diff --git a/integrations/dsh/src/environment/host/detect.ts b/integrations/dsh/src/environment/host/detect.ts
index 4dc07750..dadd66bc 100644
--- a/integrations/dsh/src/environment/host/detect.ts
+++ b/integrations/dsh/src/environment/host/detect.ts
@@ -1,7 +1,7 @@
-import { basename, dirname, isAbsolute, join, resolve } from "node:path";
-import { join as posixJoin } from "node:path/posix";
+import { win32 } from "node:path";
 
 import { safeError } from "../../endpoint.js";
+import { pathOf } from "./paths.js";
 import type { RunCommand, RunResult } from "./runner.js";
 import { probeReme, remeVersionAtLeast } from "./reme.js";
 import type { PythonDetection, PythonEnv, PythonOrigin } from "../types.js";
@@ -177,15 +177,19 @@ export type CondaRunner = (
 
 /** Derive the conda installation root from any conda executable path. */
 export function condaRootFromPath(condaPath: string): string {
-  const dir = dirname(condaPath);
+  // The path may be written for another platform than the host, so its flavor
+  // decides the semantics: dirname must not depend on where tests run.
+  const path = pathOf(condaPath);
+  const dir = path.dirname(condaPath);
   const lower = dir.toLowerCase();
   if (lower.endsWith("\\library\\bin") || lower.endsWith("/library/bin"))
-    return dirname(dirname(dir));
+    return path.dirname(path.dirname(dir));
   if (lower.endsWith("\\scripts") || lower.endsWith("/scripts"))
-    return dirname(dir);
+    return path.dirname(dir);
   if (lower.endsWith("\\condabin") || lower.endsWith("/condabin"))
-    return dirname(dir);
-  if (lower.endsWith("\\bin") || lower.endsWith("/bin")) return dirname(dir);
+    return path.dirname(dir);
+  if (lower.endsWith("\\bin") || lower.endsWith("/bin"))
+    return path.dirname(dir);
   return "";
 }
 
@@ -202,7 +206,8 @@ export function makeCondaRunner(
 ): CondaRunner {
   const root = condaRootFromPath(condaPath);
   const exeCandidates: string[] = [];
-  if (root && windows) exeCandidates.push(join(root, "Scripts", "conda.exe"));
+  if (root && windows)
+    exeCandidates.push(win32.join(root, "Scripts", "conda.exe"));
   if (!/\.(bat|cmd)$/i.test(condaPath)) exeCandidates.push(condaPath);
   return async (args, timeoutMs = 15_000) => {
     for (const candidate of exeCandidates) {
@@ -222,22 +227,23 @@ export function makeCondaRunner(
 
 function commonCondaPaths(io: DetectIO, windows: boolean): string[] {
   const programData = io.env["ProgramData"] ?? "";
+  const path = windows ? win32 : pathOf(io.homedir);
   const candidates = windows
     ? [
-        join(io.homedir, "miniconda3", "Scripts", "conda.exe"),
-        join(io.homedir, "anaconda3", "Scripts", "conda.exe"),
-        join(programData, "miniconda3", "Scripts", "conda.exe"),
-        join(programData, "anaconda3", "Scripts", "conda.exe"),
+        path.join(io.homedir, "miniconda3", "Scripts", "conda.exe"),
+        path.join(io.homedir, "anaconda3", "Scripts", "conda.exe"),
+        path.join(programData, "miniconda3", "Scripts", "conda.exe"),
+        path.join(programData, "anaconda3", "Scripts", "conda.exe"),
       ]
     : [
-        join(io.homedir, "miniconda3", "bin", "conda"),
-        join(io.homedir, "anaconda3", "bin", "conda"),
-        join(io.homedir, "miniforge3", "bin", "conda"),
+        path.join(io.homedir, "miniconda3", "bin", "conda"),
+        path.join(io.homedir, "anaconda3", "bin", "conda"),
+        path.join(io.homedir, "miniforge3", "bin", "conda"),
         "/opt/miniconda3/bin/conda",
         "/opt/anaconda3/bin/conda",
         "/opt/homebrew/Caskroom/miniconda/base/bin/conda",
       ];
-  return candidates.filter((path) => isAbsolute(path));
+  return candidates.filter((candidate) => path.isAbsolute(candidate));
 }
 
 /* ------------------------------------------------------------------ */
@@ -274,15 +280,19 @@ function addCandidate(
 }
 
 function pathContains(dir: string, exe: string, windows: boolean): boolean {
-  const base = normalizeExe(resolve(dir), windows);
-  const full = normalizeExe(resolve(exe), windows);
+  const path = windows ? win32 : pathOf(exe);
+  const base = normalizeExe(path.resolve(dir), windows);
+  const full = normalizeExe(path.resolve(exe), windows);
   return full.startsWith(`${base}${windows ? "\\" : "/"}`);
 }
 
 /** prefix of an interpreter install from its executable location. */
 function pythonPrefix(exe: string, windows: boolean): string {
-  const parent = dirname(exe);
-  return windows || basename(parent) !== "bin" ? parent : dirname(parent);
+  const path = windows ? win32 : pathOf(exe);
+  const parent = path.dirname(exe);
+  return windows || path.basename(parent) !== "bin"
+    ? parent
+    : path.dirname(parent);
 }
 
 function isVenv(info: VerifyInfo, windows: boolean): boolean {
@@ -312,7 +322,11 @@ function classifyOrigin(
   for (const envPath of conda.envs) {
     if (envPath === conda.root) continue;
     if (pathContains(envPath, info.exe, windows))
-      return { kind: "conda", envName: basename(envPath), root: envPath };
+      return {
+        kind: "conda",
+        envName: (windows ? win32 : pathOf(envPath)).basename(envPath),
+        root: envPath,
+      };
   }
   if (conda.root && pathContains(conda.root, info.exe, windows))
     return { kind: "conda", envName: "base", root: conda.root };
@@ -321,8 +335,8 @@ function classifyOrigin(
     return {
       kind: "venv",
       baseExe: windows
-        ? join(info.basePrefix, "python.exe")
-        : posixJoin(info.basePrefix, "bin", "python3"),
+        ? win32.join(info.basePrefix, "python.exe")
+        : pathOf(info.basePrefix).join(info.basePrefix, "bin", "python3"),
     };
   if ([...candidate.sources].some((source) => source.startsWith("registry")))
     return { kind: "python.org" };
@@ -491,8 +505,8 @@ export async function detectPythonEnvs(io: DetectIO): Promise<PythonDetection> {
         addCandidate(
           candidates,
           windows
-            ? join(envPath, "python.exe")
-            : posixJoin(envPath, "bin", "python3"),
+            ? win32.join(envPath, "python.exe")
+            : pathOf(envPath).join(envPath, "bin", "python3"),
           "conda env list",
           windows,
         );
diff --git a/integrations/dsh/src/environment/host/install.ts b/integrations/dsh/src/environment/host/install.ts
index aab06b3c..f274c90a 100644
--- a/integrations/dsh/src/environment/host/install.ts
+++ b/integrations/dsh/src/environment/host/install.ts
@@ -1,8 +1,9 @@
 import { spawn } from "node:child_process";
 import { closeSync, mkdirSync, openSync, readFileSync } from "node:fs";
-import { isAbsolute, join } from "node:path";
+import { join } from "node:path";
 
 import type { InstallPhase, InstallRequest, InstallStatus } from "../types.js";
+import { pathOf } from "./paths.js";
 
 export interface InstallChild {
   pid: number | undefined;
@@ -145,7 +146,9 @@ export class InstallJobs {
 
   start(request: InstallRequest): InstallStatus {
     const pythonPath = (request.pythonPath ?? "").trim();
-    if (!pythonPath || !isAbsolute(pythonPath))
+    // The interpreter may be written for another platform than the host, so its
+    // own flavor decides whether the path is absolute.
+    if (!pythonPath || !pathOf(pythonPath).isAbsolute(pythonPath))
       throw new TypeError(
         "Install requires an absolute Python interpreter path",
       );
diff --git a/integrations/dsh/src/environment/host/paths.ts b/integrations/dsh/src/environment/host/paths.ts
new file mode 100644
index 00000000..3f61756b
--- /dev/null
+++ b/integrations/dsh/src/environment/host/paths.ts
@@ -0,0 +1,22 @@
+import { posix, win32, type PlatformPath } from "node:path";
+
+/** True when a path is written the Windows way: drive letter, UNC or backslash. */
+export function isWindowsPath(value: string): boolean {
+  return (
+    /^[A-Za-z]:[\\/]/.test(value) ||
+    value.startsWith("\\\\") ||
+    value.includes("\\")
+  );
+}
+
+/**
+ * The path flavor a value is written in.
+ *
+ * Interpreter discovery and the probes around it see paths that may belong to
+ * the simulated platform, so they must not fall back to the host's
+ * `node:path`: the same fixtures then resolve identically on Windows, macOS and
+ * Linux instead of only on the machine that wrote them.
+ */
+export function pathOf(value: string): PlatformPath {
+  return isWindowsPath(value) ? win32 : posix;
+}
diff --git a/integrations/dsh/src/environment/host/reme.ts b/integrations/dsh/src/environment/host/reme.ts
index ecdb45a2..5e6ea244 100644
--- a/integrations/dsh/src/environment/host/reme.ts
+++ b/integrations/dsh/src/environment/host/reme.ts
@@ -1,6 +1,7 @@
-import { dirname, isAbsolute, join } from "node:path";
+import { win32 } from "node:path";
 
 import type { RemeCheck, RemeProbe } from "../types.js";
+import { pathOf } from "./paths.js";
 import type { RunCommand } from "./runner.js";
 
 /** Minimum reme-ai version this DSH integration is tested against. */
@@ -67,18 +68,21 @@ export async function probeReme(
 
 /** Locate the console script installed beside the interpreter. */
 export function remeCliPath(io: RemeIO, pythonPath: string): string {
-  const directory = dirname(pythonPath);
+  // The interpreter path may be written for another platform than the host, so
+  // its flavor supplies the separators and joins.
+  const path = io.platform === "win32" ? win32 : pathOf(pythonPath);
+  const directory = path.dirname(pythonPath);
   // venv interpreters live inside the scripts/bin directory; conda ones do not.
   const scriptsDir =
     io.platform === "win32"
       ? /[\\/]scripts$/i.test(directory)
         ? directory
-        : join(directory, "Scripts")
+        : path.join(directory, "Scripts")
       : directory;
-  const candidate =
-    io.platform === "win32"
-      ? join(scriptsDir, "reme.exe")
-      : join(scriptsDir, "reme");
+  const candidate = path.join(
+    scriptsDir,
+    io.platform === "win32" ? "reme.exe" : "reme",
+  );
   return io.exists(candidate) ? candidate : "";
 }
 
@@ -91,7 +95,7 @@ export async function checkReme(
   pythonPath: string,
 ): Promise<RemeCheck> {
   const path = pythonPath.trim();
-  if (!path || !isAbsolute(path)) {
+  if (!path || !pathOf(path).isAbsolute(path)) {
     return {
       installed: false,
       version: "",
diff --git a/integrations/dsh/tests/env-detect.test.mjs b/integrations/dsh/tests/env-detect.test.mjs
index d7dad1a9..118ea565 100644
--- a/integrations/dsh/tests/env-detect.test.mjs
+++ b/integrations/dsh/tests/env-detect.test.mjs
@@ -291,6 +291,24 @@ test("parses conda json output defensively", () => {
   assert.equal(parseCondaRoot("garbage"), "");
 });
 
+test("resolves every fixture with its own platform's path semantics", () => {
+  // The flavor comes from the path, not from the host running the test, so
+  // these assertions hold on Windows, macOS and Linux alike.
+  assert.equal(
+    condaRootFromPath("D:\\ProgramFils\\Miniconda\\Scripts\\conda.exe"),
+    "D:\\ProgramFils\\Miniconda",
+  );
+  assert.equal(
+    condaRootFromPath("D:\\ProgramFils\\Miniconda\\condabin\\conda.bat"),
+    "D:\\ProgramFils\\Miniconda",
+  );
+  assert.equal(
+    condaRootFromPath("/opt/homebrew/Caskroom/miniconda/base/bin/conda"),
+    "/opt/homebrew/Caskroom/miniconda/base",
+  );
+  assert.equal(condaRootFromPath("D:\\mc\\conda.bat"), "");
+});
+
 test("derives conda roots and prefers the real conda.exe over the .bat", async () => {
   assert.equal(condaRootFromPath("D:\\mc\\Library\\bin\\conda.bat"), "D:\\mc");
   assert.equal(condaRootFromPath("D:\\mc\\Scripts\\conda.exe"), "D:\\mc");
diff --git a/integrations/dsh/tests/env-reme.test.mjs b/integrations/dsh/tests/env-reme.test.mjs
index 5776c31f..3d70a672 100644
--- a/integrations/dsh/tests/env-reme.test.mjs
+++ b/integrations/dsh/tests/env-reme.test.mjs
@@ -8,6 +8,7 @@ import {
   checkReme,
   compareVersions,
   parseRemeVersion,
+  remeCliPath,
   remeVersionAtLeast,
 } from "../dist/environment/host/reme.js";
 import {
@@ -190,6 +191,35 @@ function makeJobs(t) {
   return { jobs, children, directory };
 }
 
+test("finds the reme CLI beside a Windows interpreter on any host", () => {
+  const seen = [];
+  const cli = remeCliPath(
+    {
+      run: async () => ({ code: 0, stdout: "", stderr: "" }),
+      platform: "win32",
+      exists: (path) => {
+        seen.push(path);
+        return path.endsWith("reme.exe");
+      },
+    },
+    "C:\\env\\python.exe",
+  );
+  assert.equal(cli, "C:\\env\\Scripts\\reme.exe");
+  assert.deepEqual(seen, ["C:\\env\\Scripts\\reme.exe"]);
+});
+
+test("finds the reme CLI in a POSIX bin directory", () => {
+  const cli = remeCliPath(
+    {
+      run: async () => ({ code: 0, stdout: "", stderr: "" }),
+      platform: "linux",
+      exists: () => true,
+    },
+    "/home/u/venv/bin/python",
+  );
+  assert.equal(cli, "/home/u/venv/bin/reme");
+});
+
 test("tracks a successful pip job through exit", (t) => {
   const { jobs, children, directory } = makeJobs(t);
   const started = jobs.start({ pythonPath: "C:\\env\\python.exe" });