diff --git a/.vscode/settings.json b/.vscode/settings.json
index 6858a685d..85b38a41b 100644
--- a/.vscode/settings.json
+++ b/.vscode/settings.json
@@ -24,7 +24,8 @@
         "!Find sequence",
         "!KeyOf scalar",
         "!Context scalar",
-        "!Format sequence"
+        "!Format sequence",
+        "!Condition sequence"
     ],
     "typescript.preferences.importModuleSpecifier": "non-relative",
     "typescript.preferences.importModuleSpecifierEnding": "index",
diff --git a/authentik/blueprints/tests/fixtures/conditions_fulfilled.yaml b/authentik/blueprints/tests/fixtures/conditions_fulfilled.yaml
new file mode 100644
index 000000000..659bd84b8
--- /dev/null
+++ b/authentik/blueprints/tests/fixtures/conditions_fulfilled.yaml
@@ -0,0 +1,21 @@
+version: 1
+entries:
+- identifiers:
+    name: "%(id1)s"
+    slug: "%(id1)s"
+  model: authentik_flows.flow
+  conditions:
+  - true
+  attrs:
+    designation: stage_configuration
+    title: foo
+- identifiers:
+    name: "%(id2)s"
+    slug: "%(id2)s"
+  model: authentik_flows.flow
+  conditions:
+  - true
+  - true
+  attrs:
+    designation: stage_configuration
+    title: foo
diff --git a/authentik/blueprints/tests/fixtures/conditions_not_fulfilled.yaml b/authentik/blueprints/tests/fixtures/conditions_not_fulfilled.yaml
new file mode 100644
index 000000000..0e4b9abdb
--- /dev/null
+++ b/authentik/blueprints/tests/fixtures/conditions_not_fulfilled.yaml
@@ -0,0 +1,21 @@
+version: 1
+entries:
+- identifiers:
+    name: "%(id1)s"
+    slug: "%(id1)s"
+  model: authentik_flows.flow
+  conditions:
+  - false
+  attrs:
+    designation: stage_configuration
+    title: foo
+- identifiers:
+    name: "%(id2)s"
+    slug: "%(id2)s"
+  model: authentik_flows.flow
+  conditions:
+  - true
+  - false
+  attrs:
+    designation: stage_configuration
+    title: foo
diff --git a/authentik/blueprints/tests/fixtures/tags.yaml b/authentik/blueprints/tests/fixtures/tags.yaml
index d8b5a673d..b91132df5 100644
--- a/authentik/blueprints/tests/fixtures/tags.yaml
+++ b/authentik/blueprints/tests/fixtures/tags.yaml
@@ -14,6 +14,17 @@ entries:
     attributes:
       policy_pk1: !Format ["%s-%s", !Find [authentik_policies_expression.expressionpolicy, [!Context policy_property, !Context policy_property_value], [expression, return True]], suffix]
       policy_pk2: !Format ["%s-%s", !KeyOf policy, suffix]
+      boolAnd: !Condition [AND, !Context foo, !Format ["%s", "a_string"], 1]
+      boolNand: !Condition [NAND, !Context foo, !Format ["%s", "a_string"], 1]
+      boolOr: !Condition [OR, !Context foo, !Format ["%s", "a_string"], null]
+      boolNor: !Condition [NOR, !Context foo, !Format ["%s", "a_string"], null]
+      boolXor: !Condition [XOR, !Context foo, !Format ["%s", "a_string"], 1]
+      boolXnor: !Condition [XNOR, !Context foo, !Format ["%s", "a_string"], 1]
+      boolComplex: !Condition [XNOR, !Condition [AND, !Context non_existing], !Condition [NOR, a string], !Condition [XOR, null]]
   identifiers:
     name: test
+  conditions:
+  - !Condition [AND, true, true, text]
+  - true
+  - text
   model: authentik_core.group
diff --git a/authentik/blueprints/tests/test_v1.py b/authentik/blueprints/tests/test_v1.py
index 512660281..666c6de43 100644
--- a/authentik/blueprints/tests/test_v1.py
+++ b/authentik/blueprints/tests/test_v1.py
@@ -139,9 +139,16 @@ class TestBlueprintsV1(TransactionTestCase):
         self.assertTrue(policy)
         self.assertTrue(
             Group.objects.filter(
-                attributes__contains={
+                attributes={
                     "policy_pk1": str(policy.pk) + "-suffix",
                     "policy_pk2": str(policy.pk) + "-suffix",
+                    "boolAnd": True,
+                    "boolNand": False,
+                    "boolOr": True,
+                    "boolNor": False,
+                    "boolXor": True,
+                    "boolXnor": False,
+                    "boolComplex": True,
                 }
             )
         )
diff --git a/authentik/blueprints/tests/test_v1_conditions.py b/authentik/blueprints/tests/test_v1_conditions.py
new file mode 100644
index 000000000..02d657303
--- /dev/null
+++ b/authentik/blueprints/tests/test_v1_conditions.py
@@ -0,0 +1,43 @@
+"""Test blueprints v1"""
+from django.test import TransactionTestCase
+
+from authentik.blueprints.tests import load_yaml_fixture
+from authentik.blueprints.v1.importer import Importer
+from authentik.flows.models import Flow
+from authentik.lib.generators import generate_id
+
+
+class TestBlueprintsV1Conditions(TransactionTestCase):
+    """Test Blueprints conditions attribute"""
+
+    def test_conditions_fulfilled(self):
+        """Test conditions fulfilled"""
+        flow_slug1 = generate_id()
+        flow_slug2 = generate_id()
+        import_yaml = load_yaml_fixture(
+            "fixtures/conditions_fulfilled.yaml", id1=flow_slug1, id2=flow_slug2
+        )
+
+        importer = Importer(import_yaml)
+        self.assertTrue(importer.validate()[0])
+        self.assertTrue(importer.apply())
+        # Ensure objects exist
+        flow: Flow = Flow.objects.filter(slug=flow_slug1).first()
+        self.assertEqual(flow.slug, flow_slug1)
+        flow: Flow = Flow.objects.filter(slug=flow_slug2).first()
+        self.assertEqual(flow.slug, flow_slug2)
+
+    def test_conditions_not_fulfilled(self):
+        """Test conditions not fulfilled"""
+        flow_slug1 = generate_id()
+        flow_slug2 = generate_id()
+        import_yaml = load_yaml_fixture(
+            "fixtures/conditions_not_fulfilled.yaml", id1=flow_slug1, id2=flow_slug2
+        )
+
+        importer = Importer(import_yaml)
+        self.assertTrue(importer.validate()[0])
+        self.assertTrue(importer.apply())
+        # Ensure objects do not exist
+        self.assertFalse(Flow.objects.filter(slug=flow_slug1))
+        self.assertFalse(Flow.objects.filter(slug=flow_slug2))
diff --git a/authentik/blueprints/v1/common.py b/authentik/blueprints/v1/common.py
index 668f5091a..9e725a1d9 100644
--- a/authentik/blueprints/v1/common.py
+++ b/authentik/blueprints/v1/common.py
@@ -2,7 +2,9 @@
 from collections import OrderedDict
 from dataclasses import asdict, dataclass, field, is_dataclass
 from enum import Enum
-from typing import Any, Optional
+from functools import reduce
+from operator import ixor
+from typing import Any, Literal, Optional
 from uuid import UUID
 
 from django.apps import apps
@@ -55,6 +57,7 @@ class BlueprintEntry:
 
     model: str
     state: BlueprintEntryDesiredState = field(default=BlueprintEntryDesiredState.PRESENT)
+    conditions: list[Any] = field(default_factory=list)
     identifiers: dict[str, Any] = field(default_factory=dict)
     attrs: Optional[dict[str, Any]] = field(default_factory=dict)
 
@@ -99,6 +102,10 @@ class BlueprintEntry:
         """Get attributes of this entry, with all yaml tags resolved"""
         return self.tag_resolver(self.identifiers, blueprint)
 
+    def check_all_conditions_match(self, blueprint: "Blueprint") -> bool:
+        """Check all conditions of this entry match (evaluate to True)"""
+        return all(self.tag_resolver(self.conditions, blueprint))
+
 
 @dataclass
 class BlueprintMetadata:
@@ -241,6 +248,49 @@ class Find(YAMLTag):
         return None
 
 
+class Condition(YAMLTag):
+    """Convert all values to a single boolean"""
+
+    mode: Literal["AND", "NAND", "OR", "NOR", "XOR", "XNOR"]
+    args: list[Any]
+
+    _COMPARATORS = {
+        # Using all and any here instead of from operator import iand, ior
+        # to improve performance
+        "AND": all,
+        "NAND": lambda args: not all(args),
+        "OR": any,
+        "NOR": lambda args: not any(args),
+        "XOR": lambda args: reduce(ixor, args) if len(args) > 1 else args[0],
+        "XNOR": lambda args: not (reduce(ixor, args) if len(args) > 1 else args[0]),
+    }
+
+    # pylint: disable=unused-argument
+    def __init__(self, loader: "BlueprintLoader", node: SequenceNode) -> None:
+        super().__init__()
+        self.mode = node.value[0].value
+        self.args = []
+        for raw_node in node.value[1:]:
+            self.args.append(loader.construct_object(raw_node))
+
+    def resolve(self, entry: BlueprintEntry, blueprint: Blueprint) -> Any:
+        args = []
+        for arg in self.args:
+            if isinstance(arg, YAMLTag):
+                args.append(arg.resolve(entry, blueprint))
+            else:
+                args.append(arg)
+
+        if not args:
+            raise EntryInvalidError("At least one value is required after mode selection.")
+
+        try:
+            comparator = self._COMPARATORS[self.mode.upper()]
+            return comparator(tuple(bool(x) for x in args))
+        except (TypeError, KeyError) as exc:
+            raise EntryInvalidError(exc)
+
+
 class BlueprintDumper(SafeDumper):
     """Dump dataclasses to yaml"""
 
@@ -281,6 +331,7 @@ class BlueprintLoader(SafeLoader):
         self.add_constructor("!Find", Find)
         self.add_constructor("!Context", Context)
         self.add_constructor("!Format", Format)
+        self.add_constructor("!Condition", Condition)
 
 
 class EntryInvalidError(SentryIgnoredException):
diff --git a/authentik/blueprints/v1/importer.py b/authentik/blueprints/v1/importer.py
index da65270a9..705e103de 100644
--- a/authentik/blueprints/v1/importer.py
+++ b/authentik/blueprints/v1/importer.py
@@ -144,6 +144,10 @@ class Importer:
     # pylint: disable-msg=too-many-locals
     def _validate_single(self, entry: BlueprintEntry) -> Optional[BaseSerializer]:
         """Validate a single entry"""
+        if not entry.check_all_conditions_match(self.__import):
+            self.logger.debug("One or more conditions of this entry are not fulfilled, skipping")
+            return None
+
         model_app_label, model_name = entry.model.split(".")
         model: type[SerializerModel] = registry.get_model(model_app_label, model_name)
         # Don't use isinstance since we don't want to check for inheritance
diff --git a/website/developer-docs/blueprints/v1/structure.md b/website/developer-docs/blueprints/v1/structure.md
index 1bcfda383..78ebceb89 100644
--- a/website/developer-docs/blueprints/v1/structure.md
+++ b/website/developer-docs/blueprints/v1/structure.md
@@ -25,6 +25,18 @@ entries:
       # the object is created (and create it with the values given here), and "absent" will
       # delete the object
       state: present
+      # An optional list of boolean-like conditions. If all conditions match (or
+      # no condiitons are provided) the entry will be evaluated and acted upon
+      # as normal. Otherwise, the entry is skipped as if not defined at all.
+      # Each condition will be evaluated in Python to its boolean representation
+      # bool(<condition>). Furthermore, complex conditions can be built using
+      # a special !Condition tag. See the documentattion for custom tags for more
+      # information.
+      conditions:
+          - true
+          - text
+          - 2
+          - !Condition [AND, ...] # See custom tags section
       # Key:value filters to uniquely identify this object (required)
       identifiers:
           slug: initial-setup
diff --git a/website/developer-docs/blueprints/v1/tags.md b/website/developer-docs/blueprints/v1/tags.md
index 2970a3316..9a72cab7b 100644
--- a/website/developer-docs/blueprints/v1/tags.md
+++ b/website/developer-docs/blueprints/v1/tags.md
@@ -38,3 +38,28 @@ Find values from the context. Can optionally be called with a default like `!Con
 Example: `name: !Format [my-policy-%s, !Context instance_name]`
 
 Format a string using python's % formatting. First argument is the format string, any remaining arguments are used for formatting.
+
+#### `!Condition`
+
+Minimal example:
+
+`required: !Condition [OR, true]`
+
+Full example:
+
+```
+required: !Condition [
+    AND, # Valid modes are: AND, NAND, OR, NOR, XOR, XNOR
+    !Context instance_name,
+    !Find [authentik_flows.flow, [slug, default-password-change],
+    "My string",
+    123
+]
+```
+
+Converts one or more arguments to their boolean representations, then merges all representations together.
+Requires at least one argument after the mode selection.
+
+If only a single argument is provided, its boolean representation will be returned for all normal modes and its negated boolean representation will be returned for all negated modes.
+
+Normally, it should be used to define complex conditions for the `conditions` attribute of a blueprint entry (see [the blueprint file structure](./structure.md)). However, this is essentially just a boolean evaluator so it can be used everywhere a boolean representation is required.