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Twin-Gig

FreemiumAgentic

Freelancers don't lose clients because the work is bad — they lose them because an invoice sat unpaid for six weeks, a proposal never got a follow-up, and the email thread that needed a reply got buried under twelve others. Twin-Gig is built to run that back-office automatically, in your voice, without you touching it.

$0/mo free; $38/seat/mo Enterprise

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Summary

The core loop: connect Gmail or Outlook, let Twin-Gig learn your tone from real sent emails, and it handles drafting replies, sending proposals, and chasing invoices autonomously. The Review Queue surfaces inbound messages with drafted replies already attached — approve or discard in a keystroke. Cash Autopilot sends a reminder ladder for unpaid invoices and stops the moment payment clears. The pipeline board advances stages on actual email signals, not manual updates. Where this gets complicated is when a client relationship demands more nuance than a trained voice pattern can hold, or when your business spans more than one working identity.

Bottom line: Twin-Gig earns its keep if you're a solo freelancer drowning in follow-ups and proposal admin — but the moment you're managing a team, running under multiple brands, or need CRM-level reporting, the solo-operator architecture stops fitting.

Pricing Plans

Subscription
Price
$0/mo free; $38/seat/mo Enterprise

Free

Free

Free plan, no card required

  • Basic voice learning
  • Proposal drafting
  • Invoice chasing

Enterprise

$38per month

Per seat, billed monthly

  • Full features
  • Team seats

View full pricing on twin-gig.com →

Pricing may have changed since last verified. Check the official site for current plans.

Find your fit

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Pros

  • Voice learning from real sent emails means proposals and replies don't sound like AI drafts, so clients aren't jarred by a sudden shift in tone when volume picks up.
  • Cash Autopilot sends the follow-up reminder ladder and stops automatically on payment, which means you stop losing money to invoices you forgot to chase and stop burning goodwill by chasing invoices that already cleared.
  • The pipeline board advances on actual email signals rather than manual stage-dragging, so your client overview stays accurate without becoming a second job.
  • One-click invoice generation from a signed proposal, with Stripe settlement directly to your account, so the gap between 'client said yes' and 'payment is on its way' shrinks to minutes rather than days of admin.
  • Per-client autonomy overrides let you keep the AI on a short leash for demanding accounts while running smaller clients on full autopilot — so you're not forced to choose between control and efficiency across your whole book.

Cons

  • The Identity Matrix is trained on your email history — if your client base is segmented (technical clients, creative clients, enterprise procurement contacts), a single learned voice will drift in register for at least one segment, and there is no documented way to maintain multiple voice profiles simultaneously.
  • There is no API and no self-hosted option, which means any team that needs to pipe Twin-Gig data into an existing accounting tool, CRM, or project tracker has no supported path — they end up doing manual exports, at which point the automation value erodes and the case for a purpose-built CRM with AI add-ons gets easier to make.
  • Scope Sentinel and change order handling are listed as paid-only features, so freelancers on the free tier have no automated flag when a client's requests start drifting outside the agreed brief — the exact moment where silence is most expensive.

About

API Available
No
Self-Hosted
No
Last Updated
October 1, 2026

Best For

Who it's for

  • Freelancers managing high email volume
  • Independent contractors handling proposals and billing
  • Users wanting voice-consistent AI assistance

What it does well

  • Drafting client email replies in personal voice
  • Creating and sending e-signable proposals
  • Automating polite follow-ups on unpaid invoices
  • Flagging potential scope creep in client communications

Integrations

GmailOutlookIMAPStripe

Frequently Asked Questions

Is Twin-Gig free?
Twin-Gig offers a free option alongside paid upgrades. Pricing: $0/mo free; $38/seat/mo Enterprise. Check the current allowances and terms before choosing a plan.

Freelancers don’t lose clients because the work is bad — they lose them because an invoice sat unpaid for six weeks, a proposal never got a follow-up, and the email thread that needed a reply got buried under twelve others. Twin-Gig connects to Gmail or Outlook, learns tone from real sent emails, and handles drafting replies, sending proposals, and chasing invoices on its own.

Core features

The Review Queue surfaces inbound messages with drafted replies attached for quick approve or discard. Cash Autopilot runs a reminder ladder for unpaid invoices and stops automatically once payment clears. The pipeline board advances stages based on email signals rather than manual updates. One-click invoice generation from a signed proposal is available, with Stripe integration for payments.

Use cases

Supported tasks include drafting client email replies in personal voice, creating and sending e-signable proposals, automating polite follow-ups on unpaid invoices, and flagging potential scope creep in client communications.

Pros and cons

Voice learning from real sent emails keeps output consistent so clients are not jarred by tone shifts. Cash Autopilot prevents revenue loss from forgotten invoices and avoids goodwill damage from chasing already-paid ones. The pipeline board keeps overviews accurate without turning into extra manual work. On the downside, a single learned voice can drift across segmented client types with no support for multiple profiles at once. No API or self-hosted option exists, forcing manual exports for any other tools.

Who it is for / who should skip it

Best for freelancers managing high email volume, independent contractors handling proposals and billing, and users wanting voice-consistent AI assistance. Skip it if client segments require distinct voices or if data must flow into external accounting, CRM, or project systems. Pricing is free to start and $38 per seat per month for Enterprise on a subscription model. Integrations cover Gmail, Outlook, IMAP, and Stripe.

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