Pylon vs TeamSupport (2026): which should you pick?
As of Nov 13, 2026, Pylon grades higher than TeamSupport: 2.0 against 1.6 out of 4.0.
Checked Nov 12, 2026 and Nov 13, 2026 · graded Nov 12, 2026 and Nov 13, 2026 by ToolGPA
Pylon grades higher on the free plan, features and platforms. TeamSupport grades higher on value for money. They get the same grade on ease of use.
Price, platforms and features side by side. The table says where each price was read and when.
Pylon
B2B support platform that works across Slack, Teams and email
TeamSupport
B2B support ticketing with customer-health signals and AI agents
Which one is for you
Pick Pylon if
- Fits if your customers reach you in Slack or Teams and you sell to other businesses
- Works for support and customer success teams that want one queue
Look elsewhere if
- Pricey if you're small: $89 per seat on an annual contract, before AI credits
- Skip it if you want to sign up alone, as trials go through sales
- Watch out: Account Intelligence is $10 per account a month and Phone is $35 per seat a month on top
- Watch out: SAML SSO is an add-on on Advanced and included only on Enterprise
Pick TeamSupport if
- Fits if you run B2B support and want warning signs on unhappy customers
- Works for a team of up to 5 on Starter
Look elsewhere if
- Skip it if you want clear prices, because the page does not say if they are per user or per account
- Pricey if you want live chat, as it is $15 a month an agent on every plan
- Tight if you want dashboards, since Insights is $270 a month
- Watch out: data import with their help is $1,000 per 5,000 records, and training runs $1,000 to $2,000
- Skip it if you want a trial, as none is listed
How we grade them
| 2.0GPAPylonFair | 1.6GPATeamSupportWeak | |
|---|---|---|
| Value for money | D$89 per seat on an annual contract is where the category's dearest tenth begins. Account Intelligence ($10 per account a month), Phone ($35 per seat) and AI credits are on top. | C$45 a month billed annually, with the basis not stated. Chat adds $15 a month an agent, and Insights is $270 a month. |
| Free plan and trial | DFree trials are set up with a sales representative, so there is no way to sign up alone. | FNo free plan and no trial is listed, so you pay before you try it. |
| Features | BTicketing, analytics, automations, an API and AI agents across Slack, Teams, email, WhatsApp and chat. Nothing in the listing shows a gap in the core work, but AI and phone cost extra. | CTicketing, distress signals, live chat, AI, playbooks and a portal. Chat is extra and playbooks are capped at 1 on Professional. |
| Ease of use | CNo store rating on record, and the sales team estimates how many AI credits you need. | CNo store rating on record. Playbooks, portals and training take setting up. |
| Platforms and integrations | BWeb only, with 8 listed integrations and an API. No phone or desktop app on record. | CWeb only, and the listing names no integrations. |
| Best for | B2B support in Slack and Teams | B2B support ticketing with customer-health signals |
The GPA is the average of the five grades: an A is 4 points, an F is none. The full reasons are on each tool's page: Pylon and TeamSupport. How we grade
Price against what you get
Pylon starts at $7.42 a month when paid by the year for each person and scores 2.7 out of 4 on features, ease of use and platforms. TeamSupport starts at $45 a month and scores 2.0.
Pylon scores higher and starts $37.58 a month lower. Of the other help desk and live chat tools on the chart, 1 scores higher than Pylon for less, and 52 score higher than TeamSupport for less.
Features, ease of use and platforms, averaged
What paid plans start at, a month (each step along is roughly double) →
- The best score at each price
- Has a free plan
- No free plan
Where they differ
- Pylon also covers shared inbox and whatsApp messaging.
- TeamSupport also covers workflow automation and reports.
At a glance
| Pylon | TeamSupport | |
|---|---|---|
| Pricing | Free trial | Paid |
| Starts at | $89 per seat, on an annual contract | $45 per month, billed annually (per-user basis not stated) |
| Free plan | None | None |
| Free trial | Free trials for prospects, set up with a sales representative | None listed |
| Web | ||
| Made by | Pylon Labs, Inc. | TeamSupport |
| Price read from | usepylon.com | teamsupport.com |
| Checked | Nov 12, 2026 | Nov 13, 2026 |
Worth knowing
Pylon
- Pricing is by seat plus AI credits; the page says credits are bought for a year or as you go and the sales team estimates how many you need.
- Account Intelligence is $10 per customer account a month and Phone is $35 per seat a month, both on top of seat prices.
- Seat prices are quoted on an annual contract, and the page does not show a monthly-billed price.
- SAML SSO is an add-on on Advanced and included only on Enterprise.
TeamSupport
- The pricing page does not say whether $45, $65 and $85 are per user or per account, and quotes are requested through sales.
- Live chat is a separate $15 per month per agent charge on every plan.
- Paid extras are listed: Insights dashboards at $270 a month, and basic training from $1,000 to $2,000.
- Data import with TeamSupport's help costs $1,000 for every 5,000 records; self-serve import is free.
Key features
Pylon
- Support Agent and Assist Agent
- Pylon's agents answer customers and help human agents draft and investigate. They are not separate add-ons but use credits.
- Slack, Teams and email in one queue
- Support email, a chat widget, SMS, Slack Connect, WhatsApp, Discord and Telegram are on every tier, with Microsoft Teams and Google Chat on Advanced and above.
- Automations and skills
- Triggers, macros, written skills, MCP connectors and custom API actions are on every tier, so teams can shape what the agents do.
- Account Intelligence
- A paid add-on for customer success with account notebooks, health scores, scorecards and an account activity timeline.
- Knowledge base and surveys
- Every plan includes a knowledge base plus NPS and CSAT surveys, with analytics out of the box.
- Phone add-on
- Calls and texts from inside Pylon, with recordings, transcripts, summaries, call transfers and IVR, are sold as an add-on.
TeamSupport
- Support ticketing
- Ticket management across channels, with custom fields and automation on the Scale plan.
- Customer distress signals
- A Customer Distress Index built from tickets, adoption, feedback, response times and silence, flagging accounts that need attention.
- Messaging and live chat
- A branded chat tool, sold as a $15 per month per agent add-on on every plan; it includes Kevin at 3 chats per day per agent.
- Kevin AI
- AI features for drafting and resolving requests, included from Professional; extra Kevin chats can be bought.
- Customer playbooks
- Playbooks for onboarding and activation: 1 included on Professional and 3 on Scale, with up to 50 for $100 a month.
- Portal and knowledge base
- A customer portal and self-service knowledge base come with Professional and Scale.
Plans
Pylon
Professional$89
per seat, on an annual contract; billing interval not shown
Core ticketing, analytics, automations, skills, broadcasts, MCP, API and integrations. AI features run on purchased credits. Sold through a demo.
Advanced$139
per seat, on an annual contract; billing interval not shown
Everything in Professional plus RBAC, a customer portal, custom reporting, a data warehouse, Microsoft Teams support and SAML SSO as an add-on. Sold through a demo.
EnterpriseCustom
Everything in Advanced plus an MSA, SAML SSO, a sandbox environment and priority support SLAs. Custom quote.
TeamSupport
Starter$45
per month, billed annually; basis not stated
Ticketing and AI productivity tools for up to 5 users. Messaging and live chat is $15/month/agent extra.
Professional$65
per month, billed annually; basis not stated
Unlimited users. Adds customer distress signals, Kevin AI, a customer portal, 1 playbook and a knowledge base.
Scale$85
per month, billed annually; basis not stated
Unlimited users. Adds 3 playbooks, custom fields, automation and 500 broadcast messages a month.
Common questions
Which is cheaper, Pylon or TeamSupport?
As of Nov 13, 2026, Pylon starts at $89 per seat, on an annual contract, and TeamSupport starts at $45 per month, billed annually (per-user basis not stated). One is priced for each person and the other is not, so which costs less depends on how many of you use it.
Which has a free plan, Pylon or TeamSupport?
As of Nov 13, 2026, neither Pylon nor TeamSupport has a free plan. Pylon has a free trial.
More comparisons
How this page was made
- The verdict at the top follows a fixed rule. When both tools are in the same category and either is in our top three for it, the verdict follows that ranking: the higher-placed tool is our pick. The top three weigh who each tool suits as well as its grades, so a pick can go against the GPA. Otherwise the page does not pick one and says which grades higher: the higher GPA first; on a tie, the one with a free plan, then the one that starts cheaper in dollars a month, counted the same way for both; if they are still level, what the choice depends on.
- The grades are our own, from each tool’s review or report card. The GPA is their average.
- Prices, plans and platforms come from each tool’s listing. The table above says where each price was read and when.
- The differences and the answers to the questions are worked out from those listings.