HeyHelp

What is HeyHelp?

HeyHelp AI is an AI-powered email assistant designed to simplify and automate everyday inbox management directly within Gmail. It works like a virtual executive assistant, handling repetitive tasks such as sorting emails, drafting replies, tagging conversations, and scheduling follow-ups. Instead of manually organizing your inbox or chasing responses, HeyHelp intelligently prioritizes important messages and filters out noise, helping users stay focused on what matters most. The platform also learns your writing style and workflow over time, making its suggestions more personalized and accurate. With built-in automation and seamless Gmail integration, HeyHelp helps professionals and teams save hours each week while improving productivity and communication efficiency.

Launched in 2025 by Duda Bardavid and Nick Timms—the seasoned productivity team behind DragApp (trusted by over 200,000 Workspace users)—HeyHelp was created to solve inbox fatigue once and for all. Built with a CASA Tier 2 Google Verified security architecture, HeyHelp lets users choose their preferred AI engine (OpenAI, Anthropic Claude, or Google Gemini) or bring their own API keys (BYOK), with subscriptions starting at $12 per month alongside flexible lifetime access deals.

• Founder / Leadership: Duda Bardavid and Nick Timms
• Launch Year: 2025
• Use Cases:
  • Waking up to pre-drafted email replies crafted in your tone so you only need to review and hit send
  • Auto-sorting, prioritizing, and labeling important customer emails while archiving promotional noise
  • Automating gentle, on-time follow-ups on stalled conversations and deal outreach
  • Detecting scheduling intent in email threads and creating draft calendar invites with attendees automatically
  • Politely declining unsolicited sales pitches and cold outreach without burning mental energy
• Technology:
  • Native Google Workspace and Gmail API integration preserving all existing filters, Chrome extensions, and CRM plugins
  • Multi-LLM routing architecture allowing users to toggle between OpenAI GPT, Anthropic Claude, and Google Gemini models
  • CASA Tier 2 certified, end-to-end encrypted infrastructure with strict zero-training data privacy guarantees
• Target Users:
  • Startup founders, solopreneurs, and executives spending 2+ hours daily inside Gmail
  • Sales reps and account managers juggling high-volume customer correspondence and follow-ups
  • Consultants, freelancers, and agency owners managing multiple client communications
  • Busy professionals seeking Inbox Zero without switching away from standard Gmail
• Acquisition: Operates as an independent productivity platform built by the makers of DragApp

Key features of HeyHelp

HeyHelp's key features are

• Native Gmail Integration: Operates directly inside your existing Gmail web interface—no new apps to install, no new tabs, and zero friction with your current browser extensions.
• Contextual AI Drafts: Pre-writes intelligent replies saved directly in your Gmail Drafts folder based on historical thread context, knowledge base info, and your personal voice.
• Smart Inbox Triage & Auto-Tagging: Categorizes incoming messages into clear actionable labels (e.g., Action Needed, Waiting for Reply, Resolved) and archives low-priority clutter.
• Freedom to Choose Your AI (BYOK): Select your underlying AI provider—OpenAI, Anthropic, or Google Gemini—or bring your own API key to pay only for raw token usage.
• Adaptive Self-Learning: Continuously learns your tone, nuances, and habits as you edit drafts or adjust labels, refining its suggestions over time without manual prompts.
• Automated Conversation Follow-Ups: Identifies unreplied conversations and queues timely follow-ups to ensure crucial deals and inquiries never slip through the cracks.
• Smart Calendar Scheduling: Extracts meeting context from messages and prepares draft calendar invites complete with titles, descriptions, and participant invites.
• Google-Verified Security & CASA Tier 2: Adheres to strict enterprise data protection standards with full encryption and zero usage of your private emails for AI training.

HeyHelp Pricing

HeyHelp offers transparent subscription pricing backed by a 7-day free trial (no credit card required), along with a popular lifetime BYOK access tier.

Pro Subscription Plans:

• Pro Annual Plan: $12 per user/month ($144 billed annually) with all-inclusive AI usage (no API key required), AI sorting, draft generation, and calendar assistance
• Pro Monthly Plan: $20 per user/month billed monthly for all-inclusive AI usage and full feature access

HeyHelp Connect (Lifetime Access):

• $199 one-time payment: Lifetime access to HeyHelp with a Bring-Your-Own-Key (BYOK) model (connect OpenAI, Anthropic, or Gemini API keys and pay providers directly for raw token usage)

Disclaimer: For the latest feature rollouts, team discounts, and promotional offers, please visit the official HeyHelp website at heyhelp.ai.

Who is using HeyHelp?

HeyHelp is designed for Gmail power users and fast-moving teams, including

• Startup Founders & Executives: Reclaiming 5+ hours every week by letting AI handle routine email drafting and triage
• Business Development & Sales Reps: Maintaining high response velocity and automating polite follow-ups on open leads
• Customer Success Managers: Quickly dispatching helpful, accurate answers drawing from internal company knowledge
• Operations & Chief of Staff Leads: Organizing chaotic shared email threads and scheduling cross-team calendar invites
• Freelancers & Independent Consultants: Keeping client communication professional and on time without hiring a human virtual assistant

Best HeyHelp Alternatives

Some of the strongest HeyHelp alternatives include

• Superhuman
• Shortwave
• Fyxer AI
• Gemini in Gmail (Google Workspace)
• Auto Gmail
• SaneBox

Pros and Cons of HeyHelp

Pros

• Runs 100% natively inside Gmail without forcing you into a separate third-party email client
• Multi-LLM flexibility lets you choose between OpenAI, Anthropic Claude, and Google Gemini
• Proactively drafts full replies and organizes tags automatically rather than waiting for manual chat prompts
• Built by proven Gmail ecosystem veterans (DragApp) with robust CASA Tier 2 Google security certification
• Cost-effective pricing with an optional one-off lifetime BYOK plan

Cons

• Exclusively optimized for Gmail and Google Workspace (does not support Microsoft Outlook or Apple Mail)
• BYOK Connect lifetime plan requires users to configure and fund their own LLM API accounts
• Advanced team-wide shared tone profiles and collaboration features are still rolling out across roadmaps

Why Choose HeyHelp?

Unlike standalone AI email clients that demand you abandon Gmail entirely, HeyHelp enhances the inbox you already know and love.

• Preserves all your existing Gmail labels, filters, Chrome extensions, and CRM sidebars
• Drafts thoughtful replies in your authentic writing style before you even click into a thread
• Gives you total AI freedom with your choice of top-tier models from OpenAI, Anthropic, or Google
• Delivers enterprise-grade security and Google-verified privacy protection out of the box

HeyHelp vs. Competitors

The main difference between HeyHelp, Superhuman, Shortwave, and Gemini in Gmail is integration philosophy and AI control. While Superhuman and Shortwave require you to use an entirely separate proprietary email client, HeyHelp operates directly within native Gmail. Unlike Google Gemini's basic side-panel prompting, HeyHelp proactively pre-drafts replies, manages custom labels, and allows users to swap between OpenAI, Anthropic, and Google models freely.

How do we rate HeyHelp?

HeyHelp Review

HeyHelp is one of the most practical and well-executed email assistants available for Google Workspace. Rather than reinventing the wheel with yet another standalone email client, the team behind DragApp has brought thoughtful AI automation directly into native Gmail. The ability to open your inbox and find high-priority messages neatly organized with personalized draft replies waiting for you is a genuine game-changer. For founders, sales professionals, and operators looking to cut their daily email time in half without disrupting their existing workflows, HeyHelp is an indispensable tool.

Conclusion

HeyHelp AI is a smart and highly practical email assistant that transforms Gmail into a more productive and organized workspace. By automating repetitive tasks like sorting emails, drafting replies, managing follow-ups, and scheduling events, it helps users save significant time and stay focused on important work. Its biggest strength lies in working directly inside Gmail while learning your writing style and priorities over time, making the experience feel personalized and efficient. While it may still require human review for accuracy and context, the productivity gains are clear.

HeyHelp AI is a powerful solution for professionals and teams who deal with high email volumes, helping them reduce inbox overload, improve response speed, and manage communication more effectively.