Chert

Chert

Chert provides first-party iMessage infrastructure and workflow tooling—APIs and webhooks—to send, receive, route, and observe real iMessage conversations at scale for GTM, support, and B2C workflows.

Chert is ai tools software teams evaluate for chat. Use this page to review pricing, integration signals, and the best alternatives before you commit.

Contact for pricing API 70/100
#41 in Chat (41 tools)
Just launched
Data reviewed Aug 16, 2026

Profile facts come from the vendor source. AiMatch labels unknown pricing or API details instead of estimating them.

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Quick Overview

Best for: Chat

What it does

AI Tools software for decision-makers comparing workflow fit and alternatives.

Best fit

Chat

Pricing snapshot

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Chert

Chert provides stable, first-party iMessage infrastructure and a workflow layer that lets teams send, receive, route, and observe native iMessage conversations at scale. It delivers peer-to-peer iMessage threads (blue-bubble UX) with delivery receipts, typing/reaction context, and file attachments, while falling back to SMS or RCS when recipients are not on iMessage. The product is aimed at GTM teams, customer support, and B2C conversational workflows who want higher-open/reply rates and native iMessage experiences.

Chert exposes a REST API and webhooks and offers native sync with common tools so conversations can be wired into CRMs and other systems; the company also offers onboarding assistance and an initial kickoff call to integrate iMessage into customer workflows.

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Key Features

First‑party iMessage delivery

Outbound and inbound messages flow over Apple’s iMessage protocol with blue-bubble UX, read receipts, and tapbacks rather than carrier A2P SMS.

REST API & Webhooks

A REST API and webhooks for every inbound and outbound event so you can programmatically send, receive, and observe messages and wire them into internal systems.

SMS/RCS fallback

Automatic fallback to SMS or RCS when a recipient is not on iMessage, and the API surfaces channel distinctions.

Delivery receipts & audit trails

Per-message delivery receipts and webhook-ready status plus audit trails and observability for message state and events.

Phone number pools & identity management

Rotate sending identities, warm them gradually, and cap volume per identity to reduce throttling and spam heuristics.

Context preservation

Typing indicators, reactions, and reply context are preserved so AI or humans can follow up naturally within the thread.

Attachments in native thread

Attach menus, decks, PDFs, and links inside the same native iMessage thread.

Multi‑recipient threads and handoffs

Run multi‑recipient threads with named senders and clean handoffs between agents or workflow participants.

Native sync & integrations

Native sync for common events (lead created, meeting booked, opt-out received) and prebuilt integrations with CRMs and sales tools.

Pricing

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Use Cases

Onboarding

Welcome users the moment they sign up via iMessage and offer short product tours or next steps directly in the thread.

Customer support

Resolve support issues in iMessage without a portal or ticket queue; surface order updates and ETA information in-thread.

Conversational B2C agents

AI-driven assistants that book, reschedule, and answer questions within iMessage threads like a real person.

Outbound sales / GTM outreach

Cold or warm outreach to book meetings and start conversations with higher reply rates than traditional cold email or A2P SMS.

Lifecycle workflows

Use the same iMessage API to interpret replies and advance workflows such as booking meetings, confirmations, and follow-ups.

Integrations

Salesforce

Sync conversations and events into Salesforce to connect iMessage threads with CRM records.

Attio

Native integration to surface iMessage events in Attio.

GoHighLevel

Integration to connect iMessage workflows with GoHighLevel.

Slack

Route or surface conversation events into Slack for internal collaboration.

Close

Sync iMessage activity into Close CRM.

HubSpot

Native sync for common CRM events such as leads and booked meetings.

Vapi

Integration shown on the site for workflow/agent connectivity.

Benefits

Higher reply and open rates through native iMessage (page claims "10x reply rate vs cold email").
More trusted conversations via blue-bubble peer-to-peer delivery, read receipts, and tapbacks.
Seamless handoff between AI and human agents with preserved typing/reactions and reply context.
Reduced unreachable contacts via SMS/RCS fallback and observable delivery status.
Integrates with existing sales and CRM tools to keep workflows centralized.

Limitations

Only reaches users on Apple’s iMessage protocol as native first choice; non‑iMessage recipients require SMS/RCS fallback.
Volume controls and identity warming are required to avoid Apple throttling—unlimited blasting is not supported and can lead to bans.

Frequently Asked Questions

Is this real iMessage, or just SMS branded as iMessage?
Real iMessage. Outbound and inbound flow over Apple’s iMessage protocol with blue‑bubble UX. Chert falls back to SMS only if a recipient isn’t on iMessage, and the API surfaces which channel a message landed on.
How is this different from sending SMS through Twilio?
Twilio is described as an A2P SMS pipe with carrier filtering and visible automation. Chert delivers peer‑to‑peer iMessage threads with read receipts and tapbacks in the recipient’s native inbox, yielding categorically different open and reply rates.
What about deliverability and spam flags?
Because iMessage is end‑to‑end and tied to Apple ID, it avoids carrier‑side A2P filtering. Chert rotates sending identities, warms them gradually, and caps volume per identity per day to stay below Apple heuristics; it warns that promises of unlimited blast volume are unsafe.
How do I connect Chert to the tools my team already uses?
Chert exposes a REST API and webhooks for every inbound/outbound event and ships native sync for common cases (lead created, meeting booked, opt‑out received). If you prefer not to build, Chert can handle the integration during onboarding.

Getting Started

  1. 1 Book a 20‑minute kickoff call to discuss your use case and integration plan.
  2. 2 Use Chert’s REST API and webhooks to connect inbound and outbound events into your systems (or request Chert handle integration during onboarding).
  3. 3 Configure phone number pools, identity warming, and routing rules; test message flows and fallback behavior before scaling.

Support

Book a Call

20‑minute kickoff call to discuss use case and integration (link available on site).

Contact

Contact page on the website for sales or general inquiries.

Docs / API

REST API and webhook endpoints are exposed for integration and development; referenced on the site.

API

Available: Yes
Documentation:

Chert exposes a REST API and webhooks for every inbound and outbound event; native sync for common CRM events is provided.

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