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Migration from assertpy

assertpy2 is a drop-in, fully typed replacement for the original assertpy - the same assert_that(...) API, so for most projects the switch is a single import.

TL;DR

On Python 3.10+, replace from assertpy import ... with from assertpy2 import ... and run your tests. The assertions you already use carry over unchanged.

Before you start

  • Python 3.10+ is required. The original assertpy ran on Python 2.7 and 3.x. assertpy2 targets 3.10 through 3.15. If you are on an older interpreter, upgrade Python first - this is the only hard requirement of the migration.
  • No runtime dependencies on Python 3.11+. On 3.10 a single tiny backport (typing_extensions) is pulled in automatically. The extras ([json], [data], [allure], [behave]) stay opt-in.

Switch the import

Swap the dependency first - uninstall assertpy, install assertpy2, and update your requirements/pyproject - then switch the imports:

from assertpy import assert_that, soft_assertions, fail


from assertpy2 import assert_that, soft_assertions, fail

If you import the module instead of its names, alias it so existing call sites keep working:

import assertpy2 as assertpy  # `assertpy.assert_that(...)` call sites stay unchanged

A project-wide find-and-replace of from assertpy import to from assertpy2 import is usually the entire migration.

Automate it across a project 

grep -rl --include="*.py" "assertpy" . \
  | xargs sed -i 's/from assertpy import/from assertpy2 import/g'
Review the diff afterwards: the replacement only rewrites from assertpy import lines. For import assertpy usages, prefer the alias shown above.

What stays the same

assertpy2 is a superset of the original, so the assertions you already use are present and produce the same results:

  • the assert_that() entry point and fluent (return self) chaining
  • strings, numbers, lists, tuples, dicts, sets, booleans, None, dates, files, and objects
  • dynamic has_<name>() assertions and extracting() with filter and sort
  • soft assertions, expected exceptions (raises().when_called_with()), fail(), assert_warn(), snapshot testing, and add_extension()
  • the existing failure messages, apart from the extra detail noted below.

Backward-compatible failures

Failing assertions now raise AssertionFailure, a subclass of AssertionError. Existing except AssertionError handlers keep working unchanged. The subclass simply carries extra structured data.

If your tests assert on message text

assertpy2 writes more into some failures than the original did, usually by adding to the end of the message. A pytest.raises(match=...) or a substring check keeps passing. Comparing a whole message with == is the one thing that can break, both on the switch and between assertpy2 versions. Prefer matching a substring, or skip the text entirely and assert on the structured data the failure carries: AssertionFailure.actual, .expected, and .diff.

What improves automatically

You get these the moment you switch, without touching any test code:

  • Thread-safe and async-safe soft assertions. State is isolated per thread and per asyncio.Task via contextvars, so soft assertions are safe under pytest-xdist and asyncio. The original's soft assertions were not thread-safe.
  • Structured failures and rich diffs. Failures carry .actual / .expected / .diff, and the diff is rendered into the message itself (so it shows in unittest, plain scripts, and CI logs). Under pytest the auto-registered plugin renders it as a colored report section instead - recursive for lists, dicts, dataclasses, namedtuples, attrs classes, and Pydantic models. Set assertpy2_diff = "off" to turn that section off.
  • Static typing. With py.typed and @overload protocols your editor filters autocomplete by the value's type, and a type checker flags misuse before the tests run - see Type Safety.

What you can now adopt

New capabilities the original never had, ready whenever you want them:

See the comparison for the full feature delta.