Cold DMs are dead—and your calendar won't fill itself. In this episode of 10-Minute Masterclass, Trey Sheneman breaks down five creative and high-converting appointment-setting strategies that actually work. Whether you're a solo founder or sales pro filling your own pipeline, these techniques help you stand out and start more conversations that convert.

Key Takeaways

- Booking sales calls doesn’t come from aggression—it comes from alignment.

- Cold messages need personalization, creativity, and real value to stand out.

Resources Mentioned

Want to personalize outreach without being annoying? Below are the five appointment-setting frameworks Trey walks through in this episode — each one is designed to align value with attention (instead of pushing your offer too hard):

1. Want One?
Share a teardown, case study, or before/after carousel.
Prompt: “Want one? DM me the word ‘audit.’”

2. The Loom Bomb
Record a 30–45 sec video using Loom showing their website/ad and dropping 1 useful idea.
Prompt: “If that was helpful, I’ve got 3 more. Want to brainstorm?”

3. Comment Ladder DM
Post spicy content. DM people who engage with:
“Saw your comment — mind if I share a quick idea I didn’t want to post publicly?”

4. Assessment/Scorecard Funnel
Build a quiz or scorecard using tools like:

• ScoreApp

• Bucket.io

Offer it free. Then: “Want help reviewing your results?”

5. Referral Chain
End every call with:
“Do you know 2 people who’d get value from this?”
Book a meeting from a meeting. Bonus if you incentivize it.

Timestamped Highlights

[00:00] – Cold DMs are dead—creative outreach wins now.

[01:00] – Quick sponsor shoutout: Live Well Vacation Club.

[02:30] – Who this episode is for: appointment-based, presentation-driven sellers.

[04:00] – Big idea: Booking comes from alignment, not aggression.

[05:00] – Play #1: Want One – Reverse outreach with relevant assets.

[06:00] – Play #2: Loom Bomb – Show value, then offer a brainstorming call.

[07:00] – Play #3: Comment Ladder – DM based on public post engagement.

[08:00] – Play #4: Assessment Tool – Provide insights before the ask.

[09:00] – Play #5: Referral Chain – Use meetings to open more doors.

[09:45] – Bonus: Make every message personal, clear, and curiosity-driven.

[10:00] – Final challenge: Pick one play, run it for 7 days, and watch what happens.

Sponsor: Live Well Vacation Club LiveWellMembership.com 

Want to work with Trey and his Team? Then go to Herald: 🔗 Herald – https://www.weareherald.co/  Want to connect with Trey for a follow up question?

Find him on LinkedIn: 🔗 https://www.linkedin.com/in/treyshen/ 

Are you ready for predictable growth in your business? Check out the COMPASS: 🔗
https://www.weareherald.co/compass 

Want to to learn Trey’s system for being a Fractional Growth Advisor and CMO? Grab the Training: 🔗
https://www.thecompassmethod.co/crashcourse 

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