20,000 Emails. Two Replies. | DragonflySkills at SF Tech Week
(SF Tech Week ↳ 25-minute masterclass)

20,000 emails.
Two replies.

That's the market's number. Mine was about 2,500 emails and zero replies, on a campaign I ran for a client. Automation didn't fail. Aim did, and then nothing was watching the send.

Wed Oct 7 · 2:30 pm PT · 25 min · virtual · DragonflyAI × Outhora
(Rapids) ↓ what broke
(What broke)

Two failures, not one.

01 · Aim

Wrong people. No reason this week.

The list was a segment, not a signal. Nobody on it had a reason to hear from me that week, so the best-written email in the world still had nowhere to land.

02 · Gate

Nothing checked the send.

The sequence went out the way the tool decided, not the way the plan said. Nothing stood between the draft and the inbox to ask: is this ready, and is it right for this person?

Gartner: 73% of B2B buyers avoid suppliers who send irrelevant outreach.

(The fix, in three beats)

Aim it. Systematize it. Govern it.

Aim it

Right people, right message. Every account on the list carries one true, checkable reason to hear from you this week, picked from evidence, not a firmographic filter.

Systematize it

A conversation, not a pitch: why, then why now, then what. Connected at scale in MomentumOS™ or your own CRM, so it runs without you.

Govern it

Scale without burning your domain or your brand. A human checks every send, and Outhora checks it against your own rules before anything goes out.

(Before and after, same client)

The same product. A different conversation.

What changed between the campaign that got zero replies and the one we run now. The client stays anonymous.

Before (about 2,500 sent)After · touch 1 (why)Touch 2 (why now)Touch 3 (what)
Opens withthe producttheir own pagetheir calendarone sentence on what it does
Asks fora demoone questionone questionone short call, easy no
Product namedfirst lineneverneverfirst time here
Sentin bulkday 0, approved by a humanday 4day 10

↳ In the session: the real first message, the gate report that caught a word the client's own rules ban, and the list that replaced the segment.

(Free, from the session)

DragonflySkills Outbound Lite

Paste your outbound email or sequence and ask "is this ready to send?" You get a verdict for every message, the exact line that fails, and the smallest fix.

It never sends anything and doesn't connect to your email or CRM. Works in Claude today; ChatGPT edition coming.

What it can't tell you: whether this person should get the message at all. That's the aim, and it's what the session is about.

(Get it)

Released live in the session.

Everyone who registers gets the link after the session, including if you can't make it live.

(Three ways in)

Start free. Go as far as you need.

01 · Free

Check it and score it.

DragonflySkills Outbound Lite for your messages, and the 90-second Founder Dependency Score for your sales motion.

Run the Score ↳
02 · The wedge

Decide who to aim at.

One working session that settles your first segment, its entry problem and the reason they'll hear from you this week.

Book a Wedge Session ↳
03 · The system

Revenue that repeats without you.

Your outbound system installed in weeks, aimed at an evidence-picked wedge, and run every month. AI does the volume; a human checks every send.

Let's talk ↳
(Who's in the room)

You work with the people who run it.

DragonflyAI · DragonflySkills™

Monica Aguilar

Two decades of launch-grade go-to-market across the Americas, Europe and Asia, now applied at startup speed. Chair of the T2B AI Roundtable. She builds and runs the outbound systems she talks about. You work with her. No handoffs.

Outhora

Mike Walker

[MIKE TO SUPPLY: two sentences on Outhora and what he does]

(Questions)

Before you register

Is the session free?

Yes. It's 25 minutes, virtual, on Wed Oct 7 at 2:30 pm PT, as part of SF Tech Week.

When do I get the free check?

It's released live in the session. Everyone who registers gets the link afterwards, including if you can't make it.

Does the check send or connect to anything?

No. It reads what you paste, grades it, and suggests the smallest fix. It never sends, and it doesn't connect to your email or CRM.

Will you sell me something in the session?

No pitch. You'll see what broke, the two fixes, and a tool you can use tonight. If you want to talk about your own outbound afterwards, there's a 15-minute call.

What does a Wedge Session cost?

$750, credited in full to an install if you go ahead within 30 days. A strategy sprint runs $10–30K and hands you a plan; this hands you a decision, and credits itself.

What does the full system cost?

Installs start at $7,500, with the Tech Week price held through Nov 15, 2026; running it is $3,000 a month. That's less than one month of a fractional VP of Sales, and outbound agencies charge $3–7K a month plus setup and a three-month minimum, and you rent their system.

Is it recorded?

[MONICA TO CONFIRM: recorded and sent to registrants, or live only]

(Wed Oct 7 · 2:30 pm PT · virtual)

Aim first. Then automate.
Then let it run.

Also this week ↳ Thu Oct 8, 12:30 pm PT: "Your Agent Works. Your Pitch Doesn't." A live pitch rebuild, with DragonflySkills Positioning Lite free for the room.

© 2026 DragonflyAI. DragonflySkills™ and MomentumOS™ are DragonflyAI products. Launch-grade rigor. Startup speed.