Comparison

SquadUP vs Should I?

Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.

Head to head
About

SquadUP

Plan and manage events seamlessly from your mobile device. This app offers group messaging, photo sharing, event discovery, and social media integration to create engaging experiences for attendees.

Highlights
  • Event creation and management
  • Group messaging
  • Photo sharing
  • Social media integration
  • Event registration and ticket scanning
  • Live social gallery
  • Event discovery
Features
Read full description

SquadUP - Event Planning on Your Mobile Phone - Free to Download - Group Messaging - Photo Sharing - Event Discovery - Passbook Integration - Social Media Gallery - Event Registration - Ticket Scanning SquadUP is the social way to plan the perfect event right from your mobile phone. Create and manage events with SquadUP including social sharing, content curation from Facebook, Twitter and Instagram via event hashtags, real-time messaging for event attendees, photo sharing, mobile check in and registration. SquadUP offers a Social Gallery where guests can view photos and videos before, during and after events. SquadUP provides the tools you need to create an experience, not just an event. Features of SquadUP include: - Create and manage events right from your phone - Free to download - Send invitations, buy tickets, track RSVPs and ticket sales - Create a customized event web and mobile page that seamlessly integrates with all social media channels - Check in guests with just one tap or scan tickets - Real-time messaging for you and your guests during the event - Photo sharing - Live Social Gallery: curated photos and videos from Facebook, Twitter, and Instagram are available to view before, during and after the event using your event specific hashtag - Passbook integration - Find event details, including maps and directions - Access all of your SquadUP events, past and present - Discover featured events, search by interest, location, name or host - Perfect to plan and manage conferences, fundraisers, concerts, networking events, parties, group travel, college events and more! Follow SquadUP Twitter (twitter.com/squadup) Facebook (facebook.com/squadup) Instagram (instagram.com/squadup) Google+ (https://plus.google.com/u/0/b/112926897922478470591/+Squadup/posts) *Named Hottest NYC Startup by Tech Cocktail About SquadUP SquadUP is the next generation event creation and management platform dedicated to creating an experience instead of just an event. SquadUP is the only app that lets you plan, update and monitor your events in real time - right from your phone - including registrations, check ins and ticket scanning. SquadUP provides social sharing, content aggregation from social platforms, real-time messaging and photo sharing during the event. The company supports organizers from event creation to the event itself -- and even post-event where guests can review the photos in the social gallery to relive the experience. For more information, visit www.squadup.com.

About

Should I?

Get quick, opinionated answers to your everyday dilemmas, complete with a humorous roast. Track your decisions and their outcomes to see how your choices play out.

Highlights
  • Fast, opinionated verdicts
  • Humorous roast with every answer
  • Decision tracking with reminders
  • Shareable answer cards
  • AI-generated responses
Features
Read full description

Should I? is the friend who answers your question and roasts you for asking. Type what you're stuck on. "Should I go to the gym?" "Tacos, pizza or sushi?" "Should I text them back?" You get a verdict in a few words and a one-line roast to go with it. No essays, no "it depends." HOW IT WORKS • Ask: one question, one straight answer. • Act: go do the thing (or don't). • Check in: later, the app asks what you did and how it turned out, so you can see how your calls really go. WHAT YOU GET • Fast, opinionated verdicts on everyday decisions • A roast with every answer, yes or no • Check-ins with reminders, so you can log what actually happened • Share cards for the answers worth sending to the group chat FREE AND FOUNDER Free: 5 questions a day. Founder ($9.99, one time, no subscription): up to 100 questions a day, the gut check (make your own call before the verdict is revealed), and lifetime access to all future features. Answers are written by AI and are for fun and reflection, not professional advice. If you're going through something serious, please reach out to someone you trust or a professional. Privacy Policy: https://shouldi.app/privacy Terms of Use: https://www.apple.com/legal/internet-services/itunes/dev/stdeula/ Support: https://shouldi.app/support

Screenshots

SquadUP4 screens
Should I?4 screens

Verdict

The call

The clearest difference is rating: Should I? at 5.0 against SquadUP's 2.6. Should I? also leads on update cadence (weekly vs every 3 months) and review sentiment (100% vs 87%). SquadUP's advantage is in-app purchases (none vs 1) and ratings volume (28 vs 4). On price, ads, device support and iOS requirement there is nothing between them.

Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS

CostPrice · In-app purchases · Ads · Monetization

Both are free to download. Should I? sells 1 one-off in-app purchase. SquadUP asks for nothing beyond the download.

ReceptionRating · Positive reviews · Number of ratings

Should I? holds the better App Store score, 5.0 against 2.6. That said, the two scores are not equally well evidenced: SquadUP has 28 ratings behind it against 4, so its average is the more settled of the two. Written reviews point the same way: 87% of SquadUP's written reviews are positive against 100% of Should I?'s.

UpkeepUpdate frequency

SquadUP ships an update every 3 months, Should I? weekly. The most recent releases landed on November 6, 2026 and November 13, 2026 respectively.

Scorecard6 real differences · 4 level
SquadUP versus Should I?: the parameters behind the verdict, then further details
ParameterSquadUPShould I?
PriceFreeFree
Rating2.6 (28 ratings)5.0 (4 ratings) — better
Positive reviews86.7% of reviews100.0% of reviews — better
Number of ratings28 — better4
Update frequencyEvery 3 monthsWeekly — better
AdsNoNo
In-app purchasesNo — betterYes
MonetizationFree — betterFreemium
DevicesiPhone, iPod — betteriPhone
Requires iOS15.0 — better16.4
Further details — not scored
Size107 MB51 MB
Age rating4+12+
DeveloperSquadUP, Inc.Kenneth Bilicke

Customer experience

SquadUP

All ratings26 ratings
Positive46.2%
Neutral0.0%
Negative53.8%
Written reviews75 reviews
Positive86.7%
Neutral0.0%
Negative13.3%

Should I?

All ratings4 ratings
Positive100.0%
Neutral0.0%
Negative0.0%
Written reviews2 reviews
Positive100.0%
Neutral0.0%
Negative0.0%

Bugs and requests

SquadUP

Reported bugs

8 issues
  • Won't recognize password
  • Won't recognize reset password
  • Cannot log in
  • App crashes
  • App will not open to allow access to tickets
Show 3 more
  • Facebook authentication is broken
  • Cannot view event details
  • Temp password would not work at event

Requested features

4 requests
  • Ability to change temporary passwords
  • Download all tickets in purchase to wallet as a group
  • Add seat details to wallet tickets
  • Geographically sortable upcoming events for non-NYC users

Should I?

Not enough reviews yet to summarise bugs or requests.

In-app purchases

None

SquadUP

No in-app purchases

1 purchases

Should I?

One-time1
  • Founder$9.99

Questions

Is SquadUP free?
SquadUP is free to download, with no in-app purchases.
Is Should I? free?
Should I? is free to download, with in-app purchases available.
Which has better reviews, SquadUP or Should I??
Should I? is rated higher. SquadUP averages 2.6 out of 5 from 28 ratings, while Should I? averages 5.0 from 4 ratings.
Do SquadUP or Should I? have ads?
Neither SquadUP nor Should I? shows ads.
Which is updated more often, SquadUP or Should I??
SquadUP ships an update every 3 months, and Should I? weekly. Most recently, SquadUP was updated on November 6, 2026 and Should I? on November 13, 2026.

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