
Top 10 AI Assistants With Memory in 2026
Team Dume.ai
Jan 10, 2026 • 18 min read
The best AI assistants with memory in 2026 can remember user preferences, past conversations, tasks, and workflows to deliver more personalized and efficient assistance. Tools like Dume.ai, ChatGPT, Claude, Rewind, Notion AI, and Lindy use memory to reduce repetition, improve context, and automate ongoing work. As AI shifts from stateless chatbots to persistent digital teammates, memory has become the critical feature that separates a tool from a true assistant.
What Is an AI Assistant With Memory?
An AI assistant with memory is fundamentally different from traditional chatbots. Instead of starting fresh with each conversation, these assistants retain information across sessions, creating continuity and personalization. Memory allows an AI to understand who you are, what you're working on, your preferences, and the decisions you've already made.
There are three core types of memory in AI systems:
Short-term context is temporary working memory available only during your current session. Once you close the chat, this memory disappears. A 200,000-token context window (like Claude's) feels like perfect memory, but only within that single conversation. The moment you start a new session, the AI forgets everything from yesterday.
Long-term memory persists indefinitely across sessions, stored in external databases or vector stores. This is what enables an AI to say "Remember when you told me you prefer vegetarian meals?" weeks later. Long-term memory requires infrastructure beyond the model itself and is what transforms an AI from a reactive tool into a proactive assistant.
Session-based memory sits between the two. It maintains context throughout a multi-step workflow or conversation but resets when you log out. This is useful for interactive tasks like form-filling or research projects that happen in a single sitting.
The critical difference: a context window is short-term attention. Memory is long-term awareness. Without memory, you waste 5+ hours per week re-explaining the same information to AI tools, according to research on productivity impact.
How Does AI Memory Work?
AI memory systems operate through several mechanisms. Most assistants use retrieval-augmented generation (RAG), a process where the system searches past conversations or documents, extracts relevant information, and injects it into the prompt before generating a response.
When you tell ChatGPT "I'm vegetarian," the system doesn't internalize this fact into its weights. Instead, it stores this preference in a memory database. On your next conversation, the system retrieves this stored preference and includes it as context, allowing the model to remember your dietary choices.
Conversation memory captures what was discussed—topics, decisions, and context from past chats. This enables an AI to follow up on a topic you mentioned three sessions ago.
Preference memory stores how you like to work—your communication style, technical preferences, project templates, or formatting requirements. Over time, an AI learns to match your tone and approach.
Workflow memory is more advanced. Systems like Dume.ai remember the processes you've created, the automations you've set up, and can execute these workflows again or adapt them for new situations. If you taught your assistant how to triage emails yesterday, it remembers those rules and applies them tomorrow.
Knowledge memory stores facts about your projects, codebase, clients, or domain. An AI might remember that "Project Phoenix is in Q4 crunch" and adjust its recommendations accordingly.
The technical implementation varies. ChatGPT stores approximately 1,200–1,400 words of memory before reaching capacity and refusing to add more. Claude uses a file-based system where you can explicitly upload context documents that persist within a project. Dume.ai builds a unified memory system that crosses all connected tools, so your assistant knows facts from your emails, calendar, and Slack without you having to repeat them.
Why AI Assistants With Memory Matter in 2026
The problem memory solves is real: tool overload and repetition fatigue.
Most knowledge workers juggle Gmail, Slack, Calendar, Notion, Jira, and a dozen other apps. Each tool operates in isolation. Your Slack doesn't know what's in your email. Your calendar doesn't sync with your task manager. And every AI tool you use—whether it's ChatGPT for writing, Claude for analysis, or Perplexity for research—starts with no knowledge of your context.
This fragmentation creates a hidden productivity tax. You spend hours context-switching, repeating background information, and hunting for past decisions. Studies show teams save 10–12 hours per week when using AI assistants with memory because the AI handles triage, summarization, and follow-ups automatically.
Memory also enables proactive assistance rather than reactive response. An AI with memory can notice patterns ("You always have a focus block on Tuesday afternoons") and anticipate your needs. Motion's meeting assistant remembers what was discussed about "Project Phoenix" and can extract action items without you manually directing it.
The shift from chatbots to agents is also driven by memory. A stateless chatbot answers questions. A memory-enabled agent executes workflows, makes decisions based on past context, and adapts behavior over time. By 2026, AI assistants that lack memory feel incomplete—like having a coworker with severe amnesia.
Finally, memory reduces cognitive load. You don't have to remember to tell your AI assistant about your preferences every time. You don't have to paste the same context into prompts repeatedly. The assistant carries the burden of remembering, freeing your mind for actual work.
How We Evaluated AI Assistants With Memory
To identify the top 10 AI assistants with memory in 2026, we analyzed tools across six dimensions:
Type of memory supported. Does the tool offer conversation memory, preference memory, workflow memory, or knowledge memory? The most useful assistants combine multiple types.
Persistence across sessions. Can the AI actually remember information days or weeks later, or does memory reset after logout? True long-term memory persists; session-based memory expires.
Customization and control. Can you edit, delete, or selectively disable memory? Do you decide what's remembered, or does the AI decide? Tools like Claude emphasize user control; ChatGPT emphasizes automatic memory management.
Privacy and data handling. Is data stored locally on your device, encrypted in the cloud, or used for model training? Privacy standards vary dramatically. Tools like Rewind store data on-device; others use cloud servers. You should know where your data lives and who accesses it.
Practical usefulness. Does memory actually improve the tool's usefulness, or is it a marketing feature? We prioritized tools where memory delivers measurable productivity gains—automating follow-ups, reducing manual context-setting, or enabling proactive assistance.
Pricing and accessibility. What does it cost? Is there a free tier? These tools range from free (Pi AI) to enterprise-only (some Mem0 plans). Accessibility matters for adoption.
Top 10 AI Assistants With Memory in 2026
1. Dume.ai — The Workflow Automation Assistant
What kind of memory it has: Unified cross-app memory with preference, workflow, and conversation recall.
What it remembers: Your communication style, project context, recurring tasks, calendar patterns, email triage rules, and automation workflows. Dume integrates with 50+ tools (Gmail, Slack, Notion, Jira, GitHub, Calendar) and remembers context across all of them.
Best use cases: Solopreneurs and small teams automating workflows, managing email and meeting overload, and executing cross-app automations without coding.
How memory helps: Instead of repeating "summarize my morning emails and draft responses," your assistant remembers this is part of your morning routine and does it proactively each day. Memory enables true automation—not just Q&A. If you taught Dume how to triage support tickets yesterday, it remembers those rules and applies them to new tickets today.
Key limitations: Dume is newer than ChatGPT or Claude, so it has a smaller knowledge base about general topics. It's strongest for workflow automation, weaker for open-ended research or creative writing.
Pricing: Free tier available; Pro plan starts around $18/month (annual billing).
2. ChatGPT — The Conversational All-Rounder
What kind of memory it has: Dual-mode memory with saved memories (explicit preferences you ask it to remember) and chat history (implicit learning from past conversations).
What it remembers: Your name, favorite foods, communication style, writing preferences, project details, and anything you explicitly ask it to remember. ChatGPT can also reference insights from your entire chat history automatically—if you once mentioned you like Thai food, it can bring that up when you ask for lunch ideas.
Best use cases: Writing, ideation, coding help, general Q&A, and creative projects where you want an AI that feels personalized and learns your style.
How memory helps: ChatGPT's memory is hands-off and magical feeling. You don't have to manually set preferences—the AI notices patterns and adapts. This creates the illusion of a truly personal assistant. For writers, this means ChatGPT learns your tone and can continue projects with continuity.
Key limitations: Memory can be unpredictable. ChatGPT sometimes "forgets" important details or remembers things you didn't explicitly ask it to store. Memory capacity is limited (1,200–1,400 words total). For deep work spanning weeks, you may hit the memory ceiling and need to manually manage what it remembers.
Pricing: Free plan available; ChatGPT Plus ($20/month) includes memory features.
3. Claude — The Long-Context Analyzer
What kind of memory it has: Project-based persistent memory with transparent, user-controlled editing and archival.
What it remembers: Project context, technical requirements, your preferred coding style, team processes, and any information you explicitly add to the project memory. Claude keeps memory separate by project, so work context doesn't bleed into personal conversations.
Best use cases: Developers working with large codebases, analysts processing long documents, legal teams, and anyone needing precise, auditable memory without surprising "auto-learned" behavior.
How memory helps: Memory makes Claude a true collaborative partner for long projects. You can hand off a 10,000-word document to Claude, and it remembers key context across future sessions. For developers, this is transformative—you can ask "refactor this function to match the patterns we used in the auth module" and Claude knows exactly what you mean.
Key limitations: Memory requires more user initiative. Claude won't proactively remember things unless you explicitly ask or use its memory tools. This means less magical feeling but more predictability and control. Memory files can hit a "fading memory" problem where the AI struggles to find relevant information in very large context files.
Pricing: Free tier available; Claude Pro ($20/month) includes memory for Team and Enterprise users.
4. Rewind AI (Evolving to Limitless) — The Personal Recall Assistant
What kind of memory it has: Screen and meeting recording with on-device indexing and searchable recall.
What it remembers: Everything you see and hear on your Mac—screenshots, video, audio, and transcripts. Unlike other assistants, Rewind doesn't learn or infer. It records, compresses, and makes content searchable.
Best use cases: Researchers, managers in back-to-back meetings, ADHD professionals who struggle with working memory, and anyone who needs perfect recall of past events and conversations.
How memory helps: You can search for "Maddie's Q4 budget comment" and instantly find the exact moment in a Zoom call where this was discussed, complete with timestamp and transcript. For meeting-heavy roles, this saves hours hunting through notes. Rewind is evolving into Limitless, which adds a wearable pendant for capturing real-world conversations.
Key limitations: Rewind is macOS-only (Windows beta, iOS limited). It records passively rather than inferring, so it won't proactively suggest actions or anticipate needs like other assistants. Privacy is a trade-off—even with encryption, some users are uncomfortable with continuous recording.
Pricing: Professional plan around $19–20/month; free tier available.
5. Notion AI — The Knowledge Workspace Assistant
What kind of memory it has: Database-integrated memory for summarization, autofill, and knowledge management within Notion.
What it remembers: Content within your Notion workspace—meeting notes, project briefs, client info, and any documents you've uploaded. Notion AI doesn't have persistent cross-session learning like ChatGPT; instead, it organizes and summarizes what's already in Notion.
Best use cases: Teams managing internal knowledge bases, project documentation, meeting notes, or client information inside Notion. Best for teams already committed to Notion as their workspace.
How memory helps: Notion AI can auto-generate summaries of lengthy meeting notes, extract action items, and create consistent documentation templates. For teams, this reduces busywork and makes knowledge discoverable. The "AI autofill" property lets you write custom prompts to extract structured data from unstructured notes.
Key limitations: Notion AI is scoped to Notion. It can't connect to external tools like Slack or email in real-time. For organizations using Notion, this is fine. For teams with fragmented tools, it won't unify your memory across apps.
Pricing: Notion AI is an add-on costing approximately $10/month per user.
6. Lindy — The AI Executive Assistant
What kind of memory it has: Conversation memory with selective, rule-based saving. Lindy agents manage their own memory intelligently rather than saving everything.
What it remembers: High-quality facts about your workflow, preferences, and recurring patterns. Lindy prioritizes memory quality over quantity—it might save "User always schedules standups on Monday at 10 AM" but not every detail from every conversation.
Best use cases: Busy professionals automating scheduling, email handling, sales outreach, and meeting management. Lindy excels at repetitive, rule-based workflows.
How memory helps: Lindy can set rules like "if I send an email from a vendor, save their contact details" and then automatically apply those rules in future conversations. Memory enables proactive assistance—Lindy can suggest optimal meeting times based on patterns it's learned from your calendar.
Key limitations: Lindy uses credits-based pricing, which can be hard to predict. Different actions consume different numbers of credits, making budgeting complex. Memory is selective rather than comprehensive, so you may need to occasionally remind Lindy of context it should have learned.
Pricing: Free starter credits; paid plans typically around $49/month depending on automation volume.
7. Mem.ai — The Note-Taking Memory Partner
What kind of memory it has: Semantic note-based memory where your notes become the AI's knowledge base.
What it remembers: Everything you write in Mem. The AI indexes your notes and uses them as context for understanding your thoughts, projects, and preferences. Unlike ChatGPT, which stores separate memories, Mem treats your notes as the unified source of truth.
Best use cases: Knowledge workers, writers, researchers, and anyone who takes extensive notes and wants an AI that understands their entire note history.
How memory helps: You write a note about your project goals, and Mem automatically links related notes, creates summaries, and surfaces relevant context. Over time, Mem becomes a mirror of your thinking—the AI knows your priorities because it knows your notes. This is especially powerful for long-form thinkers who build knowledge incrementally.
Key limitations: Mem is note-centric, not conversation-centric. If you prefer chat-based interaction over writing, Mem feels less natural. Memory is only as good as the notes you create, so it works best for people with strong note-taking habits.
Pricing: Free tier limited to 25 notes/month; Mem Pro ($12/month) offers unlimited notes and chat messages.
8. Pi AI — The Empathetic Coach
What kind of memory it has: Conversation-based memory with server-side storage and emotional intelligence.
What it remembers: Your conversation history, topics you care about, and conversational patterns. Pi is designed to feel like a supportive coach rather than a productivity tool, so memory emphasizes emotional continuity over task tracking.
Best use cases: Personal development, reflection, journaling, test preparation, and conversational support. Pi is genuinely good at listening and remembering what matters to you emotionally.
How memory helps: Pi remembers your concerns and can follow up weeks later with "How did that conversation with your boss go?" This creates genuine continuity and a sense of being understood—not just data recall. For people seeking a thinking partner or emotional support, this is powerful.
Key limitations: Pi is weaker at productivity automation and cross-app integration compared to Dume.ai or Lindy. It's also cloud-based only (no offline mode) and doesn't integrate with external tools. Memory doesn't help you execute tasks; it helps you reflect and think.
Pricing: Free, with optional premium tiers emerging.
9. Motion — The All-in-One Productivity Suite
What kind of memory it has: Meeting memory, task memory, and project context integrated into calendar and workflow management.
What it remembers: Meeting transcripts, action items, project status, deadlines, team capacity, and recurring patterns in your schedule. Motion goes beyond storing memory—it uses past patterns to optimize your calendar and task management.
Best use cases: Teams managing complex projects, managers coordinating across multiple stakeholders, and anyone whose productivity is blocked by scheduling and meeting overhead.
How memory helps: Motion's meeting notetaker records Zoom calls, transcribes them, and extracts action items automatically—80% more accurate than human note-taking. More importantly, Motion remembers past decisions. You can ask "What did we decide about the marketing budget last Tuesday?" and Motion will retrieve that exact moment from meeting notes. Memory also powers Motion's intelligent scheduling—it learns your work patterns and builds optimized daily schedules.
Key limitations: Motion has a steep learning curve and limited customization compared to simpler tools. Premium pricing is higher than competitors. Memory is primarily focused on meetings and scheduling, not general knowledge or workflows.
Pricing: Motion offers tiered plans; Business plan is premium-priced compared to other assistants.
10. Mem0 — The Enterprise Memory Layer
What kind of memory it has: Extensible API-based memory layer designed for developers building AI agents. Mem0 is infrastructure, not a consumer product.
What it remembers: Custom facts, user preferences, and agent state stored in scalable graph memory. Developers define exactly what gets remembered and how it's retrieved.
Best use cases: Enterprises, developers, and teams building custom AI agents that need persistent memory without building infrastructure from scratch.
How memory helps: Mem0 solves a critical problem: training large language models to maintain long-term context without hallucinating or forgetting. It benchmarks 26% higher response quality with 90% fewer tokens compared to OpenAI's memory. For teams building AI workflows, this is a major efficiency gain.
Key limitations: Mem0 is not a standalone assistant—it requires development work to integrate. There's no consumer interface; you're building with APIs. This makes it powerful for enterprises but inaccessible for individual users.
Pricing: Free tier (10,000 memories); Pro plan ($249/month); Enterprise (flexible pricing).
Feature Comparison Table
Privacy and Control in AI Memory Tools
Data privacy is the critical question most people don't ask until it's too late. AI assistants with memory store sensitive information—your communication style, project details, personal preferences, and sometimes confidential work. Understanding how each tool handles this data is essential.
ChatGPT stores memory by default, but you can disable it. Data is encrypted in transit and at rest, but OpenAI retains the data in its cloud infrastructure. OpenAI's policy allows them to use chat data for model improvement unless you explicitly opt out. However, if you use the OpenAI API (not the web interface), data retention is limited to 30 days and is not used for training.
Claude emphasizes transparency. You can see exactly what Claude knows about you, edit specific memory entries, and delete everything with a click. Memory is project-scoped, preventing work info from bleeding into personal conversations. Anthropic explicitly commits not to train on customer data.
Rewind stores everything locally on your Mac, encrypted. No data leaves your device unless you explicitly opt in for cloud features. This is privacy-by-design, but requires you to manage the device security yourself.
Dume.ai is privacy-first with user control. You decide what's remembered, can edit or delete memory at any time, and data is encrypted. Enterprise compliance is available for GDPR and CCPA.
Notion AI contractually prohibits using customer data for model training. Data stays within your Notion workspace.
Pi AI stores conversation history server-side but claims not to use it for training. However, full transparency controls are still in development.
The safest approach: understand the tool's data policy before trusting it with sensitive information. Look for zero-data-retention (ZDR) commitments, local-first storage, or explicit opt-in for training. Tools like Rewind and Claude give you the most control. Tools like ChatGPT offer convenience at the cost of less transparency.
Real-Life Use Cases of AI Assistants With Memory
Remembering work preferences: A product manager uses Dume.ai to manage their week. They once told Dume "I prefer async communication in writing unless it's urgent" and "I block 2–4 PM for deep work." Now, Dume proactively drafts email summaries instead of interrupting with chat, and protects the afternoon focus block automatically. Without memory, the PM would need to repeat these preferences constantly.
Tracking long-term projects: A developer uses Claude to refactor a codebase. They upload the existing architecture, API patterns, and coding standards to Claude's project memory. Over three weeks, they ask Claude to implement new features. Because Claude remembers the project context, it suggests implementations that match the existing code style and patterns—no need to re-paste the architecture every conversation.
Managing recurring tasks: A support manager uses Lindy to handle repetitive work. They set a rule: "When a support ticket comes in, check our knowledge base, draft a response, and flag for approval if urgent." Lindy learns this workflow and applies it automatically to new tickets, saving the manager 90 minutes per day on initial triage.
Personalized summaries and reminders: A busy executive uses Motion, which remembers that "Project Phoenix is in crunch mode" from past meetings. When a new meeting about Phoenix is scheduled, Motion automatically includes relevant context in the pre-meeting briefing—decisions from the last meeting, current blockers, and who committed to what.
Continuous learning from documents: A researcher uses Mem.ai for a long-term research project. As they write notes about papers they've read, methodologies they're exploring, and insights they've developed, Mem builds an ever-growing knowledge base. Months later, Mem can surface a paper they read six months ago and connect it to a current question—mimicking how a human researcher's knowledge base grows.
How to Choose the Right AI Assistant With Memory
For workflow automation: Choose Dume.ai. It excels at cross-app automation and remembers workflows you've created, enabling true automation rather than just Q&A.
For deep analysis and long-context work: Choose Claude. Its project memory is transparent and precise, making it ideal for developers, analysts, and anyone processing large documents.
For conversational continuity and personalization: Choose ChatGPT. Memory feels magical and seamless; it's ideal for writers, content creators, and people who value hands-off personalization.
For perfect recall and privacy: Choose Rewind. If you need to search past conversations or meetings and want local-first privacy, Rewind is unmatched.
For knowledge management inside Notion: Choose Notion AI. If your team already lives in Notion, Notion AI integrates memory directly into your workflow.
For scheduling and meeting automation: Choose Motion. Its memory of past decisions and project context makes it invaluable for coordinated team environments.
For conversational support and reflection: Choose Pi AI. It's free and excellent for thinking partnerships, journaling, and personal development.
For note-based knowledge building: Choose Mem.ai. If you're a prolific note-taker, Mem becomes smarter as your note collection grows.
For rule-based task automation: Choose Lindy. Its selective memory and automation capabilities make it ideal for email triage, scheduling, and workflow rules.
For enterprise AI agents: Choose Mem0. If you're building custom AI systems, Mem0 provides the memory infrastructure at scale.
Key Takeaways
- AI memory is the feature that matters in 2026. Stateless chatbots waste your time; memory-enabled assistants save it. The difference is transformative.
- Memory comes in three types: short-term context (ends when you close the chat), session-based memory (lasts during a workflow), and persistent long-term memory (survives across days and weeks).
- Different assistants excel at different memory models. ChatGPT specializes in conversational continuity. Claude excels at project-scoped context. Dume.ai dominates cross-app workflow memory. Rewind owns personal recall. Choose based on your specific need.
- Privacy matters. Understand where your data is stored and who can access it. Some tools (Rewind) keep data on-device. Others (ChatGPT) use cloud storage. Ask before trusting sensitive information.
- Memory enables real automation, not just chat. The best AI assistants with memory don't just answer questions—they execute recurring tasks, anticipate needs, and reduce busywork by 10+ hours per week.
- The right AI assistant depends on your workflow. Solopreneurs automating email and scheduling should try Dume.ai or Lindy. Developers analyzing codebases should choose Claude. Writers and content creators should start with ChatGPT. Teams in meetings should explore Motion. Choose the tool that matches your primary work.
Conclusion
AI assistants with memory represent a fundamental shift in how humans and machines collaborate. The best tools in 2026 are not just smarter—they're persistent, context-aware, and genuinely anticipatory. Instead of repeating yourself, explaining context, and hunting through past notes, you simply tell your assistant what you're working on, and it remembers.
The 10 assistants covered here represent different approaches to solving the memory problem. Some prioritize seamless personalization (ChatGPT). Others emphasize transparency and control (Claude). Some focus on cross-app workflow automation (Dume.ai). Others specialize in specific use cases like meeting management (Motion) or note-based knowledge building (Mem.ai).
What unites them is this: memory enables real assistance, not just chat. An AI without memory is a tool you talk to. An AI with memory is a teammate that learns, adapts, and anticipates.
Among current options, Dume.ai stands out for its unique combination of deep cross-app integration, unified memory system, and practical workflow automation. Unlike single-purpose tools, Dume connects your entire work stack—Gmail, Calendar, Slack, Notion, Jira, and 50+ others—into one intelligent assistant that remembers your preferences, understands your processes, and handles repetitive work without prompts. For teams and solopreneurs seeking a true executive assistant rather than a conversational chatbot, Dume.ai exemplifies where AI memory is heading: from reactive tools to proactive digital teammates that genuinely understand and support your work.
The future of work is orchestrated, not manual. Pick the AI assistant that matches your needs, trust it with your context, and reclaim the hours you've been spending on busywork.