Send 24-hour confirmations
Text a personal confirmation the day before every job.
Wingman Right Hand
Henry
Virtual Assistant
Confirms every appointment 24 hours out, parses reschedule replies into calendar slots, and drops a daily task briefing in your inbox at 7 AM.
What Henry does
Henry is the right hand most owners can't afford to hire. He sends a personal 24-hour confirmation SMS for every appointment, reading the customer's tone from past messages so it sounds like you wrote it. When the customer texts back 'can we do Thursday instead?' Henry parses the request against your calendar and either books the new slot, offers alternatives, or kicks it to you if it's a real puzzle. He sends pre-job prep messages 12 hours out, runs a no-show nudge if the customer doesn't appear, and lands a daily ops briefing in your inbox at 7 AM so you start the day knowing what's ahead.
Capabilities
Built to do this every day.
01
Personal 24-hour confirmations
Not 'You have an appointment tomorrow at 8 AM.' Instead: 'Hey Sarah, just confirming Mike's coming by tomorrow at 8 AM for the kitchen faucet swap. Reply YES to confirm or text us a time that works better.' Tone matches your past messages with this contact.
02
Reschedule parsing in plain English
When someone replies 'can we push it to Thursday morning?' Henry parses the intent, checks your calendar for Thursday morning slots, books one, and confirms. If there's no slot, he offers 2 to 3 alternatives. If the request is ambiguous, he kicks it to you with the conversation context.
03
Pre-job prep messages
12 hours before the appointment, Henry sends a 'what to expect' SMS. For a plumbing job: 'Mike will arrive between 7:45 and 8:15 AM. He'll need access to your kitchen and the water shutoff. Total job time about 90 min.' Sets expectations so the tech walks into a prepped customer.
04
No-show recovery
30 minutes after the appointment time with no completion logged, Henry fires a no-show nudge. 'Hey Sarah, Mike's at your door but no one's answering. Should he wait or do we need to reschedule?' If no reply in 15 min, escalates to you.
05
Daily 7 AM ops briefing
Every morning at 7 AM your inbox gets a 5-bullet briefing: today's appointments, tomorrow's prep needs, any confirmations still pending, any stuck deals worth a touch, and Henry's recommended priority. 90 seconds to read before you grab coffee.
06
Unstructured-to-structured data entry
Voicemail transcript or rambling customer email gets parsed into structured contact updates (new address, new phone, new preference). Henry suggests the updates, you approve in one tap, the contact gets cleaned up.
On the job
Just a glimpse of what Henry handles.
Henry turns appointment logistics from a leaky bucket into a tight, confirmed schedule.
Instead of texts that get ignored and trucks rolling to no-shows, every customer gets a personal confirmation in your voice and every change gets parsed and rebooked.
Your team focuses on the work the tech actually does. Henry handles confirmations, prep notes, no-show recovery, and the morning briefing.
Confirm in customer's voice
Match the greeting style each customer has used before.
Read your live calendar
Pull tomorrow's appointments from your real schedule.
Parse reschedule requests
Understand 'can we move to Thursday' and rebook.
Offer alternative slots
Suggest two or three options when the first request doesn't fit.
Escalate ambiguous replies
Hand off to you when intent isn't clear.
Send pre-job prep SMS
Text what the customer should have ready twelve hours out.
Confirm access details
Ask about gate codes, dog plans, and entry instructions.
Send tech-specific prep
Tell the customer what the tech will need on site.
Quote arrival windows
Share a realistic two-hour window for the visit.
Send ETA updates
Text the customer when the truck is en route.
Page you on no-shows
Ping you thirty minutes after a missed appointment.
Apologize for a late tech
Reset expectations warmly when a tech runs behind.
Fire no-show nudges
Text the customer when no one's at the door.
Process cancellations
Cancel cleanly and confirm rescheduling intent.
Send the 7 AM briefing
Drop a five-bullet recap of your day before coffee.
List today's appointments
Show every job booked for today with key details.
List tomorrow's prep
Surface tomorrow's jobs that still need confirmation.
Flag stuck deals
Point out estimates and bookings that have gone quiet.
Recommend priorities
Suggest which deals deserve a touch from you today.
Update contact records
Capture new addresses, phones, and preferences as they come in.
Clean stale data
Surface duplicates, outdated emails, and missing fields.
Transcribe voicemails
Turn voicemail into text and extract the customer's intent.
Parse rambling emails
Extract the actual request from a long inbound email.
Send the final night confirmation
Push the last confirmation the night before the job.
Mark confirmed appointments
Tag every replied-confirm in the calendar event.
Tag missed confirmations
Flag appointments where no confirmation came back.
Forward decisions to you
Send judgment calls your way with full context attached.
Run the same playbook daily
Apply your confirmation pattern reliably, every job.
Honor opt-out preferences
Skip customers who don't want SMS confirmations.
Sound warm, not robotic
Use natural phrasing, not template language.
Coordinate back-to-back visits
Stagger reminders when the customer has multiple jobs in a day.
Find pending confirmations
Surface the list of appointments still waiting for a reply.
Book follow-up visits
Offer next steps if a job needs a return trip.
Send post-job thank-yous
Text a thank-you the day after the work is done.
Reopen cancelled jobs
Try a rebook when the customer cancelled without replacing.
Alert on calendar conflicts
Catch double-bookings before they cause a no-show.
Send the weekly recap
Recap confirmations, no-shows, and reschedules every Friday.
Flag weather-impacted jobs
Surface visits that may need to move if a storm rolls in.
Sign off as you
Close every message with your shop's tone and tagline.
In the field
Real scenarios.
24-hour confirmation that sounds like you
Tom has a sump pump install booked for tomorrow 9 AM. It's 9 AM today.
Henry pulls Tom's past 3 conversations (you've worked together twice), notes you use 'morning Tom' as a greeting, and drafts the confirmation in that voice. Tom replies '9 works.' Henry tags the appointment confirmed. Job runs on time tomorrow.
"Morning Tom — just locking in tomorrow 9 AM for the sump pump. Mike will swing by, should take about 2 hours. Reply YES if 9 still works, or text a different time and I'll move it."
Reschedule request in plain English
After the confirmation, Linda replies 'crap, can we do Friday afternoon instead? school pickup ran long today.'
Henry parses the request, checks your Friday afternoon, sees Mike has 2 PM and 4 PM open, replies offering both. Linda picks 2 PM. Henry updates the calendar, cancels the original slot, sends Mike a heads-up, and tags the contact henry-rescheduled. Linda gets a confirmation in under 3 minutes.
"Got it Linda — no worries. Mike has 2 PM or 4 PM Friday open. Want me to grab the 2 PM? Reply YES and I'll lock it in."
Monday morning briefing
It's Monday 7 AM. You're walking to the truck.
Henry's briefing hits your inbox. '5 jobs on the books today: 2 confirmed, 3 still waiting on reply. Tomorrow has 7 jobs — Mike's calendar is full, Dave has one open. 1 contact (Sarah Henderson) is 3 days past her quote and worth a touch. Priority: confirm the 3 still-pending jobs before 9 AM.' You handle it in 10 minutes.
What you'll connect
Integrations
Required connections need to be wired before Henry can fly. We'll guide you through every one during onboarding.
- ✓
Google Calendar or Outlook calendar
So Henry sees real availability
- ✓
Phone line for SMS confirmations
Same line Mia/Sophia use
- ✓
Business hours config
Defines what he counts as a valid reschedule slot
- +
Tech roster + per-tech calendars Optional
For multi-tech shops; routes correctly per appointment
- ✓
Owner phone for unresolvable reschedules
For the tough puzzles Henry can't solve alone
- ✓
Email for the daily briefing
Where the 7 AM ops summary lands
What gets deployed
Inside the build
When your estimate is accepted, our system automatically deploys these artifacts to your Wingman dashboard. No copy-paste, no manual setup.
- 24-hour confirmation workflow on every calendar event with reply handling
- Five automation handlers (confirm_draft, reschedule_parser, task_summary, data_entry_parser, pre_job_prep)
- Reschedule parser workflow that reads inbound SMS and branches book / offer / escalate
- 12-hour pre-job prep workflow with trade-specific message templates
- No-show detection + nudge workflow (30 min post-appointment with no completion log)
- Daily 7 AM ops briefing cron with email delivery
- Daily task summary workflow that pulls open opportunities + pending confirmations
- Custom fields: henry_confirmation_status, henry_reschedule_count, henry_briefing_last_sent_at
- Tags: henry-confirmed, henry-rescheduled, henry-no-show, henry-prepped
- Handoff workflow to Harper on 3+ no-shows (Harper takes over the recovery)
Ideal for
Any service business with a calendar full of appointments and a no-show problem. Especially trades with same-day or next-day jobs where confirmations matter (HVAC, plumbing, electricians, dental, salons, mobile services).
FAQ
Common questions.
What does Henry do that our platform's built-in confirmations don't? +
our platform's confirmations are 'You have an appointment tomorrow at X.' Henry's confirmations are written fresh in your voice, reference past interactions, and parse replies in plain English. The difference shows up in confirmation rates — owners typically see 30 to 50 percent fewer no-shows in the first month.
What happens if someone replies with something weird? +
Henry has 3 outcomes per reply: book the reschedule, offer alternatives, or escalate. If the message is unclear ('um, maybe Wednesday or actually next week?') or asks something off-script ('can I add a faucet repair too?'), Henry escalates to you with the conversation context and a suggested next move.
Can Henry handle multi-tech shops? +
Yes. Each tech has their own calendar, and Henry routes confirmations + reschedules per the assigned tech. If you need cross-tech rescheduling ('can someone else come Thursday since Mike is booked?'), Henry suggests the best alternative tech based on skills + zones, then routes.
Will the briefing be 5 paragraphs of fluff? +
No, that's the whole point. The briefing is 5 to 7 bullets, none longer than 20 words. Read time is under 90 seconds. If you want depth on any item, you click through to the contact or opportunity. The briefing's job is to triage your day in 90 seconds, not write a novel.
Does Henry overlap with Mia? +
No. Mia owns inbound phone calls (someone calls you). Henry owns outbound coordination on already-booked appointments (confirmations, reschedules, prep). They share the same phone number but handle different traffic. Henry never picks up the phone; Mia never sends a confirmation.
Pairs well with
Build a crew.
Mia
Front Desk Wingman
Picks up your business line on the first ring, 24/7. Qualifies the caller with trade-specific questions and books straight onto your calendar.
Learn about Mia →
Harper
Sales Strategist
Texts every missed-call lead within 5 minutes. Runs a 5-step personalized chase that stops the second they book. Pings you the second a lead goes hot.
Learn about Harper →
Phoenix
Operations Lead
Routes inbound jobs to the right tech by skill, zone, and current load. Health-checks every Wingman + workflow and gives you a daily ops briefing on what's broken.
Learn about Phoenix →
Ready to hire Henry?
Tell us about your business and we'll send a tailored proposal with Henry configured for your industry — within one business day.