Boost Your Real Estate Investing Community with Would You Rather Post Ideas

Struggling to spark fun, meaningful engagement in your real estate investing community? Would You Rather questions are a playful way to get members sharing their opinions and experiences. Use these imaginative templates to drive participation and lively discussions.

Real Estate Investing 41 Templates

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Why This Works

Would You Rather posts tap into curiosity and imagination, prompting members to compare two interesting scenarios. This format lowers the barrier to participation, since members only have to choose between two options, making it easy for everyone to join in.

The playful nature of these questions encourages creative thinking and lets members share their reasoning, revealing insights about their investing style and preferences. Over time, these discussions help build camaraderie, encourage new voices, and keep community conversations fresh and dynamic.

41 Ready-to-Use Templates

1

Would you rather flip a single high-end property or multiple budget homes this year?

💡 Example: "Would you rather flip a single high-end property or multiple budget homes this year?"

🟡 Medium Engagement Barrier 👤 Average #strategy #flipping
2

Would you rather invest in a city you know well or take a chance on an emerging market?

💡 Example: "Would you rather invest in a city you know well or take a chance on an emerging market?"

🟡 Medium Engagement Barrier 👤 Irregular #market #risk
3

Would you rather manage tenants yourself or hire a property management company? Tell us why.

💡 Example: "Would you rather manage tenants yourself or hire a property management company? Tell us why."

🔴 High Engagement Barrier 👤 Frequent #management #discussion
4

Would you rather have a portfolio of single-family homes or a few multifamily units?

💡 Example: "Would you rather have a portfolio of single-family homes or a few multifamily units?"

🟡 Medium Engagement Barrier 👤 Average #portfolio #units
5

Would you rather invest in short-term rentals or long-term leases? Why?

💡 Example: "Would you rather invest in short-term rentals or long-term leases? Why?"

🔴 High Engagement Barrier 👤 Top #rentals #strategy
6

Would you rather buy a fixer-upper at a discount or pay more for a turnkey property?

💡 Example: "Would you rather buy a fixer-upper at a discount or pay more for a turnkey property?"

🟡 Medium Engagement Barrier 👤 Average #fixer-upper #turnkey
7

Would you rather partner up with another investor or go it alone for your next deal?

💡 Example: "Would you rather partner up with another investor or go it alone for your next deal?"

🟡 Medium Engagement Barrier 👤 Average #partnership #solo
8

Would you rather have a property in a bustling city or a quiet rural area? Share your choice.

💡 Example: "Would you rather have a property in a bustling city or a quiet rural area? Share your choice."

🔴 High Engagement Barrier 👤 Frequent #location #preference
9

Would you rather find deals through networking or online listings?

💡 Example: "Would you rather find deals through networking or online listings?"

🟢 Low Engagement Barrier 👤 Lurker #deals #sourcing
10

Would you rather take a big risk for high returns or play it safe with steady cash flow?

💡 Example: "Would you rather take a big risk for high returns or play it safe with steady cash flow?"

🟡 Medium Engagement Barrier 👤 Irregular #risk #returns
11

Would you rather own one luxury property or several small rental units?

💡 Example: "Would you rather own one luxury property or several small rental units?"

🟡 Medium Engagement Barrier 👤 Average #luxury #rental
12

Would you rather renovate an old historic building or build new from scratch? Why?

💡 Example: "Would you rather renovate an old historic building or build new from scratch? Why?"

🔴 High Engagement Barrier 👤 Frequent #renovation #development
13

Would you rather own commercial properties or stick to residential real estate?

💡 Example: "Would you rather own commercial properties or stick to residential real estate?"

🟡 Medium Engagement Barrier 👤 Average #commercial #residential
14

Would you rather buy in your home country or invest internationally?

💡 Example: "Would you rather buy in your home country or invest internationally?"

🟡 Medium Engagement Barrier 👤 Irregular #international #domestic
15

Would you rather secure a loan with a low interest rate or flexible terms? Explain your pick.

💡 Example: "Would you rather secure a loan with a low interest rate or flexible terms? Explain your pick."

🔴 High Engagement Barrier 👤 Top #financing #loans
16

Would you rather have consistent but small monthly profits or occasional big windfalls?

💡 Example: "Would you rather have consistent but small monthly profits or occasional big windfalls?"

🟡 Medium Engagement Barrier 👤 Average #profits #cash flow
17

Would you rather deal with a fixer-upper disaster or a problem tenant? Which is easier for you?

💡 Example: "Would you rather deal with a fixer-upper disaster or a problem tenant? Which is easier for you?"

🔴 High Engagement Barrier 👤 Frequent #challenges #problems
18

Would you rather attend a real estate conference or take an online investing course?

💡 Example: "Would you rather attend a real estate conference or take an online investing course?"

🟡 Medium Engagement Barrier 👤 Irregular #education #learning
19

Would you rather invest in new developments or established neighborhoods? Why?

💡 Example: "Would you rather invest in new developments or established neighborhoods? Why?"

🔴 High Engagement Barrier 👤 Top #developments #neighborhoods
20

Would you rather have a hands-on role or be a passive investor in your next deal?

💡 Example: "Would you rather have a hands-on role or be a passive investor in your next deal?"

🟡 Medium Engagement Barrier 👤 Average #active #passive
21

Would you rather inherit a property with lots of issues or buy a ready-to-rent unit?

💡 Example: "Would you rather inherit a property with lots of issues or buy a ready-to-rent unit?"

🟡 Medium Engagement Barrier 👤 Average #inherit #ready-to-rent
22

Would you rather work with a mentor or learn by trial and error?

💡 Example: "Would you rather work with a mentor or learn by trial and error?"

🟢 Low Engagement Barrier 👤 Lurker #mentorship #learning
23

Would you rather buy at auction or through a traditional agent? Share your reasons.

💡 Example: "Would you rather buy at auction or through a traditional agent? Share your reasons."

🔴 High Engagement Barrier 👤 Frequent #auction #agent
24

Would you rather focus on cash flow or appreciation in your investment strategy?

💡 Example: "Would you rather focus on cash flow or appreciation in your investment strategy?"

🟡 Medium Engagement Barrier 👤 Average #cash flow #appreciation
25

Would you rather own property in a vacation hotspot or in a business district?

💡 Example: "Would you rather own property in a vacation hotspot or in a business district?"

🟡 Medium Engagement Barrier 👤 Irregular #location #vacation
26

Would you rather have one long-term tenant or several short-term guests each year?

💡 Example: "Would you rather have one long-term tenant or several short-term guests each year?"

🟡 Medium Engagement Barrier 👤 Average #tenants #short-term
27

Would you rather invest in a property with high appreciation or high rental yield?

💡 Example: "Would you rather invest in a property with high appreciation or high rental yield?"

🟡 Medium Engagement Barrier 👤 Average #yield #appreciation
28

Would you rather buy a small multifamily building or several single-family homes?

💡 Example: "Would you rather buy a small multifamily building or several single-family homes?"

🟡 Medium Engagement Barrier 👤 Irregular #multifamily #single-family
29

Would you rather renovate kitchens or bathrooms for higher ROI? Why?

💡 Example: "Would you rather renovate kitchens or bathrooms for higher ROI? Why?"

🔴 High Engagement Barrier 👤 Frequent #renovation #ROI
30

Would you rather be known for finding hidden gems or closing lightning-fast deals?

💡 Example: "Would you rather be known for finding hidden gems or closing lightning-fast deals?"

🟡 Medium Engagement Barrier 👤 Average #reputation #deals
31

Would you rather invest with friends or keep business and friendship separate?

💡 Example: "Would you rather invest with friends or keep business and friendship separate?"

🟢 Low Engagement Barrier 👤 Lurker #friends #business
32

Would you rather own a property with a pool or with a huge backyard? What is your pick?

💡 Example: "Would you rather own a property with a pool or with a huge backyard? What is your pick?"

🔴 High Engagement Barrier 👤 Frequent #features #preference
33

Would you rather have full control of all decisions or delegate most tasks?

💡 Example: "Would you rather have full control of all decisions or delegate most tasks?"

🟡 Medium Engagement Barrier 👤 Average #control #delegation
34

Would you rather invest in properties near schools or near public transport?

💡 Example: "Would you rather invest in properties near schools or near public transport?"

🟡 Medium Engagement Barrier 👤 Average #location #schools
35

Would you rather buy in a buyer's market or sell in a seller's market? Tell us why.

💡 Example: "Would you rather buy in a buyer's market or sell in a seller's market? Tell us why."

🔴 High Engagement Barrier 👤 Top #market #timing
36

Would you rather use your own money or raise capital from investors?

💡 Example: "Would you rather use your own money or raise capital from investors?"

🟡 Medium Engagement Barrier 👤 Average #capital #funding
37

Would you rather have a property with smart tech features or classic charm?

💡 Example: "Would you rather have a property with smart tech features or classic charm?"

🟡 Medium Engagement Barrier 👤 Average #tech #classic
38

Would you rather spend more on marketing or on renovations for your next listing?

💡 Example: "Would you rather spend more on marketing or on renovations for your next listing?"

🟡 Medium Engagement Barrier 👤 Irregular #marketing #renovation
39

Would you rather own a penthouse in the city or a farmhouse on the outskirts?

💡 Example: "Would you rather own a penthouse in the city or a farmhouse on the outskirts?"

🟡 Medium Engagement Barrier 👤 Average #penthouse #farmhouse
40

Would you rather have a tenant who pays late but stays for years or one who pays on time but moves out often?

💡 Example: "Would you rather have a tenant who pays late but stays for years or one who pays on time but moves out often?"

🔴 High Engagement Barrier 👤 Top #tenants #payment
41

Would you rather buy a property sight unseen or only after multiple visits?

💡 Example: "Would you rather buy a property sight unseen or only after multiple visits?"

🟡 Medium Engagement Barrier 👤 Average #buying #sight unseen

How to Use These Templates

Pick a template that fits your group's mood or topical focus, then post it as a new discussion or as a story/poll. Encourage members to reply with their choice and the reasons behind it. Consider tagging or mentioning members to spark responses. You can also use these as icebreakers in onboarding, or as regular engagement rituals to keep your community lively.

Best Practices

  • Keep scenarios relevant to real estate investing but fun and light-hearted.
  • Encourage members to explain their reasoning, not just pick an option.
  • Rotate topics between beginner and advanced investing situations.
  • Monitor responses to avoid controversial or overly complex debates.
  • Use member replies as a springboard for deeper follow-up discussions.

All Platforms Tips

For all platforms, keep your Would You Rather questions concise and visually clear. Use line breaks or bolding to separate the two options. On forums or Facebook, pin the question for greater visibility. On chat-based platforms, use these to kick off daily threads or quick polls. Always acknowledge and respond to member answers to encourage more engagement.

Frequently Asked Questions

How often should I post Would You Rather questions?

Aim for once a week or as a regular feature to keep engagement high without overwhelming members.

How can I encourage more thoughtful answers?

Prompt members to explain their reasoning, and follow up with questions or comments on their responses.

Are these questions suitable for all experience levels?

Yes, questions are designed to be accessible for both beginners and seasoned investors. Rotate topics to reach everyone.

What if a question sparks a heated debate?

Monitor discussions and step in if needed. Remind members to keep conversations respectful and focused on learning.

Can I customize the templates for my community?

Absolutely. Feel free to tweak scenarios, add local context, or adjust tone to fit your group's culture.

Should I use images or just text for these prompts?

Text works well, but adding relevant images or graphics can boost visibility and engagement, especially on social platforms.

What is the best way to handle low participation?

Tag or @mention a few active members to kickstart replies, and always thank people for sharing their views.

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