Too many emails?
Let Wingman sort them, draft your replies, and brief you every morning.
For busy Gmail users — founders, operators, execs — who get 50+ emails a day. Replies sound like you, and everything happens inside Gmail. Nothing to install.
Built for people who live in Gmail
Free for 7 days · Gmail only · Never sends without you
Sarah ChenRe: Q4 budget review
John MartinezMeeting tomorrow at 2pm
Aisha OkonkwoContract review needed
Product WeeklyIssue #214: pricing pages
What Wingman does while you work
Triage, drafts, briefs, rules, and credits — built for busy Gmail users.
Smart triage
Every incoming email is labeled inside Gmail — To Respond, FYI, Newsletter, Marketing, Notification, Cold Email — the moment it lands.
Drafts in your voice
Learns your tone from sent mail and drops a ready-to-send reply into the thread. You review, tweak, and hit send. It never sends for you.
Ask your inbox
Chat with your whole inbox — "what do I owe replies to?", "any invoices this week?" — answered from your triaged mail, never invented.
Daily brief
One morning email: replies you owe, deadlines pulled from your mail, key takeaways from your newsletters, and bills & deliveries — every item linked straight to Gmail.
Rules & templates
Write rules in plain English, or one-click templates: archive newsletters, skip cold-email drafts, star a VIP domain.
Multi-inbox Gmail
Connect up to 5 Gmail accounts on Pilot, or 10 on Wingman. One Wingman for every inbox you actually live in.
Credit-based AI
Triage, drafts, and briefs spend credits you can see. No surprise infinite bill — upgrade or top up when you need more.
Credit top-ups
Need a burst for a busy week? Buy a pack anytime (with an active plan). Top-up credits never expire.
Private by design
We store labels and metadata, not your email bodies. Tokens are encrypted at rest and your mail is never used to train AI models.
Credit-based pricing
Pay for AI you actually use. Triage costs 1 credit, a voice draft 3, a daily brief 2. Trial includes 80 credits.
Early-bird pricing — locked in forever for our first 100 customers
Pilot
For focused inboxes
$19$14/month
400 credits / moSave 26% · Early bird
- 400 AI credits / month
- Smart Gmail triage & labels
- Voice-matched reply drafts
- Daily brief & AI inbox chat
- Plain-English rules
- Up to 5 Gmail accounts
Wingman
For busy Gmail users
$58$43/month
1,200 credits / moSave 26% · Early bird
- 1,200 AI credits / month
- Everything in Pilot
- Up to 10 Gmail accounts
- Priority processing
- Higher draft capacity
Need more? Top up anytime
Scroll to pick a pack. Credits never expire and stack on top of your monthly plan.
500 credits
$1 ≈ 28 credits−25%- ✓Never expire · used after your monthly plan allowance
- ✓~500 triages or ~166 voice drafts
- ✓Requires an active Pilot or Wingman plan
One-time purchase · USD
FAQ
Credits, privacy, and how Wingman works inside Gmail.
What's included in the free trial?
7 days with 80 AI credits — smart triage, voice-matched drafts, daily brief, and plain-English rules. Cancel anytime before it converts.
How do AI credits work?
Triage costs 1 credit, a voice draft 3, and a daily brief 2. Your plan refreshes credits each month; optional top-ups never expire and spend after your plan allowance.
What happens when I run out of AI credits?
AI triage, drafts, and brief summaries pause until your next monthly refresh or you buy a top-up. Your Gmail stays untouched — we just stop spending until you have credits again.
Can I buy top-up credits without a plan?
No. Top-ups require an active Pilot or Wingman subscription (including during trial). Start a plan first, then add packs anytime from Billing.
How much do plans cost?
Early-bird pricing for our first 100 customers: Pilot is $14/month (normally $19) with 400 credits and up to 5 Gmail accounts. Wingman is $43/month (normally $58) with 1,200 credits and up to 10 accounts. Your early-bird price stays locked in for as long as you keep your subscription.
Is my email safe?
We never train on your mail, our AI provider doesn't train on it either, and Gmail tokens are encrypted at rest with AES-256-GCM. Wingman only creates drafts — nothing sends without your approval in Gmail. See our Privacy Policy for the full picture.
Does Wingman send email for me?
No. It labels mail and writes draft replies in your voice. You review and hit send yourself — always.
Do I need a credit card to start?
Yes — the 7-day trial is card-backed via our payment provider so we can convert smoothly if you keep the product. Cancel in Billing before the trial ends and you won't be charged.
Can I cancel anytime?
Yes. Manage or cancel from the Billing portal. Access continues until the end of the paid period; top-up wallet credits stay on your account.
Can I connect more than one Gmail?
Yes. Pilot supports up to 5 Gmail accounts; Wingman up to 10. Add them from Settings → Connect Gmail.
More detail in our Privacy Policy.
Ready to stop babysitting your inbox?
Connect Gmail, and Wingman starts labeling, drafting, and briefing within minutes. You stay in control of every send.
80 AI credits included · cancel anytime
- GDPR-ready
- Google Limited Use compliant
- No AI training on your mail
- Email bodies never stored
- Delete your data anytime