Comparing Dialpad Ai and Five9? Both are Contact Center & CCaaS and Voice & Phone AI tools in the directory, which is why buyers put them on the same shortlist. Below is a side-by-side look at how they price, what they integrate with, and when each is the better fit, so you can pick on the facts rather than either vendor's own sales page.
| Attribute | Dialpad Ai | Five9 |
|---|---|---|
| Pricing | Paid · $15/user/mo | Paid · $119/seat/mo |
| Founded | 2011 | 2001 |
| Categories | Agent Assist & Copilots Contact Center & CCaaS Voice & Phone AI | Contact Center & CCaaS Enterprise Voice & Phone AI |
| Integrations | Salesforce Zendesk Google Workspace Microsoft Teams HubSpot ServiceNow | Salesforce ServiceNow Microsoft Dynamics 365 Zendesk Oracle Microsoft Teams Zoom RingCentral |
Dialpad's founders have been building phone systems for the internet age longer than almost anyone: CEO Craig Walker previously created the products that became Yahoo Voice and, via GrandCentral, Google Voice. Founded in 2011, Dialpad is a cloud phone system and contact center with AI baked into every call, and its 2018 acquisition of voice AI startup TalkIQ, roughly $50 million, turned out to be the masterstroke. That technology, matured into DialpadGPT and trained on billions of minutes of business conversations, now powers live transcription, sentiment analysis, real-time coaching cards, automatic summaries, and AI scorecards across the platform.
For support teams the draw is having telephony, contact center, and support AI from one vendor. Dialpad Support, the contact-center product, starts around $80 per user per month, while the base Connect phone system starts at $15, and unusually for the industry the core AI features are bundled into standard plans rather than sold as add-ons. Newer agentic AI agents that autonomously handle scheduling, order lookups, and ticket updates are priced per conversation on a quoted basis. Integrations cover Salesforce, Zendesk, HubSpot, ServiceNow, Google Workspace, and Microsoft Teams.
The company was valued at $2.2 billion after an ICONIQ-led round in 2021 and has raised roughly $450 million from investors including Andreessen Horowitz and Google Ventures.
Dialpad fits teams that want to consolidate: if you are buying a business phone system anyway and support runs heavily on calls, getting transcription, coaching, QA, and virtual agents in the same box is genuinely efficient. Voice-AI purists may prefer a specialist like PolyAI; pragmatists consolidating vendors will like Dialpad a lot.
Read the full Dialpad Ai listing → · See Dialpad Ai alternatives →
Five9 is a cloud contact center platform, the kind that runs the whole operation: inbound and outbound voice, chat, email, SMS, and social messaging, plus routing, quality management, and workforce tools. Its Genius AI suite threads through everything, with voice and digital AI Agents that resolve customer conversations on their own, AI Agent Assist that transcribes calls and coaches live reps, and AI Summaries, Insights, and Knowledge doing the after-call cleanup. In 2025 Five9 pushed hard into what it calls Agentic CX, adding an Agentic Engine plus AI Trust and Governance controls.
The company has been at this since 2001, when it started in San Ramon, California, betting that contact centers belonged in the cloud back when they lived in server closets. It went public on NASDAQ in April 2014 at 7 dollars a share under the ticker FIVN. In 2021 Zoom agreed to buy Five9 for roughly 14.7 billion dollars in stock, then shareholders balked and the deal was terminated that September. Longtime CEO Mike Burkland retired, handing the job to Amit Mathradas in February 2026. Today Five9 claims more than 3,000 customers, including Alaska Airlines, PUMA, Omaha Steaks, Wyndham, and Exact Sciences.
Five9 publishes exactly two prices. Digital costs 119 dollars per concurrent seat per month for digital channels only, and Core costs 159 dollars with voice included. The Plus, Pro, and Enterprise bundles are quote only, and everything carries a 50 seat minimum plus usage based charges. Bundled AI covers 3,000 minutes per seat before metered fees kick in, and the serious stuff, AI Agents and virtual agents, is sold as add-ons through sales. Budget accordingly.
Choose Five9 if you run a genuine contact center with 50 or more seats and want voice, digital channels, and AI under one roof from a vendor that will still exist next year. Skip it if you are a small team wanting a simple helpdesk: Zendesk or Intercom will fit better, cost less, and skip the sales calls.
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