diff --git a/config/policy.go b/config/policy.go
index d3b9e79c7..86c91cf05 100644
--- a/config/policy.go
+++ b/config/policy.go
@@ -8,6 +8,7 @@ import (
 	"net/url"
 	"os"
 	"regexp"
+	"sort"
 	"strings"
 	"time"
 
@@ -25,6 +26,8 @@ import (
 
 // Policy contains route specific configuration and access settings.
 type Policy struct {
+	ID string `mapstructure:"-" yaml:"-" json:"-"`
+
 	From string       `mapstructure:"from" yaml:"from"`
 	To   WeightedURLs `mapstructure:"to" yaml:"to"`
 
@@ -41,10 +44,11 @@ type Policy struct {
 	AllowedIDPClaims identity.FlattenedClaims `mapstructure:"allowed_idp_claims" yaml:"allowed_idp_claims,omitempty" json:"allowed_idp_claims,omitempty"`
 
 	// Additional route matching options
-	Prefix        string `mapstructure:"prefix" yaml:"prefix,omitempty" json:"prefix,omitempty"`
-	Path          string `mapstructure:"path" yaml:"path,omitempty" json:"path,omitempty"`
-	Regex         string `mapstructure:"regex" yaml:"regex,omitempty" json:"regex,omitempty"`
-	compiledRegex *regexp.Regexp
+	Prefix             string `mapstructure:"prefix" yaml:"prefix,omitempty" json:"prefix,omitempty"`
+	Path               string `mapstructure:"path" yaml:"path,omitempty" json:"path,omitempty"`
+	Regex              string `mapstructure:"regex" yaml:"regex,omitempty" json:"regex,omitempty"`
+	RegexPriorityOrder *int64 `mapstructure:"regex_priority_order" yaml:"regex_priority_order,omitempty" json:"regex_priority_order,omitempty"`
+	compiledRegex      *regexp.Regexp
 
 	// Path Rewrite Options
 	PrefixRewrite            string `mapstructure:"prefix_rewrite" yaml:"prefix_rewrite,omitempty" json:"prefix_rewrite,omitempty"`
@@ -223,6 +227,7 @@ func NewPolicyFromProto(pb *configpb.Route) (*Policy, error) {
 	}
 
 	p := &Policy{
+		ID:                               pb.GetId(),
 		From:                             pb.GetFrom(),
 		AllowedUsers:                     pb.GetAllowedUsers(),
 		AllowedDomains:                   pb.GetAllowedDomains(),
@@ -233,6 +238,7 @@ func NewPolicyFromProto(pb *configpb.Route) (*Policy, error) {
 		PrefixRewrite:                    pb.GetPrefixRewrite(),
 		RegexRewritePattern:              pb.GetRegexRewritePattern(),
 		RegexRewriteSubstitution:         pb.GetRegexRewriteSubstitution(),
+		RegexPriorityOrder:               pb.RegexPriorityOrder,
 		CORSAllowPreflight:               pb.GetCorsAllowPreflight(),
 		AllowPublicUnauthenticatedAccess: pb.GetAllowPublicUnauthenticatedAccess(),
 		AllowAnyAuthenticatedUser:        pb.GetAllowAnyAuthenticatedUser(),
@@ -667,3 +673,60 @@ type routeID struct {
 	Regex    string
 	Redirect *PolicyRedirect
 }
+
+/*
+SortPolicies sorts policies to match the following SQL order:
+
+	  ORDER BY from ASC,
+		path DESC NULLS LAST,
+		regex_priority_order DESC NULLS LAST,
+		regex DESC NULLS LAST
+		prefix DESC NULLS LAST,
+		id ASC
+*/
+func SortPolicies(pp []Policy) {
+	sort.SliceStable(pp, func(i, j int) bool {
+		strDesc := func(a, b string) (val bool, equal bool) {
+			return a > b, a == b
+		}
+
+		strAsc := func(a, b string) (val bool, equal bool) {
+			return a < b, a == b
+		}
+
+		intPDesc := func(a, b *int64) (val bool, equal bool) {
+			if a == nil && b == nil {
+				return false, true
+			}
+			if a == nil && b != nil {
+				return false, false
+			}
+			if a != nil && b == nil {
+				return true, false
+			}
+			return *a > *b, *a == *b
+		}
+
+		if val, equal := strAsc(pp[i].From, pp[j].From); !equal {
+			return val
+		}
+
+		if val, equal := strDesc(pp[i].Path, pp[j].Path); !equal {
+			return val
+		}
+
+		if val, equal := intPDesc(pp[i].RegexPriorityOrder, pp[j].RegexPriorityOrder); !equal {
+			return val
+		}
+
+		if val, equal := strDesc(pp[i].Regex, pp[j].Regex); !equal {
+			return val
+		}
+
+		if val, equal := strDesc(pp[i].Prefix, pp[j].Prefix); !equal {
+			return val
+		}
+
+		return pp[i].ID < pp[j].ID // Ascending order for ID
+	})
+}
diff --git a/config/policy_test.go b/config/policy_test.go
index 5efc1c68b..4a1716ccc 100644
--- a/config/policy_test.go
+++ b/config/policy_test.go
@@ -279,3 +279,64 @@ func TestPolicy_Matches(t *testing.T) {
 		assert.True(t, p.Matches(urlutil.MustParseAndValidateURL(`https://redis.example.com:6379`)))
 	})
 }
+
+func TestPolicy_SortOrder(t *testing.T) {
+	ptr := func(i int64) *int64 {
+		return &i
+	}
+
+	testCases := []struct {
+		name     string
+		policies []Policy
+		wantIDs  []string
+	}{
+		{
+			name: "regexPriorityOrder DESC NULLS LAST",
+			policies: []Policy{
+				{From: "a", Path: "/a", RegexPriorityOrder: nil, ID: "3"},
+				{From: "a", Path: "/a", RegexPriorityOrder: ptr(2), ID: "2"},
+				{From: "a", Path: "/a", RegexPriorityOrder: ptr(1), ID: "1"},
+			},
+			wantIDs: []string{"2", "1", "3"},
+		},
+		{
+			name: "from ASC",
+			policies: []Policy{
+				{From: "", Path: "", RegexPriorityOrder: nil, ID: "B"},
+				{From: "", Path: "", RegexPriorityOrder: ptr(0), ID: "C"},
+				{From: "source", Path: "/a", RegexPriorityOrder: ptr(1), ID: "A"},
+			},
+			wantIDs: []string{"C", "B", "A"},
+		},
+		{
+			name: "id ASC",
+			policies: []Policy{
+				{From: "source", Path: "/a", RegexPriorityOrder: ptr(1), Regex: "regex", Prefix: "prefix", ID: "2"},
+				{From: "source", Path: "/a", RegexPriorityOrder: ptr(1), Regex: "regex", Prefix: "prefix", ID: "1"},
+			},
+			wantIDs: []string{"1", "2"},
+		},
+		{
+			name: "path DESC",
+			policies: []Policy{
+				{From: "source", Path: "/b", RegexPriorityOrder: ptr(1), ID: "3"},
+				{From: "source", Path: "/a", RegexPriorityOrder: nil, ID: "2"},
+				{From: "source", Path: "/a", RegexPriorityOrder: ptr(2), ID: "1"},
+			},
+			wantIDs: []string{"3", "1", "2"},
+		},
+	}
+
+	for _, tt := range testCases {
+		t.Run(tt.name, func(t *testing.T) {
+			SortPolicies(tt.policies)
+
+			gotIDs := make([]string, 0, len(tt.policies))
+			for _, entity := range tt.policies {
+				gotIDs = append(gotIDs, entity.ID)
+			}
+
+			assert.Equal(t, tt.wantIDs, gotIDs)
+		})
+	}
+}
diff --git a/internal/databroker/config_source.go b/internal/databroker/config_source.go
index 8688e4115..1553450bc 100644
--- a/internal/databroker/config_source.go
+++ b/internal/databroker/config_source.go
@@ -211,6 +211,8 @@ func (src *ConfigSource) addPolicies(ctx context.Context, cfg *config.Config, po
 		seen[id] = struct{}{}
 	}
 
+	config.SortPolicies(additionalPolicies)
+
 	// add the additional policies here since calling `Validate` will reset them.
 	cfg.Options.AdditionalPolicies = append(cfg.Options.AdditionalPolicies, additionalPolicies...)
 }
diff --git a/pkg/grpc/config/config.pb.go b/pkg/grpc/config/config.pb.go
index 8a20354ff..8a8274ce4 100644
--- a/pkg/grpc/config/config.pb.go
+++ b/pkg/grpc/config/config.pb.go
@@ -355,6 +355,7 @@ type Route struct {
 	PrefixRewrite                             string                         `protobuf:"bytes,29,opt,name=prefix_rewrite,json=prefixRewrite,proto3" json:"prefix_rewrite,omitempty"`
 	RegexRewritePattern                       string                         `protobuf:"bytes,30,opt,name=regex_rewrite_pattern,json=regexRewritePattern,proto3" json:"regex_rewrite_pattern,omitempty"`
 	RegexRewriteSubstitution                  string                         `protobuf:"bytes,31,opt,name=regex_rewrite_substitution,json=regexRewriteSubstitution,proto3" json:"regex_rewrite_substitution,omitempty"`
+	RegexPriorityOrder                        *int64                         `protobuf:"varint,61,opt,name=regex_priority_order,json=regexPriorityOrder,proto3,oneof" json:"regex_priority_order,omitempty"`
 	CorsAllowPreflight                        bool                           `protobuf:"varint,10,opt,name=cors_allow_preflight,json=corsAllowPreflight,proto3" json:"cors_allow_preflight,omitempty"`
 	AllowPublicUnauthenticatedAccess          bool                           `protobuf:"varint,11,opt,name=allow_public_unauthenticated_access,json=allowPublicUnauthenticatedAccess,proto3" json:"allow_public_unauthenticated_access,omitempty"`
 	AllowAnyAuthenticatedUser                 bool                           `protobuf:"varint,33,opt,name=allow_any_authenticated_user,json=allowAnyAuthenticatedUser,proto3" json:"allow_any_authenticated_user,omitempty"`
@@ -528,6 +529,13 @@ func (x *Route) GetRegexRewriteSubstitution() string {
 	return ""
 }
 
+func (x *Route) GetRegexPriorityOrder() int64 {
+	if x != nil && x.RegexPriorityOrder != nil {
+		return *x.RegexPriorityOrder
+	}
+	return 0
+}
+
 func (x *Route) GetCorsAllowPreflight() bool {
 	if x != nil {
 		return x.CorsAllowPreflight
@@ -1902,7 +1910,7 @@ var file_config_proto_rawDesc = []byte{
 	0x72, 0x65, 0x63, 0x74, 0x42, 0x11, 0x0a, 0x0f, 0x5f, 0x70, 0x72, 0x65, 0x66, 0x69, 0x78, 0x5f,
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 	0x75, 0x74, 0x65, 0x12, 0x12, 0x0a, 0x04, 0x6e, 0x61, 0x6d, 0x65, 0x18, 0x01, 0x20, 0x01, 0x28,
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@@ -1938,158 +1946,163 @@ var file_config_proto_rawDesc = []byte{
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diff --git a/pkg/grpc/config/config.proto b/pkg/grpc/config/config.proto
index a45f65885..1ef6f1d7b 100644
--- a/pkg/grpc/config/config.proto
+++ b/pkg/grpc/config/config.proto
@@ -61,6 +61,7 @@ message Route {
   string prefix_rewrite = 29;
   string regex_rewrite_pattern = 30;
   string regex_rewrite_substitution = 31;
+  optional int64 regex_priority_order = 61;
 
   bool cors_allow_preflight = 10;
   bool allow_public_unauthenticated_access = 11;