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Announcing Cassidy’s $3.7M Fundraising

Index

Overview

LLMs created a new era of automation. While previous workflow automation platforms could only automate tasks with basic if/then logic, LLMs unlocked complex reasoning in natural language.  

However, the quality of LLM outputs and decisions is highly dependent on the specific context they’re given. Insufficient, disorganized, or outdated data can cause AI to respond inconsistently (or even hallucinate), making it hugely unreliable for business automation. Enter: Cassidy. 

Cassidy is a more intelligent automation platform that makes every decision with full context on your business. 

How it works: Cassidy’s knowledge base connects to your company’s existing knowledge tools (Slack, Notion, Drive, etc.) and automatically cleans, prepares and keeps your business’s data up-to-date. It removes the concept of “one-size-fits-all” logic and instead allows your team to reliably build powerful AI workflows that make complex, human-level decisions, all with a nuanced understanding of your company. 

Cassidy was built for both non-technical and technical users, making effective AI automations accessible to teams of all shapes and sizes. Today, we’re thrilled to announce our $3.7 million funding led by The General Partnership, Neo, Comma Capital, Spacecadet Ventures, Ride Ventures, and angels like Erik Goldman (Co-founder of Vanta), Jason Dorfman (CEO of Orum), Zach Sims (CEO of Codecademy). We closed our round in November 2023 and have been growing fast...

What makes Cassidy’s automations ‘intelligent’

Companies typically want to consolidate their tooling, and since Cassidy's workflows are tailored to how a business operates, it works ‘intelligently’ in a few different ways: 

It gets smarter with more interactions

Cassidy’s automations improve over time. Each interaction cites its sources, allowing you to verify and exclude specific information through human-in-the-loop processes. This transparency ensures your data remains accurate and up-to-date. As more interactions occur, Cassidy’s performance is refined, incorporating added context and prompt adjustments to continually enhance the system’s reliability.

It understands your business

Cassidy connects with all knowledge tools (Slack, Sharepoint, Confluence, etc.) to give AI context on your business, customers, competitors, brand voice, and more. It pulls the information in real-time so that it’s constantly up-to-date with what’s happening at your company and in the market. This gives Cassidy human-like judgment, and keeps responses consistent across your entire team.

It’s fully composable software

Cassidy allows teams to quickly build custom AI automations and agents. Companies can tailor the software to how their business operates, designing workflows that match their exact team’s processes. We're creating hundreds of AI action blocks combined with all the leading AI models (all included with your plan) so you can bring your AI tech stack into a unified platform. 

AI that can run asynchronously

Cassidy’s workflows allow you to build automations that run even while you’re sleeping. You can create triggers from hundreds of different tools to automate tasks automatically. Because our AI runs with specific guardrails and the full context of your company, you can trust it to perform reliably without needing a human in the loop.

Built for teams of all shapes and sizes

We're making AI automations accessible to teams of all sizes and skill sets. To stay ahead in the age of AI, automation is no longer optional—everyone needs to be able to build out automations. Cassidy is designed to make it incredibly easy for non-technical teams to use and build complex automations. We offer a library of pre-made workflows and a simple text-to-workflow creation process. For more technical teams and granular use cases, Cassidy has the flexibility to add code and prompt engineering. Cassidy also has enterprise-grade permissioning and security that you can trust to keep your data private and encrypted. You can set advanced user-level permissions for your automations and knowledge data to keep your data secure. Learn more about our security (including compliance with SOC II) at trust.cassidyai.com

Cassidy in the real world 

We started Cassidy a little over a year ago and are continuously blown away by our customers’ creativity, from startup founders automating responses to RFPs to global public companies automating their sales enablement flows for 12k+ companies. Some use cases to spotlight: 

RVezy is a leader in online RV rentals that built a suite of sales enablement and customer success automations. Since their business model and ideal customer persona are incredibly nuanced, they couldn’t rely on typical if/then logic or scoring criteria to prioritize and respond to customers. The team embedded Cassidy into their workflows to automate customer support triaging, handle chargeback disputes, and draft replies with highly nuanced context. These automations understand RVezy’s business inside-out and make high-context judgments for each ticket trained on thousands of previous support inquiries.

“Cassidy allows us to be much more proactive in addressing critical customer complaints - automatically escalating issues to a manager who can solve customer problems quickly

E78 Partners, a leading advisory firm, utilizes Cassidy's AI automations for research and knowledge transfer across teams. They've built automations that are hyper-personalized to support industry research and client facing projects.

"Cassidy personalizes its AI tools to know our business, clients, and industries better than any other AI-enabled company. Across the board, our team is obsessed with using Cassidy as a copilot to refine solutions, research external industry insights, streamline knowledge transfer across teams and find creative ways to automate the day-to-day monotonous tasks."

Lexer, a customer data platform, generates responses to RFPs in minutes. Their team created an AI workflow that extracts questions from documents, searches their knowledge base for answers, then writes a thorough response in Lexer’s brand voice.

“I never thought I’d be able to automate responding to our RFPs until I found Cassidy. It was incredibly easy to connect my tools, and helps us respond 3x faster to customers so we can close more deals.”

What’s next

At Cassidy, we believe AI is going to become more and more embedded into how companies operate, starting with automations. If what we’re building resonates, check out our many open roles at cassidyai.com/careers 👈

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The Two Paths to Integrating AI in your Business
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The Two Paths to Integrating AI in your Business

AI models

There are two primary categories for integrating AI into your business:

  1. Boosting Internal Productivity - In other words, figuring out how to make your employees and workflows more efficient, so you can deliver better results faster.
  2. Enhancing the Customer Experience - Exploring what you can offer on top of your existing products and services to make your customers even happier.

Focusing on internal productivity will help cut costs, while improving the customer experience will help you earn more.

Internal Productivity

In my view, it’s easier to start with internal productivity. Greater AI adoption within your team or even by yourself will lead to a substantial increase in overall productivity. The right AI strategy will turn everyone in your organization into a top performer.

Of course, figuring out the best AI strategy can be tricky. But, I think it’s important to not overthink it. Just starting to use AI tools and sharing them with your team can pave the way for in-depth AI integration across your organization. It’s crucial for everyone to have that “Aha” moment with AI.

At CassidyAI, we’re all about this mission. While we’re still slowly rolling out early access, we’ve been documenting our process publicly because we believe everyone can benefit from the thinking we’re putting into how to build features that truly speed up internal workflows.

We showcased our plugin feature that allows you to bring an AI assistant, custom-trained for your business, virtually anywhere on the internet. It’s been a game-changer for sales, customer success, and marketing teams.

(Check out the demo here. You can also signup for the Cassidy waitlist here)

The point is this: When integrating AI into your business, consider the workflows and tasks that currently exist and explore how AI could be introduced to enhance them. Never assume AI can't help--even small steps towards incorporating AI eventually become meaningful time savings.

Customer Experience

On the other hand, you can drive significant customer retention and growth by thoughtfully using AI in your products and services. This approach requires creativity, as it is not as simple as purchasing an off-the-shelf solution for internal workflow optimization.

AI-enabled features in your products and services could include personalized recommendations, an AI chatbot, or simple AI features that make it easier for people to use your product. The catch is that these features must be unique to your business.

For instance, Shopify customers struggled to optimize their stores properly, so their AI sidekick was developed to do it automatically. Another example: I recently spoke with a personal trainer who introduced an AI chatbot for fitness-related questions because clients struggled with guidance on days they weren’t seeing the trainer.

When considering AI implementation, think about the biggest pain points for your current customers. Why do people churn? Is something stopping them from using your product or service more often? What are their unmet needs?

It’s within these questions, you’ll find opportunities to enhance the customer experience using AI.

Cassidy vs. Make.com
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Cassidy vs. Make.com

About us

AI-Embedded Automation vs. API-Driven Workflows

Automation has evolved beyond simple “if this, then that” workflows. Cassidy is an AI-native automation platform built for teams that need automation with human-like judgment, not just predefined app connectors. By embedding AI at every level, Cassidy can understand context, make decisions, and even interact with users as an assistant.

Make.com, on the other hand, is a traditional visual workflow builder that treats AI as an external add-on. Users can connect AI services via API modules, but AI isn’t an intrinsic part of every workflow. While Make.com excels at connecting apps in complex scenarios, it lacks built-in AI capabilities like memory or autonomous decision-making.

For enterprise decision-makers, this difference is critical. Below, we compare Cassidy and Make.com across key areas.

Feature Cassidy (AI-Driven) Make.com (Workflow Automation)
AI Integration ✅ Built-in AI powers every step ❌ No native AI, requires external API calls
AI Assistants ✅ Interactive assistants in Slack, Teams, etc. ❌ No AI assistants, only workflows
Enterprise Scalability ✅ Enterprise-grade (SOC 2 Type II, SSO, granular permissions) ⚠️ Basic/limited enterprise features (no SOC 2 yet, simple team roles)
Customization & Flexibility ✅ AI-powered workflows adapt with context ⚠️ Visual workflows with manual logic, no AI context memory
Use Case Fit ✅ Advanced AI use cases (assistant-driven processes, content generation) ❌ Basic app automation, lacks AI-driven actions

Embedded Intelligence vs. "Add-On" AI

Cassidy has AI built into every workflow, making it seamless to analyze data, generate content, and take intelligent actions. Workflows can process unstructured information, reference a knowledge base, and make decisions without needing manual API calls. AI is deeply embedded, meaning users don’t have to configure prompts or external services for each step.

Make.com treats AI as an optional add-on. To use AI, you must manually insert an API call (e.g., OpenAI) into a workflow, manage API keys, and configure prompts. There’s no native memory or knowledge retention, so workflows don’t improve over time. AI in Make is an external tool, not a core part of automation.

AI Assistants – Interactive AI vs. Static Workflows

Cassidy offers real-time AI assistants that integrate into Slack, Teams, and Chrome. These assistants can answer questions, generate responses, and automate tasks based on context. A sales assistant can draft personalized outreach, while an IT assistant can troubleshoot employee requests—all within chat.

Make.com does not have AI assistants. It is focused on background workflows and lacks an interface for employees to interact with AI in real-time. While you could trigger workflows from Slack, Make provides no built-in AI agent that understands context or remembers past interactions.

Enterprise Scalability – Built for Large Organizations

Cassidy is enterprise-ready with SOC 2 Type II compliance, SSO, granular permissions, and access controls. AI can be restricted by role, ensuring security across departments. Its infrastructure is designed for scalability and compliance at an enterprise level. Visit our trust center here.

Make.com, while growing in enterprise features, lacks SOC 2 Type II certification and has simpler role-based permissions. It is well-suited for team-based automation but requires additional governance setup for large-scale deployments.

AI-Driven Flexibility vs. Predefined Workflows

Cassidy lets teams build AI-powered workflows that adapt dynamically. AI can process data, make decisions, and adjust workflows on the fly. Enterprises can use different AI models (GPT-4, Claude) and fine-tune outputs, creating intelligent automations that improve over time.

Make.com is a powerful visual workflow builder but lacks AI adaptability. Workflows require predefined logic, meaning users must manually configure every step. AI cannot influence decisions without external scripting, making automation more rigid.

Use Cases – Where Cassidy Delivers More Value

Cassidy enables AI-powered automation that goes beyond simple workflows, making it ideal for:

  • RFP Automation: AI reads documents, finds relevant answers, and drafts responses using past knowledge.
  • Sales & Marketing Copilots: Assistants research prospects, summarize insights, and generate personalized outreach.
  • Customer Support AI: AI triages support tickets, drafts responses, and escalates urgent issues in real time.
  • HR & Compliance Automation: AI reviews policies, answers employee questions, and ensures regulatory compliance.

Make.com is best for structured app integrations, such as syncing CRM records, sending notifications, or processing simple data flows. AI is an enhancement, not a core function.

Choosing the Right Automation Platform for Your Enterprise

Cassidy is designed for enterprises that need AI-powered workflows and assistants that evolve with their business. Its AI is deeply embedded, making automation more intelligent, adaptable, and scalable.

Make.com is an excellent tool for building structured workflows, but its AI capabilities are limited to external API calls. For enterprises looking to automate complex, AI-driven processes, Cassidy is the more future-proof investment.

Ready to experience Cassidy firsthand? Book a demo today to see how an AI-first automation platform can unify knowledge, streamline processes, and transform the way your teams work.

Cassidy vs. Loopio
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Cassidy vs. Loopio

About us

AI Automation Platform vs. RFP Response Software

When evaluating automation platforms, Cassidy and Loopio often surface as contenders for streamlining RFPs and proposal management. However, these platforms differ significantly in their scope and flexibility. Loopio is a narrowly focused RFP response tool, providing structured, predefined workflows specifically built around proposal generation. In contrast, Cassidy is a powerful, contextual AI automation platform designed to dynamically adapt to your unique enterprise processes, far beyond just RFP responses.

Cassidy not only accelerates RFP responses, but automates complex, context-driven workflows across sales, customer support, operations, HR, and beyond. Loopio’s rigid structure may speed up repetitive proposals but lacks adaptability, restricting its usefulness.

Feature Comparison

Feature Cassidy Loopio
Automation Approach ✅ Contextual, AI-driven workflows tailored to unique processes ❌ Rigid, predefined proposal workflows only
AI Flexibility ✅ Adaptive AI that learns and evolves dynamically ❌ Static AI limited to content retrieval and reuse
Customization ✅ Fully customizable automation based on your unique needs ❌ Limited customization; forces users into preset formats
Real-time AI Assistants ✅ Interactive AI assistants embedded in Slack, Teams, Chrome ❌ No interactive AI; basic platform-based content retrieval
Knowledge Integration ✅ Unified knowledge base usable across multiple business functions ❌ Siloed RFP-specific content not accessible enterprise-wide
Enterprise Onboarding ✅ Dedicated onboarding, ongoing training, and personalized support ❌ Limited onboarding focused solely on proposal teams

Contextual AI Automation vs. Static Content Lookup

Cassidy’s AI-powered automation goes far beyond simple content retrieval. Its contextual AI understands and dynamically adapts to your business processes, continuously improving workflows by extracting information, generating context-aware responses, and automating complex tasks end-to-end.

Loopio’s automation is essentially limited to suggesting previously stored answers from its content library. This static approach requires significant manual upkeep and struggles to handle non-standard or complex RFP scenarios, often forcing users back into tedious manual work.

Custom Workflows Tailored to Your Enterprise

No two businesses handle proposals or processes the same way. Cassidy recognizes this and provides highly customizable AI workflows precisely adapted to your company’s specific requirements. You can define your processes, tone, and even AI behavior, creating workflows that perfectly match your operational style.

Loopio, however, restricts teams to predefined structures. Its limited customization options mean that if your proposals vary significantly, your team might frequently revert to manual interventions, reducing the platform's value.

Unified Enterprise Knowledge

Cassidy’s enterprise-wide knowledge base centralizes your critical business content—whether proposal answers, customer interactions, internal policies, or sales materials—in one intelligent repository. This interconnected knowledge powers all of Cassidy’s automation tools, ensuring consistency and continuous improvement.

Loopio’s knowledge management is isolated to RFP-related content, creating data silos and limiting your enterprise’s ability to leverage insights across different departments or workflows.

Interactive AI Assistants Where You Work

Cassidy embeds intelligent, interactive AI assistants directly into Slack, Microsoft Teams, Chrome browsers, and web applications. This enables employees across your enterprise to access real-time, contextual support seamlessly within their daily workflow.

Loopio provides no interactive AI assistance outside its own interface, restricting content lookup and limiting employee engagement and accessibility.

Scalable AI for Enterprise Teams

Cassidy prioritizes scalable enterprise adoption with comprehensive onboarding, dedicated account management, ongoing training, and personalized support. This approach ensures quick implementation, team-wide adoption, and continuous optimization across various business units.

Loopio’s onboarding and scalability are limited strictly to proposal teams, with minimal ongoing support or adaptability to broader organizational needs.

Cassidy: The AI Platform Built for Your Entire Business

Loopio offers efficiency strictly within rigid, predefined proposal workflows. Cassidy, however, delivers expansive, contextual AI automation that adapts to your unique processes, breaks down knowledge silos, and supports dynamic, enterprise-wide workflows. Cassidy represents the smarter long-term investment, equipping your business for success beyond RFPs.

Ready to unlock the full potential of AI-driven automation?

Book a Demo today and experience the Cassidy difference firsthand.

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Access to the top models

Cassidy includes the top 5+ leading AI models.

Assistants

Intelligent assistants personalized to your team.

Workflows

Automate tasks with custom, data-driven workflows.

Chrome extension

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No model training

Unlike ChatGPT, Cassidy never trains with your data.

Knowledge Base

Centralized intelligence for smarter automation.