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Productivity · head to head

HEY vs Ulysses

HEY logo

HEY

Productivity

Flat annual subscription email service from 37signals, with its own hey.com domain and a distinctive Screener

From
$99/year
Rated
-
Full reviewWebsite
Ulysses logo

Ulysses

Productivity

Distraction-free writing application for creative professionals

From
$5.99/month
Rated
-
Full reviewWebsite

The short version

  • Each has a real cost: HEY there is no free tier and no monthly billing option, so trying it beyond the trial means committing to a full year upfront.; Ulysses no free tier available
  • They diverge on capability: HEY covers The Screener, Ulysses covers Distraction-free writing.
  • Prices and features above were last checked on 1 September 2026.

Where they differ

Only the attributes on which HEY and Ulysses actually diverge.

Attributes where HEY and Ulysses differ
AttributeHEYUlysses
Starting price$99/year$5.99/month
Pricing modelPer user per monthsubscription
PlatformsMac, Windows, Web, iOS, AndroidMacOS, IOS, IPadOS
FoundedUnknown2003

Identical on both: free tier (No), user rating (Not yet rated), category (Productivity).

What each one covers

Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.

Only in HEY

  • The Screener
  • Imbox, Feed and Paper Trail
  • Reply Later stack
  • Focus and Reply mode
  • Screen sharing style clips
  • No tracking pixels

Only in Ulysses

  • Distraction-free writing
  • Markdown support
  • Syntax highlighting
  • Organization with sheets and groups
  • iCloud sync
  • Dark and light themes
  • Full-screen mode
  • Search and filter

What people use each for

The jobs each tool is most often brought in to do.

HEY

  • Someone who wants to replace Gmail or iCloud Mail entirely with an email service built around approving senders before they reach the inboxnot Ulysses
  • A user overwhelmed by newsletters and receipts who wants them automatically separated from person to person conversationnot Ulysses
  • A family that wants shared but individually addressed email under one annual plannot Ulysses
  • A small company wanting HEY for Work on its own domain with the Screener model for the whole teamnot Ulysses

Ulysses

  • Writing and editing on Apple devicesnot HEY
  • Cross-device document synchronizationnot HEY
  • Markdown-based writingnot HEY

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

HEY

  • There is no free tier and no monthly billing option, so trying it beyond the trial means committing to a full year upfront.
  • Adopting HEY means changing your actual email address, not just installing a new client, which is a bigger migration than switching apps on an existing address.
  • The Screener and categorisation model is a real departure from a standard inbox, and some users take time to adjust or find it gets in the way for high volume mail.
  • Short vanity addresses carry steep additional annual fees, up to 999 US dollars a year for a two character address.
  • It does not connect to or manage existing Gmail, Outlook or iCloud accounts, so it cannot be used as a general client the way Mimestream or Apple Mail can.

Ulysses

  • No free tier available
  • Only subscription model, no one-time purchase option
  • Family Sharing limited to 5 additional members (6 total users)

Pricing, plan by plan

HEY

$99/year
  • HEY for You$99/year
    • One hey.com email address
    • Screener, Imbox, Feed and Paper Trail
    • Billed annually only, no monthly option
  • HEY for Families$179/year
    • Covers up to five family members
    • Same features as HEY for You per member
  • HEY for Work$12/month
    • Per user, for organisations on a company domain
    • Admin controls for a team

Ulysses

$5.99/month
  • Annual Subscription$39.99/year
    • Ulysses on all Macs, iPads, and iPhones
    • Full iCloud synchronization
    • Frequent improvements and updates
  • Monthly Subscription$5.99/month
    • Ulysses on all Macs, iPads, and iPhones
    • Full iCloud synchronization
    • Frequent improvements and updates

Which should you pick?

Choose HEY if

  • You need the screener.
  • You work on Mac, Windows, Web, iOS, Android.
  • You also want imbox, feed and paper trail.
HEY review

Choose Ulysses if

  • You need distraction-free writing.
  • You work on MacOS, IOS, IPadOS.
  • You also want markdown support.
Ulysses review

Questions people ask

Is HEY or Ulysses better?
Neither clearly leads. HEY starts at $99/year and Ulysses at $5.99/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, HEY or Ulysses?
HEY starts at $99/year and Ulysses at $5.99/month.
Does HEY or Ulysses run on more platforms?
HEY runs on Mac, Windows, Web, iOS, Android. Ulysses runs on MacOS, IOS, IPadOS.
What is HEY best used for?
HEY is most often used for someone who wants to replace gmail or icloud mail entirely with an email service built around approving senders before they reach the inbox, a user overwhelmed by newsletters and receipts who wants them automatically separated from person to person conversation, a family that wants shared but individually addressed email under one annual plan, a small company wanting hey for work on its own domain with the screener model for the whole team. Of those, someone who wants to replace gmail or icloud mail entirely with an email service built around approving senders before they reach the inbox and a user overwhelmed by newsletters and receipts who wants them automatically separated from person to person conversation are not what Ulysses is typically brought in for.
What can HEY do that Ulysses cannot?
HEY covers The Screener, Imbox, Feed and Paper Trail, Reply Later stack, Focus and Reply mode. Ulysses covers Distraction-free writing, Markdown support, Syntax highlighting, Organization with sheets and groups.

Answered from the vendors’ own pages

HEY: Can I use HEY with my existing Gmail address?

No. HEY provides its own hey.com email address; it is not a client layered over an existing Gmail or other account.

Ulysses: What are Ulysses pricing options?

Ulysses costs $39.99 per year (annual) or $5.99 per month (monthly). Student discounts are available. Volume licensing is available for businesses through their licensing portal.

Source
HEY: Is there a free plan?

No. HEY offers a trial but bills annually only, with no free tier and no month to month option for individuals.

Ulysses: Does Ulysses include Family Sharing?

Yes, both annual and monthly Ulysses subscriptions include Apple Family Sharing, allowing up to five additional family members to use Ulysses on their devices at no extra cost.

Source
HEY: What is the Screener?

A feature that holds mail from any new sender until the user explicitly approves them, before it appears in the inbox at all.

Ulysses: Can I get Ulysses through a subscription service?

Yes, Ulysses is available through the Setapp subscription service as an alternative to direct subscription. Volume licensing is also available for businesses and organizations through their licensing portal.

Source
Ulysses: Does Ulysses pricing vary by location?

Prices listed apply to the U.S., and local pricing may differ in other regions. Check your regional App Store for exact pricing.

Source
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