Is BoldSign or HEY better?

Neither clearly leads. BoldSign starts at Free and HEY at $99/year, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.

Which is cheaper, BoldSign or HEY?

BoldSign has a free tier; the other does not. Paid plans start at Free for BoldSign and $99/year for HEY.

Does BoldSign or HEY run on more platforms?

BoldSign runs on Web. HEY runs on Mac, Windows, Web, iOS, Android.

Can I use BoldSign for free?

Yes. BoldSign has a free tier, so you can try it without paying. HEY starts at $99/year.

What is BoldSign best used for?

BoldSign is most often used for esignature automation, contract signing. Of those, esignature automation and contract signing are not what HEY is typically brought in for.

What can BoldSign do that HEY cannot?

HEY covers The Screener, Imbox, Feed and Paper Trail, Reply Later stack, Focus and Reply mode.

Productivity · head to head

BoldSign vs HEY

BoldSign

Productivity

eSignature API and app for developers and teams

From: Free
Rated: -

Full review Website

HEY

Productivity

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

From: $99/year
Rated: -

Full review Website

The short version

Only BoldSign has a free tier, so it costs nothing to try first.
Each has a real cost: BoldSign premium plan: additional envelopes cost $0.50 each after 250/month limit; HEY there is no free tier and no monthly billing option, so trying it beyond the trial means committing to a full year upfront.
Prices and features above were last checked on 1 September 2026.

Where they differ

Only the attributes on which BoldSign and HEY actually diverge.

Attributes where BoldSign and HEY differ
Attribute	BoldSign	HEY
Starting price	Free	$99/year
Pricing model	subscription	Per user per month
Free tier	Yes	No
Platforms	Web	Mac, Windows, Web, iOS, Android

Identical on both: 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 BoldSign

Nothing recorded that HEY does not also cover.

Only in HEY

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

What people use each for

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

BoldSign

eSignature automationnot HEY
Contract signingnot HEY

HEY

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

Where each one falls short

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

BoldSign

Premium plan: additional envelopes cost $0.50 each after 250/month limit
Monthly billing costs 60-85% more than yearly billing (no 40% discount)
Enterprise API requires minimum $30/month

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.

Pricing, plan by plan

BoldSign

Free

EssentialFree
- 25 envelopes/month
- 2 templates
- No additional users
Growth$5/month yearly
- 50 envelopes/month
- 10 templates
Business$15/month yearly
- Unlimited envelopes
- Unlimited templates
- SSO
Premium$99/month yearly
- 250 envelopes/month
- Unlimited users

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

Which should you pick?

Choose BoldSign if

You want to start without paying.

BoldSign review

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

Questions people ask

Is BoldSign or HEY better?: Neither clearly leads. BoldSign starts at Free and HEY at $99/year, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, BoldSign or HEY?: BoldSign has a free tier; the other does not. Paid plans start at Free for BoldSign and $99/year for HEY.
Does BoldSign or HEY run on more platforms?: BoldSign runs on Web. HEY runs on Mac, Windows, Web, iOS, Android.
Can I use BoldSign for free?: Yes. BoldSign has a free tier, so you can try it without paying. HEY starts at $99/year.
What is BoldSign best used for?: BoldSign is most often used for esignature automation, contract signing. Of those, esignature automation and contract signing are not what HEY is typically brought in for.
What can BoldSign do that HEY cannot?: HEY covers The Screener, Imbox, Feed and Paper Trail, Reply Later stack, Focus and Reply mode.

Answered from the vendors’ own pages

BoldSign: Does BoldSign offer a free plan?

BoldSign's Essential plan is free and includes 25 envelopes per month, 2 templates, and basic features like audit trails and authentication.

Source

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.

BoldSign: How much does the BoldSign Growth plan cost?

The Growth plan costs $5 per month per user with annual billing or $15 per month per user with monthly billing, including 50 envelopes/month per user.

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.

BoldSign: What are the overage fees for BoldSign's Premium plan?

The Premium plan includes 250 envelopes per month for $99-$138/month, with additional envelopes charged at $0.75 per envelope.

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.

BoldSign: How much does BoldSign charge for API access?

BoldSign's Enterprise API costs $0.75 per envelope with a minimum charge of $30/month and includes 40 envelopes and 2 application users.

Source

BoldSign vs HEY

BoldSign

HEY

The short version

Where they differ

What each one covers

Only in BoldSign

Only in HEY

What people use each for

BoldSign

HEY

Where each one falls short

BoldSign

HEY

Pricing, plan by plan

BoldSign

HEY

Which should you pick?

Choose BoldSign if

Choose HEY if

Questions people ask

Answered from the vendors’ own pages

Related pages

More on BoldSign

More on HEY

Keep looking

Other head to heads