The verdict
For a small B2B team, pick Fiverr when the task is small and clearly defined and you want it done fast. Compare the listings, check samples, and order.
Pick Upwork when the work needs a conversation, runs over several weeks, or is hourly or part-time. Writing a clear brief is the key step, because the quality of the result depends more on the job post than on the platform.
If you already know a freelancer, Upwork also lets you bring them on with a direct contract, so payment and paperwork stay in one place. For a role that is really a permanent teammate, hire a person instead of using either.