey-spyglass-frames steps(4) both;
+    animation-timeline: view();
+    animation-range: cover 0% cover 50%;
+  }
+  .roakey-sprite-scout {
+    animation: roakey-scout-frames steps(6) both;
+    animation-timeline: view();
+    animation-range: cover 0% cover 50%;
+  }
+  /* The flag sits at the very bottom of the page, where only ~230px of
+     scrolling remains once it starts entering. A percentage of `cover` scales
+     with viewport height and would strand the sequence mid-run on tall
+     screens, so this one scrubs over a fixed length that always completes. */
+  .roakey-sprite-flag {
+    animation: roakey-flag-frames steps(5) both, roakey-flag-run linear both;
+    animation-timeline: view(), view();
+    animation-range: cover 0px cover 200px, cover 0px cover 200px;
+  }
+  @keyframes roakey-spyglass-frames {
+    from { object-position: 0 0; }
+    to   { object-position: -604px 0; }
+  }
+  @keyframes roakey-scout-frames {
+    from { object-position: 0 0; }
+    to   { object-position: -1086px 0; }
   }
-  @keyframes roakey-peek-left {
-    0%   { transform: translateX(-100%); }
-    100% { transform: translateX(0); }
+  @keyframes roakey-flag-frames {
+    from { object-position: 0 0; }
+    to   { object-position: -755px 0; }
   }
-  /* Stop before the wooden board enters the viewport, so only the tail shows
-     (the board occupies the right ~10% of the image). */
-  @keyframes roakey-peek-tail {
-    0%   { transform: translateX(100%); }
-    100% { transform: translateX(13%); }
+  @keyframes roakey-flag-run {
+    from { transform: translateX(-100%); }
+    to   { transform: translateX(0); }
   }
 }
 
 @media (prefers-reduced-motion: reduce) {
-  .roakey-peek-left,
-  .roakey-peek-tail {
+  .roakey-sprite {
     animation: none;
   }
 }
diff --git a/doc/index.md b/doc/index.md
index 3c568037b7..f7a353604e 100644
--- a/doc/index.md
+++ b/doc/index.md
@@ -42,9 +42,9 @@ Run standardized evaluation scenarios at large scale — covering content harms,
 A graphical user interface for human-led red teaming. Interact with AI systems directly, track findings, and collaborate with your team — all from a modern web UI.
 ::::
 
-```{image} roakey_peek.png
-:alt: Roakey peeking in
-:class: roakey-peek roakey-peek-left
+```{image} sprites/roakey-peek-and-scout.png
+:alt: Roakey rising up to peek over a ledge
+:class: roakey-sprite roakey-sprite-scout
 ```
 
 ::::{card}
@@ -72,6 +72,12 @@ Evaluate AI responses with true/false, Likert scale, classification, and custom
 ## Getting Started
 1. Install PyRIT and verify installation.\
 For more details and alternative installation methods, see the [Install PyRIT](getting_started/install) page
+
+```{image} sprites/roakey-spyglass-scan.png
+:alt: Roakey raising a spyglass to scan the horizon
+:class: roakey-sprite roakey-sprite-spyglass
+```
+
 ```bash
 # note: for local installation, python version 3.13 is recommended: https://www.python.org/downloads/latest/python3.13
 pip install pyrit
@@ -111,11 +117,6 @@ initializers:
 
 :::::
 
-```{image} roakey_tail.png
-:alt: Roakey's tail peeking in
-:class: roakey-peek roakey-peek-tail
-```
-
 3. Use PyRIT in any mode that best fits your use case: Scanner, GUI, or Framework.
 
 ::::{tab-set}
@@ -170,3 +171,8 @@ await printer.write_async(result)
 
 For more details, see the [Framework](code/framework) page.
 ::::
+
+```{image} sprites/roakey-run-and-flag.png
+:alt: Roakey running in and planting a pirate flag
+:class: roakey-sprite roakey-sprite-flag
+```
diff --git a/doc/roakey_peek.png b/doc/roakey_peek.png
deleted file mode 100644
index c3326e3573..0000000000
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diff --git a/doc/roakey_tail.png b/doc/roakey_tail.png
deleted file mode 100644
index f2517e19e2..0000000000
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diff --git a/doc/sprites/roakey-peek-and-scout.png b/doc/sprites/roakey-peek-and-scout.png
new file mode 100644
index 0000000000..ff76cb80a1
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diff --git a/doc/sprites/roakey-run-and-flag.png b/doc/sprites/roakey-run-and-flag.png
new file mode 100644
index 0000000000..5173ff1744
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diff --git a/doc/sprites/roakey-spyglass-scan.png b/doc/sprites/roakey-spyglass-scan.png
new file mode 100644
index 0000000000..a0a395dd35
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