Gladly vs Pylon Pricing (2026)
Compare / Gladly vs Pylon
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Team size
25 seats

Gladly vs Pylon

Help Desk pricing comparison · 2026

Gladly costs $38–$150/user/mo, while Pylon costs $89–$139/user/mo. Gladly is typically 18% more affordable, though your actual cost depends on tier and team size.

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Above-the-fold path — each link opens the vendor's pricing page in a new tab.
Visit Gladly pricing
Discount programs →
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Discount programs →
Affiliate partner — does not affect ranking.
Compare
2 products · Help Desk
Side-by-side · live
Gladly
Gladly is a conversation-centric customer service platform that organizes interactions aro
verified 4mo ago
$850 $101K
View pricing →
Pylon
Pylon is an AI-native B2B customer support platform that helps companies manage support ac
verified 15d ago
$850 $101K
View pricing →
Recorded annual contract medians
Gladly median is $100K less than Pylon · different customer contracts; not a quote
Cheapest $850
Spread 99%
Estimated license cost
at 25 seats
List price × seats. Click a tier below to lock it.
Customer Facing
$45K/yr
year 1 license · $150/seat
Advanced
$42K/yr
year 1 license · $139/seat
What buyers actually pay
median, annual
Vendr deal-flow data. The real benchmark, not list price.
↓ Lowest median
Median annual
$850/yr
Vendr · n=117
Median annual
$101K/yr
Vendr · n=0 · limited data
REF · 01

Sources & confidence

Every dollar amount and contract clause below traces back to a sourced fact. We don't manufacture composite scores.

Where this data comes from
Vendr · TrustRadius · Reddit · BBB · official docs
Sources 4 sourced facts
1 hidden-cost · 2 contract · Vendr median
Last verified 4mo ago
Confidence High confidence
Sources 7 sourced facts
5 hidden-cost · Vendr median · 1 review platform
Last verified 2w ago
Confidence High confidence
REF · 02

Plans at a glance

Every tier per product. Lock one to drive the cost row above and reveal a tier-specific outbound CTA.

Tier ladder
Click a tier to lock the cost row to it. Locking surfaces a tier-specific Visit CTA.
REF · 03

Hidden costs

Each cost is severity-ranked, with the dollar range quoted from its source (Vendr, Reddit, TrustRadius, BBB, official docs) — never our estimate.

Beyond the sticker
Severity-ranked, sourced
1 documented
  • Hero AI Support Add-On Pricing
    $155-$180/user/month
    1 source
5 documented
  • Minimum Seat Count for New Customers
    Unpublished; depends on the seat minimum quoted
    1 source
  • Microsoft Teams Support Requires Advanced
    $50/seat more (Advanced vs Professional)
    1 source
  • Agentic AI Features Run on Credits
    Usage-based; $0.15-$0.30 per credit
    1 source
  • Professional Services Charged Separately
    $5,000-$25,000 one-time
    1 source
  • Annual Contracts by Default
    Annual commitment
    1 source
REF · 04

Contract terms

The fine print, surfaced. Green = buyer-friendly. Each clause backed by a quoted source.

Gladly
Pylon
Auto-renewal
Yes
—
Cancellation
—
—
Commitment
10 users for the "Hero" package and 45 users for the "Superhero" package
Annual commitment required on all plans; no mid-contract seat reductions or module downgrades
Price escalation
—
—
Can downgrade
—
No
Based on 2 verified sources (Vendr · TrustRadius · BBB)
REF · 05

What users say

Aggregated, with sample sizes. We use whichever review platform has data.

User reviews
TrustRadius · Trustpilot · G2
No public ratings yet
Best for
Small teams with basic task management needs
TrustRadius
8out of 5 (3)
Best for
B2B support teams working in shared Slack channels
Watch out
AI intentionality needs improvement
Decide
Get a quote from each vendor
Each link opens the vendor's pricing page in a new tab.
Visit Gladly pricing
Discount programs →
Visit Pylon pricing
Discount programs →
Affiliate partner — does not affect ranking.
License cost is computed from publicly listed plans (real math, list price × seats). Median annual cost is from Vendr's deal flow when available — see source badges. Hidden costs and contract terms each cite their own sources. We do not invent composite scores.
Help Desk

Gladly

$38–$150
/user/mo
3 plans
Full pricing breakdown →
VS
Help Desk

Pylon

$89–$139
/user/mo
3 plans
Full pricing breakdown →

Gladly and Pylon both operate in the help desk category. This page compares their list pricing.

Plan-by-Plan Pricing

Plan Gladly Pylon
Task Based $38 /user/month $89 /seat/month
Customer Facing $150 /user/month $139 /seat/month
Enterprise Custom Custom

Cost at Scale

Total cost of ownership — licenses, implementation, and hidden costs included.

Gladly

1 scenario
Custom pricing
Enterprise (50+ agents)

Pylon

5 scenarios
$267
Small B2B Team on Professional
per month in seat fees ($89 x 3 seats), plus credits
$5,340/year ($445/month base)
Growing Team on Professional
$16,680/year ($1,390/month base)
Enterprise Team
See all 5 scenarios →

Market Intelligence

Gladly

Median annual cost
$850
Based on
117 deals

Pylon

Median annual cost
$100,800

Contract Terms

Term Gladly Pylon
Auto-renewal Yes —
Cancellation — —
Minimum commitment 10 users for the "Hero" package and 45 users for the "Superhero" package Annual commitment required on all plans; no mid-contract seat reductions or module downgrades
Can downgrade — No

Continue researching

Gladly

Pylon

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