diff --git a/README.md b/README.md
index 60763041..ac8799b8 100644
--- a/README.md
+++ b/README.md
@@ -325,9 +325,9 @@ python xor_solved.py
 
 ### 🔢 03. MLP Revival (1986) - After Module 07
 ```bash
-cd milestones/03_1986_mlp_revival
-python mlp_digits.py     # 8x8 digit classification
-python mlp_mnist.py      # Full MNIST dataset
+cd milestones/03_1986_mlp
+python 01_rumelhart_tinydigits.py     # 8x8 digit classification
+python 02_rumelhart_mnist.py          # Full MNIST dataset
 # Backpropagation revolution on real vision!
 # YOUR training loops achieve 95%+ accuracy
 ```
@@ -338,9 +338,9 @@ python mlp_mnist.py      # Full MNIST dataset
 
 ### 🖼️ 04. CNN Revolution (1998) - After Module 09
 ```bash
-cd milestones/04_1998_cnn_revolution
-python cnn_digits.py     # Spatial features on digits
-python lecun_cifar10.py  # Natural images (CIFAR-10)
+cd milestones/04_1998_cnn
+python 01_lecun_tinydigits.py  # Spatial features on digits
+python 02_lecun_cifar10.py     # Natural images (CIFAR-10)
 # LeCun's CNNs achieve 75%+ on CIFAR-10!
 # YOUR Conv2d + MaxPool2d unlock spatial intelligence
 ```
@@ -351,8 +351,10 @@ python lecun_cifar10.py  # Natural images (CIFAR-10)
 
 ### 🤖 05. Transformer Era (2017) - After Module 13
 ```bash
-cd milestones/05_2017_transformer_era
-python vaswani_shakespeare.py
+cd milestones/05_2017_transformer
+python 01_vaswani_generation.py  # Text generation
+python 02_vaswani_dialogue.py    # Interactive chat
+python 03_vaswani_profile.py     # Optimization analysis
 # Attention mechanisms for language modeling
 # YOUR attention implementation generates text!
 ```
diff --git a/milestones/01_1957_perceptron/forward_pass.py b/milestones/01_1957_perceptron/01_rosenblatt_forward.py
similarity index 100%
rename from milestones/01_1957_perceptron/forward_pass.py
rename to milestones/01_1957_perceptron/01_rosenblatt_forward.py
diff --git a/milestones/01_1957_perceptron/perceptron_trained.py b/milestones/01_1957_perceptron/02_rosenblatt_trained.py
similarity index 100%
rename from milestones/01_1957_perceptron/perceptron_trained.py
rename to milestones/01_1957_perceptron/02_rosenblatt_trained.py
diff --git a/milestones/02_1969_xor/xor_crisis.py b/milestones/02_1969_xor/01_xor_crisis.py
similarity index 100%
rename from milestones/02_1969_xor/xor_crisis.py
rename to milestones/02_1969_xor/01_xor_crisis.py
diff --git a/milestones/02_1969_xor/xor_solved.py b/milestones/02_1969_xor/02_xor_solved.py
similarity index 100%
rename from milestones/02_1969_xor/xor_solved.py
rename to milestones/02_1969_xor/02_xor_solved.py
diff --git a/milestones/03_1986_mlp/mlp_digits.py b/milestones/03_1986_mlp/01_rumelhart_tinydigits.py
similarity index 100%
rename from milestones/03_1986_mlp/mlp_digits.py
rename to milestones/03_1986_mlp/01_rumelhart_tinydigits.py
diff --git a/milestones/03_1986_mlp/mlp_mnist.py b/milestones/03_1986_mlp/02_rumelhart_mnist.py
similarity index 100%
rename from milestones/03_1986_mlp/mlp_mnist.py
rename to milestones/03_1986_mlp/02_rumelhart_mnist.py
diff --git a/milestones/04_1998_cnn/cnn_digits.py b/milestones/04_1998_cnn/01_lecun_tinydigits.py
similarity index 100%
rename from milestones/04_1998_cnn/cnn_digits.py
rename to milestones/04_1998_cnn/01_lecun_tinydigits.py
diff --git a/milestones/04_1998_cnn/lecun_cifar10.py b/milestones/04_1998_cnn/02_lecun_cifar10.py
similarity index 100%
rename from milestones/04_1998_cnn/lecun_cifar10.py
rename to milestones/04_1998_cnn/02_lecun_cifar10.py
diff --git a/milestones/05_2017_transformer/vaswani_chatgpt.py b/milestones/05_2017_transformer/01_vaswani_generation.py
similarity index 100%
rename from milestones/05_2017_transformer/vaswani_chatgpt.py
rename to milestones/05_2017_transformer/01_vaswani_generation.py
diff --git a/milestones/05_2017_transformer/vaswani_copilot.py b/milestones/05_2017_transformer/02_vaswani_dialogue.py
similarity index 100%
rename from milestones/05_2017_transformer/vaswani_copilot.py
rename to milestones/05_2017_transformer/02_vaswani_dialogue.py
diff --git a/milestones/05_2017_transformer/profile_kv_cache.py b/milestones/05_2017_transformer/03_vaswani_profile.py
similarity index 100%
rename from milestones/05_2017_transformer/profile_kv_cache.py
rename to milestones/05_2017_transformer/03_vaswani_profile.py
diff --git a/site/chapters/milestones.md b/site/chapters/milestones.md
index fc311dd0..43d1ae1a 100644
--- a/site/chapters/milestones.md
+++ b/site/chapters/milestones.md
@@ -98,9 +98,9 @@ Images → Flatten → Linear → ReLU → Linear → ReLU → Linear → Classe
 - Architecture: Multi-layer feature learning
 
 ```bash
-cd milestones/03_1986_mlp_revival
-python mlp_digits.py      # 8x8 digits (quick)
-python mlp_mnist.py       # Full MNIST
+cd milestones/03_1986_mlp
+python 01_rumelhart_tinydigits.py  # 8x8 digits (quick)
+python 02_rumelhart_mnist.py       # Full MNIST
 ```
 
 **Expected Results**: 95%+ accuracy on MNIST
@@ -128,9 +128,9 @@ Images → Conv → ReLU → Pool → Conv → ReLU → Pool → Flatten → Lin
 - Architecture: Local connectivity + translation invariance
 
 ```bash
-cd milestones/04_1998_cnn_revolution
-python cnn_digits.py          # Spatial features on digits
-python lecun_cifar10.py       # CIFAR-10 @ 75%+ accuracy
+cd milestones/04_1998_cnn
+python 01_lecun_tinydigits.py  # Spatial features on digits
+python 02_lecun_cifar10.py     # CIFAR-10 @ 75%+ accuracy
 ```
 
 **Expected Results**: **75%+ accuracy on CIFAR-10** ✨