diff --git a/extension/src/experiments/checkpoints/collect.test.ts b/extension/src/experiments/checkpoints/collect.test.ts
new file mode 100644
index 0000000000..f1ea1c934a
--- /dev/null
+++ b/extension/src/experiments/checkpoints/collect.test.ts
@@ -0,0 +1,89 @@
+import { collectHasCheckpoints } from './collect'
+import { PartialDvcYaml } from '../../fileSystem'
+
+describe('collectHasCheckpoints', () => {
+  it('should correctly identify that the demo project has checkpoints', () => {
+    const hasCheckpoints = collectHasCheckpoints({
+      stages: {
+        train: {
+          cmd: 'python train.py',
+          deps: ['data/MNIST', 'train.py'],
+          live: { logs: { html: true, summary: true } },
+          outs: [{ 'model.pt': { checkpoint: true } }],
+          params: ['seed', 'lr', 'weight_decay'],
+          plots: [
+            'plots',
+            {
+              'predictions.json': {
+                cache: false,
+                template: 'confusion',
+                x: 'actual',
+                y: 'predicted'
+              }
+            }
+          ]
+        }
+      }
+    } as PartialDvcYaml)
+    expect(hasCheckpoints).toBe(true)
+  })
+
+  it('should correctly classify a dvc.yaml without checkpoint', () => {
+    const hasCheckpoints = collectHasCheckpoints({
+      stages: {
+        extract: {
+          cmd: 'tar -xzf data/images.tar.gz --directory data',
+          deps: ['data/images.tar.gz'],
+          outs: [{ 'data/images/': { cache: false } }]
+        },
+        train: {
+          cmd: 'python3 src/train.py',
+          deps: ['data/images/', 'src/train.py'],
+          live: { logs: { html: true, summary: true } },
+          metrics: [{ 'metrics.json': { cache: false } }],
+          outs: ['models/model.h5'],
+          params: ['model.conv_units', 'train.epochs'],
+          plots: [{ 'logs.csv': { cache: false } }]
+        }
+      }
+    } as PartialDvcYaml)
+
+    expect(hasCheckpoints).toBe(false)
+  })
+
+  it('should correctly classify a more complex dvc.yaml without checkpoint', () => {
+    const hasCheckpoints = collectHasCheckpoints({
+      stages: {
+        evaluate: {
+          cmd: 'python src/evaluate.py model.pkl data/features scores.json prc.json roc.json',
+          deps: ['data/features', 'model.pkl', 'src/evaluate.py'],
+          metrics: [{ 'scores.json': { cache: false } }],
+          plots: [
+            { 'prc.json': { cache: false, x: 'recall', y: 'precision' } },
+            { 'roc.json': { cache: false, x: 'fpr', y: 'tpr' } }
+          ]
+        },
+        featurize: {
+          cmd: 'python src/featurization.py data/prepared data/features',
+          deps: ['data/prepared', 'src/featurization.py'],
+          outs: ['data/features'],
+          params: ['featurize.max_features', 'featurize.ngrams']
+        },
+        prepare: {
+          cmd: 'python src/prepare.py data/data.xml',
+          deps: ['data/data.xml', 'src/prepare.py'],
+          outs: ['data/prepared'],
+          params: ['prepare.seed', 'prepare.split']
+        },
+        train: {
+          cmd: 'python src/train.py data/features model.pkl',
+          deps: ['data/features', 'src/train.py'],
+          outs: ['model.pkl'],
+          params: ['train.min_split', 'train.n_est', 'train.seed']
+        }
+      }
+    } as PartialDvcYaml)
+
+    expect(hasCheckpoints).toBe(false)
+  })
+})
diff --git a/extension/src/experiments/checkpoints/collect.ts b/extension/src/experiments/checkpoints/collect.ts
new file mode 100644
index 0000000000..126021a262
--- /dev/null
+++ b/extension/src/experiments/checkpoints/collect.ts
@@ -0,0 +1,13 @@
+import { PartialDvcYaml } from '../../fileSystem'
+
+export const collectHasCheckpoints = (yaml: PartialDvcYaml): boolean => {
+  return !!yaml.stages.train.outs.find(out => {
+    if (typeof out === 'string') {
+      return false
+    }
+
+    if (Object.values(out).find(file => file?.checkpoint)) {
+      return true
+    }
+  })
+}
diff --git a/extension/src/experiments/checkpoints/model.test.ts b/extension/src/experiments/checkpoints/model.test.ts
new file mode 100644
index 0000000000..8dc853be02
--- /dev/null
+++ b/extension/src/experiments/checkpoints/model.test.ts
@@ -0,0 +1,59 @@
+import { join } from 'path'
+import { CheckpointsModel } from './model'
+import { dvcDemoPath } from '../../test/util'
+
+describe('CheckpointsModel', () => {
+  it('should keep a record of yaml files that have checkpoints', () => {
+    const experimentCheckpointsModel = new CheckpointsModel()
+    expect(experimentCheckpointsModel.hasCheckpoints()).toBe(false)
+
+    const rootYamlHasCheckpoints = {
+      path: join(dvcDemoPath, 'dvc.yaml'),
+      yaml: {
+        stages: {
+          train: {
+            outs: [{ 'model.pt': { checkpoint: true } }]
+          }
+        }
+      }
+    }
+
+    const extraYamlHasCheckpoints = {
+      path: join(dvcDemoPath, 'extra', 'dvc.yaml'),
+      yaml: {
+        stages: {
+          train: {
+            outs: [{ 'extra-model.pt': { checkpoint: true } }]
+          }
+        }
+      }
+    }
+
+    const rootYamlNoCheckpoints = {
+      path: join(dvcDemoPath, 'dvc.yaml'),
+      yaml: {
+        stages: { train: { outs: ['model.pt'] } }
+      }
+    }
+
+    const extraYamlNoCheckpoints = {
+      path: join(dvcDemoPath, 'extra', 'dvc.yaml'),
+      yaml: {
+        stages: { train: { outs: ['extra-model.pt'] } }
+      }
+    }
+
+    experimentCheckpointsModel.transformAndSet(rootYamlHasCheckpoints)
+    expect(experimentCheckpointsModel.hasCheckpoints()).toBe(true)
+
+    experimentCheckpointsModel.transformAndSet(extraYamlHasCheckpoints)
+    expect(experimentCheckpointsModel.hasCheckpoints()).toBe(true)
+
+    experimentCheckpointsModel.transformAndSet(rootYamlNoCheckpoints)
+    expect(experimentCheckpointsModel.hasCheckpoints()).toBe(true)
+
+    experimentCheckpointsModel.transformAndSet(extraYamlNoCheckpoints)
+
+    expect(experimentCheckpointsModel.hasCheckpoints()).toBe(false)
+  })
+})
diff --git a/extension/src/experiments/checkpoints/model.ts b/extension/src/experiments/checkpoints/model.ts
new file mode 100644
index 0000000000..9f8b720576
--- /dev/null
+++ b/extension/src/experiments/checkpoints/model.ts
@@ -0,0 +1,30 @@
+import { Disposable } from '@hediet/std/disposable'
+import { collectHasCheckpoints } from './collect'
+import { PartialDvcYaml } from '../../fileSystem'
+import { definedAndNonEmpty, uniqueValues } from '../../util/array'
+
+export class CheckpointsModel {
+  public dispose = Disposable.fn()
+
+  private yamlWithCheckpoints: string[] = []
+
+  public hasCheckpoints() {
+    return definedAndNonEmpty(this.yamlWithCheckpoints)
+  }
+
+  public transformAndSet(data: { path: string; yaml: PartialDvcYaml }) {
+    const { path, yaml } = data
+    const hasCheckpoints = collectHasCheckpoints(yaml)
+
+    if (hasCheckpoints) {
+      this.yamlWithCheckpoints = uniqueValues([
+        ...this.yamlWithCheckpoints,
+        path
+      ])
+    } else {
+      this.yamlWithCheckpoints = this.yamlWithCheckpoints.filter(
+        file => file !== path
+      )
+    }
+  }
+}
diff --git a/extension/src/fileSystem/index.ts b/extension/src/fileSystem/index.ts
index 4fff187cd6..f5735e9ae3 100644
--- a/extension/src/fileSystem/index.ts
+++ b/extension/src/fileSystem/index.ts
@@ -54,6 +54,11 @@ export const isSameOrChild = (root: string, path: string) => {
   return !rel.startsWith('..')
 }
 
+export type PartialDvcYaml = {
+  stages: {
+    train: { outs: (string | Record<string, { checkpoint?: boolean }>)[] }
+  }
+}
 export const isAnyDvcYaml = (path?: string): boolean =>
   !!(
     path &&