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Endearist vs Streak

A fair, specific comparison — written so you'd be comfortable if a Streak engineer read it.

Fairness pledge

Streak is the original Gmail-plugin CRM — it lives inside Gmail's right rail, lets you turn email threads into pipeline stages, and includes mail merge, email tracking, and shareable pipelines. If your work happens almost entirely inside Gmail and you need a lightweight sales CRM that doesn't make you leave the inbox, Streak is the cleanest option and we say so. It is, however, explicitly a sales CRM — pipelines, deals, mail merge, view-tracking — not a personal relationship tool. Endearist sits on the other side of the line: no pipelines, no view-tracking, no mail merge, just the relationships you actually care about.

Where your data lives

Streak: cloud-hosted on Google Cloud Platform (US) — your pipelines, contacts, and email metadata sit in Streak's database. Endearist: your device first — sync optional via your own cloud (Google Drive, iCloud, WebDAV) or Endearist Cloud (EU-hosted).

How AI is accessed

Streak offers AI features in higher tiers — AI-assisted email drafting and pipeline summaries — processed on Streak's infrastructure via third-party LLM APIs. Email content leaves Gmail in the same request. Endearist's Magic Buttons run client-side with no AI by default. If you bring your own AI key (OpenAI, Anthropic, Gemini), it stays on your device. If you'd rather not manage a key, Endearist Pro Cloud Light bundles ~250 EU-routed actions/month for €4.99/month, and Pro Cloud upgrades to ~600 actions/month plus voice-note transcription for €9.99/month.

3-year total cost

Streak Free: $0 (personal use, ~50 boxes). Streak Pro: $49/user/month — ~€1,760 over 3 years. Endearist Pro Lifetime: €69 once. Endearist Pro Cloud: €9.99/month (~€360 over 3 years).

What we don't do

We don't have pipelines, deal stages, mail merge, email view-tracking, or a Gmail plugin — by design. Streak is a sales CRM and does those things well. Endearist isn't trying to be a sales CRM. We're the journal-quiet layer for the 100-150 people in your life outside of revenue.

Feature matrix

Side-by-side.

Feature Endearist Streak
Local-first data storage Yes — your device is the primary store. No — hosted on Google Cloud (US).
End-to-end encrypted sync Yes — AES-256-GCM, you hold the key. Transport TLS only; server holds plaintext.
Mobile native apps (iOS / Android) iOS, Android (native Flutter). iOS, Android companion apps (read-only access to pipelines).
Desktop native apps macOS, Windows, Linux (native). No — Gmail browser plugin only (Chrome / Safari extension).
AI features Opt-in: bring your own key (on-device) or Pro Cloud Light (~250 EU-routed actions/mo) or Pro Cloud (~600 actions/mo + voice). AI email drafting + pipeline summaries on higher tiers; runs on Streak servers.
Self-host option Not currently — the desktop app is the local store. No.
Pricing Free up to 25 contacts. Pro Lifetime €69 once, Pro Cloud Light €4.99/mo, or Pro Cloud €9.99/mo. Free (personal). Pro $49/user/month. Enterprise $129/user/month.
Open source code Source-release pledge on shutdown/acquisition. No — proprietary.
Plain-Markdown export Yes — readable without any app. CSV export of pipelines / boxes; no Markdown.
Voice-note transcription Yes — on Pro Cloud (60 min/mo) or your own key. No.
Family / multi-vault share Family share on Pro Cloud (2 seats). Multi-vault on the roadmap. No — team-pipeline sharing is org-only, not household.
Journal / reflection Built-in journal + weekly ritual + appreciation prompts. No — boxes hold email threads + custom fields, no journal surface.
Relationship depth (how-we-met, pets) How-we-met, pets, custom pronouns, life events, debts, attachments. Sales-shaped: stage, deal value, owner, custom fields. No pets / how-we-met / life-events.
Calendar / messenger integrations Read-only calendar (Google/Apple/Outlook); manual share-sheet capture for messenger context. Deep Gmail + Google Calendar integration; no messenger.

When to pick Streak

When Streak is the better fit.

If you sell things and your sales workflow is email-centric, Streak is the most integrated Gmail CRM available — mail merge, pipeline-in-inbox, email tracking. Pick Streak when "relationship" means "deal", you live in Gmail all day, and you can absorb $49/user/month as a sales-tools expense. We're not trying to be a sales CRM (we have no pipelines, no deals, no email tracking — by design) — we're the system for the 100-150 people in your life outside of revenue.

Switching

Coming from Streak?

Most users do not switch from Streak to Endearist because the use cases don't overlap. If you've been using Streak as a personal CRM in a pinch (some founders do this), export your boxes from Streak via Settings → Export → CSV. Import the CSV into Endearist via Settings → Import → CSV. Pipeline stages and deal values won't map — but contact names, emails, and free-text notes will. Most teams keep Streak running for the sales pipeline and add Endearist as the separate personal-relationship layer alongside it.

Prices and positioning verified 2026-05-20.

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