DeepDive vs Deep Convos
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
DeepDive
This app facilitates deeper connections by offering themed question decks to bypass small talk. It's designed for anyone seeking meaningful conversations and friendships, transforming interactions into opportunities for connection.
- Themed question decks
- Intuitive interface
- Bypass small talk
- Build meaningful connections
- Multilingual support (English, German)
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You're on a first date and it's going well — better than well. You want to go somewhere real, but you're not sure how to get there. Or it's 3 AM and you're both still awake, and someone just said something honest, and now the conversation is wide open. DeepDive gives you the question that belongs in that moment. --- HOW IT WORKS Pick a deck. Swipe through hand-curated conversation cards. Talk. That's it. No account. No notifications. No internet required. The cards are yours offline, forever. --- THE DECKS By Taxi into Space — icebreaker questions for first dates, road trips, and new friendships. Starts light, earns its way to real. Free to try. Bending Borders or Burning Bridges — for couples navigating boundaries together. Honest, a little uncomfortable, exactly right for that. Free. Roots and Wings — questions about identity, culture, and where you come from. Five questions to ask your boyfriend. Five questions to ask yourself. Free. 3 AM Talks — the deep end. For partners who already trust each other and want to go further. Our best-selling deck. Questions worth losing sleep for. $1.99. --- WHY DEEPDIVE No streaks. No daily reminders. No algorithm choosing your conversation for you. The cards are hand-curated — not scraped, not auto-generated, not "5,000 generic questions." Fewer cards, chosen carefully. Quality that earns a longer conversation. No account required, ever. No data collected. Fully offline after download. Works equally well in English and German — native quality in both, not a translation. If you own the physical Rooftop Moments card deck, this is your digital companion: same cards, always in your pocket, no risk of losing the box on a trip. --- PERFECT FOR First dates that deserve more than "where are you from" Couples who want to actually talk Road trips, long flights, waiting rooms Groups of friends who want to go somewhere real Anyone who suspects the best conversations haven't happened yet --- Two decks are free forever. Premium decks are $1.99 each, one-time, no subscription. Download DeepDive. Ask something worth answering. Terms of Use: https://www.apple.com/legal/internet-services/itunes/dev/stdeula/ Privacy Policy: http://rooftopmoments.de/privacy.html
Deep Convos
This app provides over 500 conversation starters across 8 categories and 3 intensity levels. It helps users move beyond small talk to foster deeper connections with partners, friends, family, or for solo reflection. Premium features unlock unlimited questions and regular content updates.
- 500+ handcrafted conversation starters
- 8 distinct categories for different relationships
- 3 intensity levels from light to intense
- Save favorite questions
- Share questions with others
- Unlimited questions with premium
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Put the phones down and really talk. Deep Convos is a deck of 720 conversation starters for couples, date night, friends, family and more. Pick a deck, pick how deep you want to go, and swipe through questions that get you past "how was your day?" 8 DECKS FOR EVERY TABLE • Couples: questions that bring you closer • Date Night: for a third date or a tenth anniversary • Friends: learn new things about the people you already know • Family: dinner-table questions everyone can answer • Would You Rather: tough choices, great debates • Party & Group: keep the whole room talking • Icebreakers: easy openers for people you just met • Solo Reflection: journal prompts for you CHOOSE HOW DEEP YOU GO • Light: fun and easy, perfect for warming up • Deep: thoughtful questions that make you think • Intense: the honest, personal ones SIMPLE BY DESIGN • Swipe left to skip, right to save • Keep your favorite questions in one place • Send any question to a friend or partner by text • An optional daily question reminder • No account and no sign-up NEW IN 1.1 Every question was reread and the deck grew from 504 to 720. Repeats are gone, and Party and Icebreaker questions now fit the room. PREMIUM Deep Convos is free to download with 10 questions a day. Premium unlocks unlimited questions in every deck, plus every question we add later. Choose weekly or yearly. Subscriptions renew automatically unless cancelled at least 24 hours before the end of the period; manage them in your Apple ID settings. Terms of Use: https://pabs124.github.io/DeepConvosPages/terms-and-conditions.html Privacy Policy: https://pabs124.github.io/DeepConvosPages/privacy-policy.html
Screenshots
Verdict
DeepDive and Deep Convos are too close to call on the numbers: across 7 compared parameters — price, update cadence, ads and in-app purchases among them — neither pulls far enough ahead to decide it. What separates them is feature set and interface, not measurable difference.
Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS
Both are free to download. DeepDive sells 2 one-off in-app purchases and Deep Convos sells 2 in-app purchases, starting at $3.99 per 7 days. Whichever you choose, the download price is not the number that matters.
DeepDive ships an update every 13 months, Deep Convos every 7 months. The most recent releases landed on November 4, 2026 and October 31, 2026 respectively.
| Parameter | DeepDive | Deep Convos |
|---|---|---|
| Price | Free | Free |
| Rating | — | 5.0 (1 ratings) — better |
| Positive reviews | 100.0% of reviews | — |
| Number of ratings | — | 1 — better |
| Update frequency | Every 13 months | Every 7 months — better |
| Ads | No | No |
| In-app purchases | Yes | Yes |
| Monetization | Free with in-app purchases | Freemium |
| Devices | iPhone | iPhone, iPad — better |
| Requires iOS | 17.0 | 17.0 |
| Further details — not scored | ||
| Size | 198 MB | 8 MB |
| Age rating | 9+ | 9+ |
| Developer | Rooftop Moments UG haftungsbeschrankt | Sahil Pabby |
Customer experience
DeepDive
Deep Convos
In-app purchases
DeepDive
- 3AM Talks$1.99
- Mit dem Taxi in den Weltraum$1.99
Deep Convos
- Weekly$3.997 Days
- Yearly — Best Value$29.991 Year









