The Skyp Newsletter
Insights, tips, and strategies for modern AI-powered outreach and sales automation
Insights, tips, and strategies for modern AI-powered outreach and sales automation
Most outbound “strategy” is just… a longer sequence.
Step 1: intro
Step 2: bump
Step 3: value prop
Step 4: case study
Step 5: breakup
Step 6: meme (optional, but people try)
That’s not strategy. That’s delivery.
A sequence is how you send. Strategy is:
Who you’re targeting
Why now they should care
What to say that earns a reply
If those three aren’t right, adding steps 4–7 just means you’re being ignored more consistently.
Low replies → add more emails → still low replies → add more “value” → still low replies.
If email #1 isn’t resonating, email #6 won’t magically become charming.
“We target Ops leaders at mid-market companies.”
That’s not an ICP. That’s a LinkedIn filter.
When your ICP is broad, your message becomes generic. Generic doesn’t earn replies.
You’re asking someone to start a project out of nowhere.
No trigger, no urgency, no reason this is today’s problem.
The sequence tries to educate them into caring.
Buyers don’t respond because they’re informed. They respond because they feel seen.
“Loved your recent post” → then immediately copy/paste pitch.
That’s not personalization. That’s a costume.
Before you touch timing, steps, or fancy follow-ups, test these three things:
Can you describe your ICP as a sentence that includes a trigger?
“Heads of RevOps at B2B SaaS who just hired 5+ reps”
“Founders selling to healthcare who are preparing for SOC2”
“Sales leaders whose inbound isn’t converting to meetings”
If it doesn’t include a reason now, you’re sending into fog.
Your first 2 lines should do one job: make them think…
“Wait—how did you know that?”
Hooks that usually work:
a specific observation
a likely consequence
a sharp question tied to a trigger
Most CTAs ask too much.
“15 minutes this week?” is a big commitment to a stranger.
Try micro-yes CTAs:
“Worth exploring?”
“Am I way off?”
“Open to 2 examples?”
“Is this even on your radar?”
Rule: If your CTA requires a calendar, you need more conviction first.
If your strategy is right, you don’t need six touches. You need two good ones.
One sentence: why you’re reaching out (trigger + pain)
One sentence: credible hint you’ve done your homework
One question: easy to answer
Example structure:
“Noticed X. Usually that leads to Y.”
“Curious if you’re seeing Z yet—or if it’s under control?”
This isn’t “just circling back.”
It adds something new:
a sharper consequence
a tighter example
a different framing
a simpler ask
Example structure:
“Only following up because the teams I see hit X usually get surprised by Y.”
“If this isn’t relevant, totally fine—who owns this?”
That’s it.
Two emails. Two real frames. Two chances to start a conversation.
Everything after that should be reserved for when you’ve earned the right to persist.
We built Skyp for teams who want to stop confusing “more steps” with “better strategy.”
Skyp helps you nail the parts that actually move replies—who, why now, and what to say—and then run clean, repeatable experiments before you ever touch step 4. Because once strategy is right, the sequence becomes the easy part.
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