How to Run Reddit ‘Would You Rather’ – Pro Guide

1. Manual ways to run ‘Would You Rather’ on Reddit

1. Pick the right subreddits

1. Define your audience (e.g., SaaS founders, gamers, marketers).
2. Search on Reddit for communities: type your keyword + “subreddit” in the search bar.
3. Open each subreddit and read the rules in the sidebar or the “About” tab.
4. Confirm WYR or game posts are allowed and whether promo or links are restricted.
5. Make a short list of 3–10 relevant subreddits.

Useful: Reddit’s general help center at https://support.reddithelp.com explains accounts, posts, and rules.

2. Craft strong WYR prompts by hand

1. Start from a real tension your audience feels.
2. Use clear A/B options, each with a tradeoff.
3. Keep it short enough to scan in 2 seconds.
4. Avoid obvious “correct” answers—aim for debate.
5. Write 10–20 prompts in a spreadsheet with columns: Prompt, Target Subreddit, Goal (insight, engagement, lead idea).

Example: “Would you rather 10x traffic with poor leads or flat traffic with dream buyers only?”

3. Post manually for each subreddit

1. Log into Reddit.
2. Go to your chosen subreddit.
3. Click “Create Post”.
4. Choose “Post” (text) instead of link.
5. Add a concise title (often restate the WYR question).
6. In the body, add 1–2 lines of context and a CTA like “Explain your choice in detail.”
7. Submit and monitor comments.

See posting basics at https://support.reddithelp.com/hc/en-us/sections for official guidance on posts and communities.

4. Engage the thread manually

1. Check each post several times on day one.
2. Upvote insightful comments.
3. Reply with follow‑up questions (e.g., “What makes that option a no‑brainer for you?”).
4. Copy interesting phrases into your spreadsheet.
5. At the end of the week, summarize what you learned in a doc.

5. Track results in a spreadsheet

1. For each WYR post, log: date, subreddit, prompt, upvotes, comments.
2. Add a column for “Key buyer language” and “Idea for ad/email/hook”.
3. After 10+ posts, identify which themes consistently pull engagement.

Manual methods are great for learning but don’t scale. That’s where no‑code and AI come in.

2. No‑code automation methods for Reddit WYR

1. Use scheduling and workflow tools

You can automate parts of the flow using tools like Zapier, Make, or n8n combined with Reddit’s API.

High‑level steps:

1. Create a Google Sheet that stores your WYR prompts and target subreddits.
2. In Zapier/Make, connect Google Sheets as a trigger (new row = new WYR).
3. Connect the Reddit app (via OAuth) as an action to create a text post.
4. Map sheet columns to Reddit title/body fields.
5. Add a schedule (e.g., post daily at 10:00 AM).

Pros: Less manual posting, repeatable cadence.
Cons: You still write prompts and analyze comments yourself.

2. Semi‑automated analysis

1. Use a tool like Zapier to trigger on “New comment on my Reddit post”.
2. Dump comments into a Google Sheet.
3. Use built‑in Sheets functions or a connected LLM tool to cluster comments (e.g., label as Price, Product, Support, etc.).

This gives you a lightweight research pipeline without living in Reddit.

For API and app details, start from Reddit’s official docs linked from https://support.reddithelp.com and the “Reddit API” section in their developer resources.

3. Scaling ‘Would You Rather’ with an AI computer agent

Now we move from partial automation to a true AI computer agent that uses your desktop and browser like a human. Simular’s agents (see https://www.sai.work/) are designed exactly for this: they can click, type, navigate the Reddit UI, update Sheets, and more—reliably and transparently.

Method 1: Research + ideation agent

Goal: Continuously discover winning WYR formats and generate new prompts.

How it works:

1. Configure a Sai agent to open your browser and navigate to Reddit.
2. Have it search for “would you rather” within your target subreddits.
3. The agent scrolls, opens top posts, and records:
   • Title
   • Upvotes
   • Comment count
   • Common patterns (length, tone, topics)
4. It saves this into a Google Sheet or Notion table.
5. Based on these examples, the agent drafts 20–50 new prompts tailored to your niche, storing them in the same sheet.

Pros: Data‑backed prompts, zero manual browsing.
Cons: Needs an initial configuration of what “good” looks like and where to search.

Method 2: End‑to‑end WYR campaign runner

Goal: Fully delegate recurring Reddit WYR campaigns.

Workflow the agent can execute:

1. At scheduled times, the Simular AI agent:
   • Opens Reddit.
   • Logs in (with your stored credentials, including 2FA handling as supported by your setup).
   • Reads from your WYR prompt sheet.
2. It checks subreddit rules by opening the “About” section to avoid rule violations.
3. It creates posts with tailored titles and context paragraphs.
4. It adds each post’s URL back into your sheet for tracking.
5. Later the same day, it revisits each post, scrapes top comments, and summarizes them into:
   • Key objections
   • Favorite outcomes
   • Hook ideas for ads/emails.

Pros: Truly hands‑off execution, production‑grade reliability, every action is logged and inspectable (no black box).
Cons: Requires clearer guardrails and testing before you unleash it on many subreddits.

Method 3: Insight pipeline into your sales/marketing stack

Goal: Turn Reddit WYR results into usable assets for the rest of the business.

Steps:

1. Use Sai’s webhook integration to connect the agent’s outputs to your CRM, Notion, or Slack.
2. When the agent finishes summarizing a thread, it sends:
   • A short insight report (top 3 themes).
   • A list of verbatim quotes.
   • Draft copy snippets (subject lines, hooks, angle ideas).
3. Your team receives these in Slack or as a doc, ready to plug into campaigns.

To see how Simular builds agents that behave like real users—with transparent step‑by‑step execution—review the product overview at https://www.sai.work/ and the company’s approach at https://www.simular.ai/about.