SideEye
Indecision roasts
When you’re bouncing between apps like you’re picking a Netflix show, SideEye picks up the pattern. Cross the line and it may hit you with a roast from your phrase list—longer lines when you’ve really been spiraling.
macOS 13+ · lives in your menu bar
Tab-hop, doomscroll, panic-switch: SideEye notices.
SideEye sits quietly in the menu bar and pays attention: frantic app switching, endless time on the same corner of the internet, and losing afternoons to social apps. When you’ve earned it, your Mac can say something: you control the phrases and the system voice; and if you’re really in the zone, cue Boss Music—bundled with the app or from a folder of tracks you supply.
$5 one-time · no subscription
The judgment you didn’t ask for
SideEye sees how you work and doesn't assume you’re “in the zone.”
Browser doomscrolling
Choose which browsers matter. When you’re parked on the same site forever, SideEye can notice—respecting private browsing rules you set—and eventually break the silence with a line that fits the moment (or the URL).
Social apps, same energy
Discord, WhatsApp, Telegram, and more—if you’re glued to a native social app, SideEye tracks dwell time there too, no browser tab required. Roasts stay on theme when you’ve been “just checking” for way too long.
Boss Music
Cranking keys? SideEye includes Boss Music out of the box, and you can point it at your own audio folder if you prefer. When your typing speed stays above the threshold you set, it picks a random track and rides the hype—with smooth fade in, fade out, and smart pauses so a single breath doesn’t kill the soundtrack.
Your words, your voice
Write your own lines: short zingers, longer rants, URL-flavored burns, social-themed shade. Pick speech speed and which voice macOS should use—so it sounds exactly as rude as you intended.
Breathing room
Walk away for a bit and SideEye backs off—idle time clears the streak. A cooldown between callouts keeps it from narrating your every move.
Chaos vs. rabbit holes
Two habits, two flavors of roast
- App-switching chaos: turn indecision roasts on or off anytime—when you’re flailing between windows, SideEye can comment.
- Stuck in one place: doomscroll timing works for both browser sessions and standalone social apps, with one duration you control.
- Sensible defaults: timers and thresholds ship tuned for real humans; open Preferences when you want to fine-tune.
Turn it up
Bundled Boss Music—or bring your own
- Ships with bundled tracks; optionally aim SideEye at a folder on your Mac (MP3, M4A, WAV, and more).
- Set how fast you need to type before the anthem starts—and how gently it fades when you slow down.
- Rotation logic keeps the same song from wearing out before the rest of the queue gets a turn.
How it works
Download, allow what it needs, then live with a menu bar that’s actually paying attention—three steps and you’re in.
Let macOS do its thing
On first run, SideEye may ask for Accessibility access so it can see which app is frontmost—and, if you enable it, context for Boss Music and browser awareness. One tap from the menu jumps to the right System Settings screen. You stay in control of what’s allowed.
Everything lives in the menu bar
There’s no big window hogging your desktop. Click the icon for About, Preferences, and Quit. Tune phrases, doomscroll rules, social lists, and Boss Music in one place—then get back to work. Or “work.”
Your roasts stay on your machine
Phrases and settings are stored locally. Boss Music plays bundled audio and, if you want, files from a folder you choose—all on your Mac, no streaming service, no cloud DJ. Browser awareness is only there to decide when you’ve been staring too long, under the permissions you grant.
Privacy
Built for people who read this section before they install anything.
Your phrase lists and preferences stay on your Mac. When SideEye looks at browser context, it’s to run the doomscroll and social heuristics you signed up for—not to ship your history somewhere else.
Boss Music uses audio bundled with the app and, if you add one, files from your own folder—nothing leaves your machine for playback. Purchases go through Stripe; we don’t store your full card number on our own servers. You’ll get a receipt email from Stripe and may see a thank-you page on this site with your license details.
Like any Mac app, SideEye may trigger system UI (for example opening Settings). The app may use your network for updates or license checks—but your day-to-day roasts and phrase lists aren’t uploaded to “the cloud” as part of how SideEye works.
FAQ
Before you ask.
Why isn’t SideEye in the Dock?
It’s a menu bar app—designed to stay out of the way until you need it. Everything important is one click away from the icon at the top of your screen.
Why does SideEye ask for permissions?
It needs to know which app you’re using so it can react to tab-hopping and doomscrolling. If you want site-aware roasts in the browser, you’ll allow a bit more so it can tell which page you’re on—only when you say yes, and you can tighten rules for private windows in the app. Boss Music needs to see typing speed the same way other utilities do. You’re always in control in Preferences.
Which browsers work with doomscrolling?
You pick which installed browsers count. SideEye ships with common choices selected for you—including Chrome, Safari, Firefox, Brave, Edge, Chromium, Opera, Vivaldi, Arc, and Waterfox. Turn individual browsers on or off to match how you actually browse.
Which social apps are included out of the box?
Defaults include Discord, WhatsApp, Telegram, Signal, Twitch, Reddit, Facebook, and Instagram. Slack, Microsoft Teams, and Zoom aren’t in the default list on purpose—you can still adjust what SideEye watches in Preferences.
Is there a Windows or iPhone version?
Mac only—Ventura (13) or newer. There’s no Windows or iPhone version.
How does buying work?
It’s $5 once. Click Buy to open Stripe’s secure checkout. After payment, Stripe sends a receipt email and you’re redirected to our thank-you page with your purchase ID, license key, and DMG download—save that page or the email if you reinstall.
What can I customize?
- General: how long “idle” means, how long to wait between spoken callouts, speech speed, and voice.
- Doomscrolling: on/off, how many minutes counts as “too long,” which browsers count, and how private windows are treated.
- Social: which sites count as “social” for URLs, and which native apps get dwell tracking.
- Phrases: edit short lines, long lines, URL-themed digs, and social-themed digs.
- Boss Music: typing speed threshold, fade in and out timing, bundled library vs. pointing at your own folder.
Get SideEye
$5 One-time purchase · every update included
Checkout runs on Stripe’s hosted page. After payment you’ll land on our thank-you page with your purchase ID, license key, and a DMG download—keep that page or your Stripe receipt email for reinstalls.
Requires macOS 13 or later · Apple Silicon and Intel Macs.
Secure checkout with Stripe · major cards and local payment methods where available