diff --git a/ruma-common/CHANGELOG.md b/ruma-common/CHANGELOG.md
index 9a4c7373..f8b2e976 100644
--- a/ruma-common/CHANGELOG.md
+++ b/ruma-common/CHANGELOG.md
@@ -18,6 +18,8 @@ Improvements:
 * Add `push::{PusherData, PushFormat}` (moved from `ruma_client_api::r0::push`)
 * Add `authentication::TokenType` (moved from
   `ruma_client_api::r0::account:request_openid_token`)
+* Add `push::PushCondition::applies` and
+  `push::{FlattenedJson, PushConditionRoomCtx}`
 
 # 0.2.0
 
diff --git a/ruma-common/Cargo.toml b/ruma-common/Cargo.toml
index baf348ba..fdb24349 100644
--- a/ruma-common/Cargo.toml
+++ b/ruma-common/Cargo.toml
@@ -18,6 +18,8 @@ ruma-serde = { version = "0.3.1", path = "../ruma-serde" }
 serde = { version = "1.0.118", features = ["derive"] }
 serde_json = { version = "1.0.60", features = ["raw_value"] }
 indexmap = { version = "1.6.2", features = ["serde-1"] }
+wildmatch = "2.0.0"
+tracing = "0.1.25"
 
 [dev-dependencies]
 matches = "0.1.8"
diff --git a/ruma-common/src/power_levels.rs b/ruma-common/src/power_levels.rs
index 07d04dc8..59d1ce41 100644
--- a/ruma-common/src/power_levels.rs
+++ b/ruma-common/src/power_levels.rs
@@ -14,6 +14,16 @@ pub struct NotificationPowerLevels {
     pub room: Int,
 }
 
+impl NotificationPowerLevels {
+    /// Value associated with the given `key`.
+    pub fn get(&self, key: &str) -> Option<&Int> {
+        match key {
+            "room" => Some(&self.room),
+            _ => None,
+        }
+    }
+}
+
 impl Default for NotificationPowerLevels {
     fn default() -> Self {
         Self { room: default_power_level() }
diff --git a/ruma-common/src/push/condition.rs b/ruma-common/src/push/condition.rs
index 74816445..c788e19b 100644
--- a/ruma-common/src/push/condition.rs
+++ b/ruma-common/src/push/condition.rs
@@ -1,4 +1,14 @@
+use std::{collections::BTreeMap, convert::TryFrom, ops::RangeBounds, str::FromStr};
+
+use js_int::{Int, UInt};
+use ruma_identifiers::UserId;
+use ruma_serde::Raw;
 use serde::{Deserialize, Serialize};
+use serde_json::{to_value as to_json_value, value::Value as JsonValue};
+use tracing::warn;
+use wildmatch::WildMatch;
+
+use crate::power_levels::NotificationPowerLevels;
 
 mod room_member_count_is;
 
@@ -42,13 +52,269 @@ pub enum PushCondition {
     },
 }
 
+impl PushCondition {
+    /// Check if this condition applies to the event.
+    ///
+    /// # Arguments
+    ///
+    /// * `event` - The flattened JSON representation of a room message event.
+    /// * `context` - The context of the room at the time of the event.
+    pub fn applies(&self, event: &FlattenedJson, context: &PushConditionRoomCtx) -> bool {
+        match self {
+            Self::EventMatch { key, pattern } => {
+                let value = match key.as_str() {
+                    "room_id" => &context.room_id,
+                    _ => match event.get(key) {
+                        Some(v) => v,
+                        None => return false,
+                    },
+                };
+
+                value.matches_pattern(pattern, key == "content.body")
+            }
+            Self::ContainsDisplayName => {
+                let value = match event.get("content.body") {
+                    Some(v) => v,
+                    None => return false,
+                };
+
+                value.matches_pattern(&context.user_display_name, true)
+            }
+            Self::RoomMemberCount { is } => is.contains(&context.member_count),
+            Self::SenderNotificationPermission { key } => {
+                let sender_id = match event.get("sender") {
+                    Some(v) => match UserId::try_from(v) {
+                        Ok(u) => u,
+                        Err(_) => return false,
+                    },
+                    None => return false,
+                };
+
+                let sender_level = context
+                    .users_power_levels
+                    .get(&sender_id)
+                    .unwrap_or(&context.default_power_level);
+
+                match context.notification_power_levels.get(key) {
+                    Some(l) => sender_level >= l,
+                    None => false,
+                }
+            }
+        }
+    }
+}
+
+/// The context of the room associated to an event to be able to test all push conditions.
+#[derive(Clone, Debug)]
+pub struct PushConditionRoomCtx {
+    /// The roomId of the room.
+    pub room_id: String,
+
+    /// The number of members in the room.
+    pub member_count: UInt,
+
+    /// The display name of the current user in the room.
+    pub user_display_name: String,
+
+    /// The power levels of the users of the room.
+    pub users_power_levels: BTreeMap<UserId, Int>,
+
+    /// The default power level of the users of the room.
+    pub default_power_level: Int,
+
+    /// The notification power levels of the room.
+    pub notification_power_levels: NotificationPowerLevels,
+}
+
+/// Additional functions for character matching.
+trait CharExt {
+    /// Whether or not this char can be part of a word.
+    fn is_word_char(&self) -> bool;
+}
+
+impl CharExt for char {
+    fn is_word_char(&self) -> bool {
+        self.is_alphanumeric() || *self == '_'
+    }
+}
+
+/// Additional functions for string matching.
+trait StrExt {
+    /// Get the length of the char at `index`. The byte index must correspond to
+    /// the start of a char boundary.
+    fn char_len(&self, index: usize) -> usize;
+
+    /// Get the char at `index`. The byte index must correspond to the start of
+    /// a char boundary.
+    fn char_at(&self, index: usize) -> char;
+
+    /// Get the index of the char that is before the char at `index`. The byte index
+    /// must correspond to a char boundary.
+    ///
+    /// Returns `None` if there's no previous char. Otherwise, returns the char.
+    fn find_prev_char(&self, index: usize) -> Option<char>;
+
+    /// Matches this string against `pattern`.
+    ///
+    /// The match is case insensitive.
+    ///
+    /// If `match_words` is `true`, looks for `pattern` as a substring of `self`,
+    /// and checks that it is separated from other words. Otherwise, checks
+    /// `pattern` as a glob with wildcards `*` and `?`.
+    fn matches_pattern(&self, pattern: &str, match_words: bool) -> bool;
+
+    /// Matches this string against `pattern`, with word boundaries.
+    ///
+    /// The match is case sensitive.
+    fn matches_word(&self, pattern: &str) -> bool;
+}
+
+impl StrExt for str {
+    fn char_len(&self, index: usize) -> usize {
+        let mut len = 1;
+        while !self.is_char_boundary(index + len) {
+            len += 1;
+        }
+        len
+    }
+
+    fn char_at(&self, index: usize) -> char {
+        let end = index + self.char_len(index);
+        let char_str = &self[index..end];
+        char::from_str(char_str)
+            .unwrap_or_else(|_| panic!("Could not convert str '{}' to char", char_str))
+    }
+
+    fn find_prev_char(&self, index: usize) -> Option<char> {
+        if index == 0 {
+            return None;
+        }
+
+        let mut pos = index - 1;
+        while !self.is_char_boundary(pos) {
+            pos -= 1;
+        }
+        Some(self.char_at(pos))
+    }
+
+    fn matches_pattern(&self, pattern: &str, match_words: bool) -> bool {
+        if self.is_empty() || pattern.is_empty() {
+            return false;
+        }
+
+        let value = &self.to_lowercase();
+        let pattern = &pattern.to_lowercase();
+
+        if match_words {
+            value.matches_word(pattern)
+        } else {
+            WildMatch::new(pattern).matches(value)
+        }
+    }
+
+    fn matches_word(&self, pattern: &str) -> bool {
+        match self.find(pattern) {
+            Some(start) => {
+                let end = start + pattern.len();
+
+                // Look if the match has word boundaries.
+                let word_boundary_start = !self.char_at(start).is_word_char()
+                    || self.find_prev_char(start).map_or(true, |c| !c.is_word_char());
+
+                if word_boundary_start {
+                    let word_boundary_end = end == self.len()
+                        || !self.find_prev_char(end).unwrap().is_word_char()
+                        || !self.char_at(end).is_word_char();
+
+                    if word_boundary_end {
+                        return true;
+                    }
+                }
+
+                // Find next word.
+                let non_word_str = &self[start..];
+                let non_word = match non_word_str.find(|c: char| !c.is_word_char()) {
+                    Some(pos) => pos,
+                    None => return false,
+                };
+
+                let word_str = &non_word_str[non_word..];
+                let word = match word_str.find(|c: char| c.is_word_char()) {
+                    Some(pos) => pos,
+                    None => return false,
+                };
+
+                word_str[word..].matches_word(pattern)
+            }
+            None => false,
+        }
+    }
+}
+
+/// The flattened representation of a JSON object.
+#[derive(Clone, Debug)]
+pub struct FlattenedJson {
+    /// The internal map containing the flattened JSON as a pair path, value.
+    map: BTreeMap<String, String>,
+}
+
+impl FlattenedJson {
+    /// Create a `FlattenedJson` from `Raw`.
+    pub fn from_raw<T>(raw: &Raw<T>) -> Self
+    where
+        T: Serialize,
+    {
+        let mut s = Self { map: BTreeMap::new() };
+
+        s.flatten_value(to_json_value(raw).unwrap(), "".into());
+
+        s
+    }
+
+    /// Flatten and insert the `value` at `path`.
+    fn flatten_value(&mut self, value: JsonValue, path: String) {
+        match value {
+            JsonValue::Object(fields) => {
+                for (key, value) in fields {
+                    let path = if path.is_empty() { key } else { format!("{}.{}", path, key) };
+                    self.flatten_value(value, path);
+                }
+            }
+            JsonValue::String(s) => {
+                if self.map.insert(path.clone(), s).is_some() {
+                    warn!("Duplicate path in flattened JSON: {}", path);
+                };
+            }
+            JsonValue::Number(_) | JsonValue::Bool(_) => {
+                if self.map.insert(path.clone(), value.to_string()).is_some() {
+                    warn!("Duplicate path in flattened JSON: {}", path);
+                };
+            }
+            JsonValue::Array(_) | JsonValue::Null => {}
+        }
+    }
+
+    /// Value associated with the given `path`.
+    pub fn get(&self, path: &str) -> Option<&str> {
+        self.map.get(path).map(|s| s.as_str())
+    }
+}
+
 #[cfg(test)]
 mod tests {
+    use std::collections::BTreeMap;
+
     use js_int::uint;
     use matches::assert_matches;
-    use serde_json::{from_value as from_json_value, json, to_value as to_json_value};
+    use ruma_identifiers::user_id;
+    use ruma_serde::Raw;
+    use serde_json::{
+        from_value as from_json_value, json, to_value as to_json_value, Value as JsonValue,
+    };
 
-    use super::{PushCondition, RoomMemberCountIs};
+    use crate::power_levels::NotificationPowerLevels;
+
+    use super::{FlattenedJson, PushCondition, PushConditionRoomCtx, RoomMemberCountIs, StrExt};
 
     #[test]
     fn serialize_event_match_condition() {
@@ -151,4 +417,178 @@ mod tests {
             } if key == "room"
         );
     }
+
+    #[test]
+    fn words_match() {
+        assert!("foo bar".matches_word("foo"));
+        assert!(!"Foo bar".matches_word("foo"));
+        assert!(!"foobar".matches_word("foo"));
+        assert!("foobar foo".matches_word("foo"));
+        assert!(!"foobar foobar".matches_word("foo"));
+        assert!(!"foobar bar".matches_word("bar bar"));
+        assert!("foobar bar bar".matches_word("bar bar"));
+        assert!(!"foobar bar barfoo".matches_word("bar bar"));
+        assert!("conduit ⚡️".matches_word("conduit ⚡️"));
+        assert!("conduit ⚡️".matches_word("conduit"));
+        assert!("conduit ⚡️".matches_word("⚡️"));
+        assert!("conduit⚡️".matches_word("conduit"));
+        assert!("conduit⚡️".matches_word("⚡️"));
+        assert!("⚡️conduit".matches_word("conduit"));
+        assert!("⚡️conduit".matches_word("⚡️"));
+        assert!("Ruma Dev👩‍💻".matches_word("Dev"));
+        assert!("Ruma Dev👩‍💻".matches_word("👩‍💻"));
+        assert!("Ruma Dev👩‍💻".matches_word("Dev👩‍💻"));
+    }
+
+    #[test]
+    fn patterns_match() {
+        // Word matching
+        assert!("foo bar".matches_pattern("foo", true));
+        assert!("Foo bar".matches_pattern("foo", true));
+        assert!(!"foobar".matches_pattern("foo", true));
+        assert!(!"foo bar".matches_pattern("foo*", true));
+
+        // Glob matching
+        assert!(!"foo bar".matches_pattern("foo", false));
+        assert!("foo".matches_pattern("foo", false));
+        assert!("foo".matches_pattern("foo*", false));
+        assert!("foobar".matches_pattern("foo*", false));
+        assert!("foo bar".matches_pattern("foo*", false));
+        assert!(!"foo".matches_pattern("foo?", false));
+        assert!("foo".matches_pattern("fo?", false));
+        assert!("FOO".matches_pattern("foo", false));
+    }
+
+    #[test]
+    fn conditions_apply_to_events() {
+        let first_sender = user_id!("@worthy_whale:server.name");
+
+        let mut users_power_levels = BTreeMap::new();
+        users_power_levels.insert(first_sender.clone(), 25.into());
+
+        let context = PushConditionRoomCtx {
+            room_id: "!room:server.name".into(),
+            member_count: 3u8.into(),
+            user_display_name: "Groovy Gorilla".into(),
+            users_power_levels,
+            default_power_level: 50.into(),
+            notification_power_levels: NotificationPowerLevels { room: 50.into() },
+        };
+
+        let first_event_raw = serde_json::from_str::<Raw<JsonValue>>(
+            r#"{
+                "sender": "@worthy_whale:server.name",
+                "content": {
+                    "msgtype": "m.text",
+                    "body": "@room Give a warm welcome to Groovy Gorilla"
+                }
+            }"#,
+        )
+        .unwrap();
+        let first_event = FlattenedJson::from_raw(&first_event_raw);
+
+        let second_event_raw = serde_json::from_str::<Raw<JsonValue>>(
+            r#"{
+                "sender": "@party_bot:server.name",
+                "content": {
+                    "msgtype": "m.notice",
+                    "body": "@room Ready to come to the party?"
+                }
+            }"#,
+        )
+        .unwrap();
+        let second_event = FlattenedJson::from_raw(&second_event_raw);
+
+        let correct_room = PushCondition::EventMatch {
+            key: "room_id".into(),
+            pattern: "!room:server.name".into(),
+        };
+        let incorrect_room = PushCondition::EventMatch {
+            key: "room_id".into(),
+            pattern: "!incorrect:server.name".into(),
+        };
+
+        assert!(correct_room.applies(&first_event, &context));
+        assert!(!incorrect_room.applies(&first_event, &context));
+
+        let keyword =
+            PushCondition::EventMatch { key: "content.body".into(), pattern: "come".into() };
+
+        assert!(!keyword.applies(&first_event, &context));
+        assert!(keyword.applies(&second_event, &context));
+
+        let msgtype =
+            PushCondition::EventMatch { key: "content.msgtype".into(), pattern: "m.notice".into() };
+
+        assert!(!msgtype.applies(&first_event, &context));
+        assert!(msgtype.applies(&second_event, &context));
+
+        let member_count_eq =
+            PushCondition::RoomMemberCount { is: RoomMemberCountIs::from(uint!(3)) };
+        let member_count_gt =
+            PushCondition::RoomMemberCount { is: RoomMemberCountIs::from(uint!(2)..) };
+        let member_count_lt =
+            PushCondition::RoomMemberCount { is: RoomMemberCountIs::from(..uint!(3)) };
+
+        assert!(member_count_eq.applies(&first_event, &context));
+        assert!(member_count_gt.applies(&first_event, &context));
+        assert!(!member_count_lt.applies(&first_event, &context));
+
+        let contains_display_name = PushCondition::ContainsDisplayName;
+
+        assert!(contains_display_name.applies(&first_event, &context));
+        assert!(!contains_display_name.applies(&second_event, &context));
+
+        let sender_notification_permission =
+            PushCondition::SenderNotificationPermission { key: "room".into() };
+
+        assert!(!sender_notification_permission.applies(&first_event, &context));
+        assert!(sender_notification_permission.applies(&second_event, &context));
+    }
+
+    #[test]
+    fn flattened_json_values() {
+        let raw = serde_json::from_str::<Raw<JsonValue>>(
+            r#"{
+                "string": "Hello World",
+                "number": 10,
+                "array": [1, 2],
+                "boolean": true,
+                "null": null
+            }"#,
+        )
+        .unwrap();
+
+        let mut map = BTreeMap::new();
+        map.insert("string".into(), "Hello World".into());
+        map.insert("number".into(), "10".into());
+        map.insert("boolean".into(), "true".into());
+
+        let flattened = FlattenedJson::from_raw(&raw);
+        assert_eq!(flattened.map, map);
+    }
+
+    #[test]
+    fn flattened_json_nested() {
+        let raw = serde_json::from_str::<Raw<JsonValue>>(
+            r#"{
+                "desc": "Level 0",
+                "up": {
+                    "desc": "Level 1",
+                    "up": {
+                        "desc": "Level 2"
+                    }
+                }
+            }"#,
+        )
+        .unwrap();
+
+        let mut map = BTreeMap::new();
+        map.insert("desc".into(), "Level 0".into());
+        map.insert("up.desc".into(), "Level 1".into());
+        map.insert("up.up.desc".into(), "Level 2".into());
+
+        let flattened = FlattenedJson::from_raw(&raw);
+        assert_eq!(flattened.map, map);
+    }
 }