Fastmail vs Five9
Compare Fastmail and Five9 on features, pricing, and buyer fit using the same researched criteria.
Fastmail
Privacy-focused business email, calendar and contacts with custom domains and shared addresses — Business Basic from $3/user/month annual; adjacent to business communications, not a phone system.
Best for
- • Small teams that want private, independent business email on their own domain
- • Owner-operators who need shared support@ addresses and shared calendars cheaply
- • Buyers who need an email retention archive for legal compliance (Professional)
Starting from $3.00/user/mo
No free plan
VS
Our verdict
No universal winner. Choose based on which criteria matter most for your team.
Five9 is better for
- ✓ Number / country coverage
- ✓ Power dialer
- ✓ WhatsApp Business
- ✓ CRM / CTI integrations
Choose Fastmail if: Small teams that want private, independent business email on their own domain
Choose Five9 if: Mid-market and enterprise contact centres that need blended dialer strength
Five9
Cloud contact center (CCaaS) — Digital from $119/concurrent seat/mo; Core $159; Plus/Pro/Enterprise quote — 50-seat minimum.
Best for
- • Mid-market and enterprise contact centres that need blended dialer strength
- • Teams comfortable with concurrent-seat economics and 50+ seat minimums
- • Buyers who want CRM/UC adapter choice inside CCaaS
Starting from $119.00/user/mo
No free plan
Fastmail vs Five9 pricing
Fastmail researched starting price from $3/mo. Five9 researched starting price from $119/mo. Affiliate economics excluded.
Fastmail
From $3.00/user/mo
Five9
From $119.00/user/mo
Fastmail
Starting from $3.00/user/mo
Free trial available
- Business Basic$3.00/user/mo
- $3/user/month billed annually ($4 monthly; $36 for 12 months). 5 GB for mail, calendar and contacts plus 1 GB file storage, custom business addresses on your domain, 24/7 human support.
- mail storage gb: 5
- file storage gb: 1
- Business StandardPopular$5.00/user/mo
- $5/user/month billed annually ($6 monthly; $60 for 12 months). 50 GB mail plus 10 GB files, shared email addresses like support@, layered shared calendars, shared company address book, offline support, scheduled send and snooze.
- mail storage gb: 50
- file storage gb: 10
- Business Professional$9.00/user/mo
- $9/user/month billed annually ($10 monthly; $108 for 12 months). 100 GB mail plus 50 GB files and an email retention archive for legal compliance.
- mail storage gb: 100
- file storage gb: 50
- Individual$5.00/mo
- $5/month billed annually ($6 monthly; $60 for 12 months) for a single mailbox with premium email, calendar and contacts.
- mail storage gb: 50
- file storage gb: 10
Five9
Starting from $119.00/user/mo
No free trial evidenced
- Digital$119.00/user/mo
- $119/concurrent seat/month — digital channels only (chat, email, SMS/MMS, social). 50-seat minimum.
- CorePopular$159.00/user/mo
- $159/concurrent seat/month — all channels with AI essentials, dialer, recording, CRM/UC adapter choice. 50-seat minimum.
- PlusCustom
- All channels with advanced AI — contact sales; no public seat dollars (2026-08-17).
- ProCustom
- All channels with AI essentials + WEM — contact sales.
- EnterpriseCustom
- All channels with advanced AI + full WEM — contact sales.
Estimate your team cost
Monthly estimate from verified per-seat list pricing. Confirm on the vendor site before purchasing.
Fastmail
$45.00/mo
Five9
$1,785.00/mo
+$1,740.00/mo — Five9 costs more
Verified monthly unit prices · Aug 17, 2026
Prices in USD
Shown per user / month from verified list pricing.
Plans can change
Confirm live vendor rates before purchasing.
Add-ons may apply
Calling, SMS, or usage fees can add cost.
Independence
Affiliate status never changes pricing outcomes.
Some visit links may be affiliate links — we may earn a commission at no extra cost to you. Comparison outcomes are never based on commission.