1. Superior Alternatives Like Textile and Org-Mode Lost to Momentum
Users lament Markdown's victory over more capable formats like Textile ("superior Sony Betamax to Markdown's VHS" – SoleilAbsolu) and Org-mode ("more featureful syntax" but Emacs-tied – d-us-vb), crediting timing and adoption: "the power of momentum leading to its mass adoption" (ChrisArchitect).
2. Simplicity and Plain-Text Readability as Key Strengths
Markdown excels as human-readable plain text for git, portability, and quick editing: "fundamentally text. No format/vendor lock-in" (Havoc); "nice looking plaintext that can be typeset" (somat); "I can 'render' it in my head very quickly" (tombert).
3. Parsing Ambiguities and Intra-Word Emphasis Issues
Frequent gripes about inconsistencies, e.g., underscores in "mark_up_": "demonstrates an ambiguity in Markdown" (akshayshah); "_ means underline :-)" in Org-mode (BeetleB); "nobody wants _ to mean 'emphasis'" (AlienRobot).
4. "Worse is Better" – Simplicity Over Complex Features
Markdown triumphed via minimalism vs. DocBook/Word: "simpler is not worse, it can... mean better" (atoav); "worse is better" trend like Java/Python (w10-1); unopinionated/limited by design (latexr).