diff --git a/core/dbt/deps/registry.py b/core/dbt/deps/registry.py
index 38afdcaf330..a1b31e3b520 100644
--- a/core/dbt/deps/registry.py
+++ b/core/dbt/deps/registry.py
@@ -88,10 +88,7 @@ def download_and_untar(self, download_url, tar_path, deps_path, package_name):
 
 class RegistryUnpinnedPackage(RegistryPackageMixin, UnpinnedPackage[RegistryPinnedPackage]):
     def __init__(
-        self,
-        package: str,
-        versions: List[semver.VersionSpecifier],
-        install_prerelease: bool
+        self, package: str, versions: List[semver.VersionSpecifier], install_prerelease: bool
     ) -> None:
         super().__init__(package)
         self.versions = versions
@@ -110,7 +107,7 @@ def from_contract(cls, contract: RegistryPackage) -> "RegistryUnpinnedPackage":
         return cls(
             package=contract.package,
             versions=versions,
-            install_prerelease=contract.install_prerelease
+            install_prerelease=contract.install_prerelease,
         )
 
     def incorporate(self, other: "RegistryUnpinnedPackage") -> "RegistryUnpinnedPackage":
diff --git a/core/dbt/semver.py b/core/dbt/semver.py
index 6d8c98872f2..ea864a61737 100644
--- a/core/dbt/semver.py
+++ b/core/dbt/semver.py
@@ -125,9 +125,9 @@ def compare(self, other):
         if self.is_unbounded or other.is_unbounded:
             return 0
 
-        for key in ['major', 'minor', 'patch', 'prerelease']:
+        for key in ["major", "minor", "patch", "prerelease"]:
             (a, b) = (getattr(self, key), getattr(other, key))
-            if key == 'prerelease':
+            if key == "prerelease":
                 if a is None and b is None:
                     continue
                 if a is None:
@@ -424,7 +424,7 @@ def resolve_to_specific_version(requested_range, available_versions):
         version = VersionSpecifier.from_version_string(version_string)
 
         if versions_compatible(version, requested_range.start, requested_range.end) and (
-           requested_range.start, requested_range.end) and
+            max_version is None or max_version.compare(version) < 0
         ):
             max_version = version
             max_version_string = version_string
@@ -432,10 +432,7 @@ def resolve_to_specific_version(requested_range, available_versions):
     return max_version_string
 
 
-def filter_installable(
-        versions: List[str],
-        install_prerelease: bool
-) -> List[str]:
+def filter_installable(versions: List[str], install_prerelease: bool) -> List[str]:
     installable = []
     installable_dict = {}
     for version_string in versions: