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  • AI

    tl;dr: state of ads in chatbots

    Confused about the state of advertising in AI chatbots? Me too. I researched the latest, so you don’t have to:

    • OpenAI: caught distracted by space data centers, got scared by Google, issued a code red, delays ad testing. Later explains: code reds? totally normal.
    • Google Gemini: claims "no ads, no plans to", immediately follows with announcement: "ads coming in 2026".
    • Amazon: testing sponsored prompts in chatbot Rufus, claims a (suspicious) 60% increase in purchase intent.
    • Walmart: testing ads in Sparky, their AI shopping agent. Walmart announced a partnership with ChatGPT for Instant Checkout in October.
    • Shopify: launches native AI integration for easy AI enablement for its clients.
    • Perplexity: started ads last November, paused them last month.
    • X: claims they plan to include ads, but are instead busy banning the EU Commission’s account after receiving a fine.
    • Other players? There’s a Lumascape for that.

    Issue 70 • Dec 16th 2025

  • Walled Gardens

    Anti-monopoly verdicts coming fast, years too late

    A federal court ruled Google’s AdX (Exchange) and DFP (SSP) created a monopoly and will seek to require selling off their third party advertising Network business. This ruling might have been a big deal 20 years ago when users spent most of their time on the open web and Google made 46% of their ad revenue came through the third party Network (source paywall) but as online usage has moved to logged-in “Content Fortresses”, the Network business has degraded in performance (and margin). Today Google makes closer to 10% from this business. Google will still appeal, but it’s probably a moot point.

    This comes at the same time the DoJ is trying to force Google to sell off Chrome four years after they succeeded in a court claim Google has a search monopoly.

    Chasing another bold verdict in the very same courtroom — also years too late — the Federal Trade Commission is (FTC) revisiting its 2019 revisitation of its 2012 approval of Facebook’s acquisition of Instagram. Even though Zuck has offered the court a cool billion to settle, the case is projected to fail, in the words of Ben Thompson: “The government is making a case from the late 2010s, using evidence from the early 2010s, that Meta is a monopoly in the 2020s, and thus should have to divest acquisitions made over a decade ago.”

    Amazon and Apple aren't immune to the punitive scrutiny.

    That said the FTC is making some helpful rulings that are right on time: such as forcing Airbnb to display full prices (looking at you $250 cleaning fee) and dinging Uber for falsely claiming “savings of $25 a month” for subscriptions to Uber One, then telling users to contact customer service to cancel, but giving them no way to do so.

    Issue 65 • Apr 29th 2025

  • Interesting Reads

    Apple's EU App Store changes...won't change a thing

    You may have heard of the EU’s Digital Markets Act which require large online platforms to “behave in a fair way.” Well, to no one’s surprise, Apple’s much-anticipated response to the DMA was to materially change EU App Store policy changes-- in a press release "dripping with disdain"-- but, spoiler alert: they aren’t likely to materially impact the economic status quo for app developers.

    I've summarized the changes in a post and there are certainly savings to be had versus the standard store commission rates – back of the envelope, I calculate north of $600MM savings using publicly available Spotify financials.

    However, most think app developers will stick with the status quo. Beyond the sheer technical complexity; the process will add hurdles in end-user adoption; notable administrative overhead--including, getting a million dollars of credit with Apple; and, most importantly, opting into these changes requires the upfront burden of paying Apple for all app downloads and future updates. Clearly, it’s a financial risk that few businesses can tolerate.

    Eric Seufert also has an excellent ongoing editorial on the changes in his three-part series "Heads I win, tails you lose."

    Issue 59 • Feb 17th 2024

  • Comment

    Last week, Apple published a report done by Analysis Group, an international economics consulting firm, under the headline 'Report finds third-party apps see global success on the App Store'.

    The Apple press release and the report itself are worth discussing separately: the former is full of carefully-polished PR points, but the latter is a legitimately interesting whitepaper with a lot of fascinating industry data.

    • Does it prove there are third-party apps thriving on iOS? Yes, it does!
    • Does it show there are apps managing to succeed despite any systemic advantages Apple allows to their bundled competitors? Also, yes.
    • Does it prove that the current walled garden reality of the App Store, 15-30% commission rate and all, is functioning perfectly? Hmm…

    Setting aside PR spin, it's probably best to take this analysis at face value for exactly what it shows: in certain markets and for certain verticals, users prefer apps not made by Apple. Nothing more, nothing less.

    Issue 38 • Apr 10th 2022

  • Tools

    App Store Promote Tool

    This week, Apple released a couple of self-serve tools to help developers promote their apps.

    They're…basic. But maybe a sign of more to come? After all, a robust array of tools integrated directly with the App Store could help justify that 30% commission rate…

    Issue 30 • Sep 18th 2021

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