Short answer: Eney: Proactive AI assistant for Mac and iPhone that spots what needs attention across your apps, files and calendar, prepares the next step and asks before it acts. Underdog: 100% local personal AI for email, calendar, meeting notes, dictation and errands — runs on your device, not in the cloud.
Eney vs Underdog
Sourced facts only. “Unknown” means not verified yet.
Key facts side by side
| Criterion | Eney | Underdog |
|---|---|---|
| Type | personal agent | personal agent |
| Vendor | MacPaw (maker of CleanMyMac and Setapp) | Conway Research (founded by Sigil Wen, per TechCrunch) |
| Channels / category | Mac app (macOS 15 or later; Apple silicon per TechRepublic) via eney.ai and Setapp; iPhone app on the App Store. Regional availability not stated. | Mac (invite-only Apple silicon beta); iPhone and iPad on the App Store (no invite needed per site FAQ); Windows BETA; Linux and Android on the way (underdog.ai). TechCrunch (6 Oct 2026) described Macs and Windows initially with Linux, iPhone and Android coming soon. |
| Pricing / availability | Free to try for 14 days with 10,000 AI credits; then an AI credits subscription: Starter USD 14.99/month (10,000 credits), Boost USD 29.99/month (25,000), Power USD 49.99/month (50,000); unused credits do not roll over (eney.ai). Mac version distributed via Setapp; a Setapp membership is not required (MacPaw). | 100% free because it runs on your computer (underdog.ai/pricing); monetization is a tiny take when the agent buys something with a one-time card (site FAQ). Never ad-supported (TechCrunch). |
| Launched | 2026-10-15 | 2026-10-06 |
| Funding (reported) | Not disclosed: Eney is a product of MacPaw; no Eney-specific funding was stated in the sources we checked. | First round raised April 2026 (underdog.ai); a16z led per a16z announcement (Chris Dixon) and TechCrunch; amount and valuation undisclosed. Investors named on site/TC: Andreessen Horowitz, Khosla Ventures, Hummingbird, Anthology fund (Menlo + Anthropic), SV Angel, Breakneck; angels include Patrick Collison, Naval Ravikant, Guillermo Rauch, Noam Brown (and Deedy Das per TechCrunch). |
| Channels confirmed | Desktop app, Mobile app | Desktop app, Mobile app |
| Verified facts | Launched 15 Oct 2026 (Boston) as a proactive AI assistant for Mac and iPhone; Understands the apps you use, files on your disk and meetings on your calendar; prepares the next step and puts it in front of you for approval; 'Proactive, never autonomous': by default it asks before sending a message, changing an event or moving a file; you decide how much it may do on its own; First product on MacPaw's own AI stack; Mnemos memory layer manages only Eney's own memory; Works with Apple Mail, Calendar and Reminders; connects to Gmail, Google Calendar, Google Drive, Slack, Notion, Jira, Linear and more; Features: Eney Wand (Option-W), meeting notes without a bot in the call, Eney Spell, Mac care, workflows such as Morning Brief, Plan My Day and Weekly Review; eight languages; Pricing: 14-day trial with 10,000 AI credits, then Starter USD 14.99, Boost USD 29.99 or Power USD 49.99 per month; unused credits do not roll over; Mac app needs macOS 15 or later on Apple silicon; downloaded through Setapp without a paid membership (TechRepublic, 15 Oct 2026); Idea dates back to 2019; MacPaw works with Liquid AI on custom models optimised for Apple hardware (9to5Mac, 15 Oct 2026); Privacy notice: cloud processing on by default via providers incl. OpenAI, Anthropic and Google; memories stored on your device; no training on user data in provider accounts | Invite-only beta launched Monday 6 Oct 2026; founder Sigil Wen (Thiel Fellow); company Conway Research; Product: your own AI for email, calendar, meeting notes, dictation and errands; 100% local AI, 100% private; Platforms on site: Mac; iPhone and iPad on App Store; Windows BETA; Linux and Android on the way. Mac invite-only (Apple silicon); iPhone/iPad no invite needed (FAQ); Powered by Husky inference engine Wen built; uses a 27B reasoning model fine-tuned from Qwen3.8-27B (TechCrunch); Models named on site: Woof 4B (fast), Saluki 27B (light), Underdog 27B (smart); Underdog 27B built on Qwen 3.8 27B; site claims 33.7 vs 31.9 for Claude Opus 4.6 Max on Artificial Analysis Intelligence Index (speeds are estimates per site disclaimer); Pricing: 100% free because it runs on your computer; tiny take when agent buys something with a one-time card; Free at first, never ad-supported; plans take a tiny % of payment transactions via Stripe (Patrick Collison angel); Security: passed Leviathan Security Group App Defense Alliance assessment (all 20 requirements); Google approved Gmail/Calendar access; pen tests under way; Privacy: AI processing on device; mail syncs directly with email provider; memories on device; Naval mode never calls home; First funding round raised April 2026 (site); a16z led the round (a16z announcement, 2 Oct 2026); round size undisclosed; Featured in TechCrunch text-agent roundup 10 Oct 2026: invite-only beta early Oct, on-device, Mac/Windows initially, free initially, never advertising |
| Website | https://eney.ai/ | https://underdog.ai/ |
| Sources | [1] [2] [3] [4] [5] | [1] [2] [3] [4] [5] |
| Last checked | 2026-11-11 | 2026-11-11 |
Frequently asked questions
What is Eney?
Proactive AI assistant for Mac and iPhone that spots what needs attention across your apps, files and calendar, prepares the next step and asks before it acts.
What is Underdog?
100% local personal AI for email, calendar, meeting notes, dictation and errands — runs on your device, not in the cloud.
How much does Eney cost?
Free to try for 14 days with 10,000 AI credits; then an AI credits subscription: Starter USD 14.99/month (10,000 credits), Boost USD 29.99/month (25,000), Power USD 49.99/month (50,000); unused credits do not roll over (eney.ai). Mac version distributed via Setapp; a Setapp membership is not required (MacPaw).
How much does Underdog cost?
100% free because it runs on your computer (underdog.ai/pricing); monetization is a tiny take when the agent buys something with a one-time card (site FAQ). Never ad-supported (TechCrunch).
Are Eney and Underdog the same type of agent?
Eney is listed as a personal agent and Underdog as a personal agent.
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