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Outreach
THE COMPLETE
18-MONTH OUTREACH SYSTEM
Silence isn’t a no. It’s a “not yet.” Here’s how to stay in the game long enough to hear yes.
Before Day 1 — Tool Setup

Get these in place before you send a single message. Skipping setup is how people abandon the system by week two.

Dubb (Video)Free plan works. Record your 90-sec intro video. Upload your headshot thumbnail.
Slybroadcast (Voicemail Drops)Set up account. Record your 45-sec voicemail. Test one drop to yourself first.
LinkedIn (Connected)Optimize your headline and About section before connecting. First impressions happen on your profile.
Calendar Link (Calendly or TidyCal)Set up a 20-min discovery call option. This is your ask. Make it easy to say yes.
CRM / TrackerUse the table on page 6 or your own spreadsheet. You need somewhere to track last touch and next touch for every prospect.
Email SignatureAdd your calendar link and one social proof line (award, press mention, notable client). Set it once, forget it.
Before Day 1 — Prospect Prep
Build your list of 20 targetsSpecific companies and contacts. Name, title, email, LinkedIn URL. No vague industries — real humans.
Research each prospectOne specific thing per person: a post they shared, a company announcement, an award, a problem their industry faces. Use this in Day 1 email.
Personalize your video introRecord one version per industry vertical, not one per person. Mention the industry specifically. Feels personal. Scales.
Know your one askWhat do you want from this outreach? A 20-min call? A demo? A referral intro? Be clear before Day 1. Vague asks get vague responses.

The mindset shift that makes this work: You are not bothering people. You are doing them the favor of showing up consistently and making it easy to say yes when the timing is right. Most of your competitors quit after one email. You won’t.

The Complete 18-Month Outreach System  |  The Buyer Insider LLC  |  www.thebuyerinsider.com

28-Day Sequence
THE SEQUENCE MAP
Six touchpoints. Four channels. One coherent system. Every step has a purpose.
The 28-Day Touchpoint Map

Each touchpoint builds on the last. Don’t skip steps. Don’t combine them. The spacing is intentional — it mimics how real relationships develop, not how desperate salespeople behave.

Day 1
EMAIL LINKEDIN
The Warm Intro
Send your Day 1 email AND send a LinkedIn connection request with a short personal note. Two channels, same day, complementary not duplicate messages.
Day 3
VIDEO
The Personal Video
Send a 90-second Dubb video. Reference something specific about them. This is the highest-response-rate touchpoint in the sequence. Do not skip it.
Day 7
EMAIL
The Value Add
Brief follow-up. Include a resource, insight, or link genuinely relevant to their business. Ask nothing. Just give. Then a single low-friction CTA at the end.
Day 14
VOICEMAIL
The Voicemail Drop
A Slybroadcast voicemail drop. 45 seconds. Casual. No hard sell. Just a human voice, your name, and one easy ask. People respond to voicemails because almost nobody leaves them anymore.
Day 21
LINKEDIN
The LinkedIn Check-In
If connected, send a short LinkedIn DM. Comment on something they posted. Or share a quick observation about something in their industry. Genuine, brief, no ask yet.
Day 28
EMAIL
The Breakup Email
Statistically the highest-reply email in the entire sequence. Respectful, a touch of humor, final offer. Use the exact script on page 3. Do not paraphrase it.

If they respond at any point: Stop the sequence immediately. Shift into real conversation mode. The sequence exists to earn a response, not to run on autopilot after one arrives. Update your CRM the same day.

Channel Purpose at a Glance
EmailYour workhorse. Most people check it. Written record they can revisit. Best for substance.
Video (Dubb)Highest trust-builder. Shows you’re a real human. Hard to ignore. Differentiates you instantly.
Voicemail DropSurprising. Nobody does it. Lands in voicemail without ringing. Personal without being intrusive.
LinkedInPassive visibility. They see your name in their notifications. Reinforces that you’re real and active.

The Complete 18-Month Outreach System  |  The Buyer Insider LLC  |  www.thebuyerinsider.com

Email Scripts
DAYS 1, 7 & 28
Word for word. Swap the [brackets] for real specifics. Don’t over-edit. These work because they sound like a person, not a pitch.

The Complete 18-Month Outreach System  |  The Buyer Insider LLC  |  www.thebuyerinsider.com

Scripts
VIDEO, VOICEMAIL
& LINKEDIN
The channels that separate you from every other business in their inbox. Use all three.
Day 3 — 90-Second Video Script (Dubb)

Record on your phone or webcam. Look at the camera. Smile once. Keep it under 90 seconds. These four beats are all you need.

BEAT 1 — 0:00–0:15 The Hook (Say their name + one specific thing)

“Hey [First Name] — quick video for you. I noticed [the specific thing: their post, their company news, their industry challenge], and I wanted to reach out person-to-person instead of just sending another email.”

BEAT 2 — 0:15–0:40 The Connection (Who you are and why it’s relevant)

“I work with [type of business] to help them [specific outcome, not your title]. I think there might be something worth a quick conversation about for [their company name], specifically around [their challenge or goal].”

BEAT 3 — 0:40–1:10 The Value (Brief proof or insight)

“We recently helped [similar type of client] to [specific result or shift]. I think a version of that could work for you too — but I’d want to understand your situation first before I assume anything.”

BEAT 4 — 1:10–1:30 The CTA (Easy, single ask)

“If any of this resonates, I’d love a 20-minute call. My calendar link is in the email I sent you — no prep needed, just a conversation. Thanks for watching, [First Name]. Talk soon.”

Day 14 — Voicemail Drop Script (Slybroadcast)

Record this once per industry vertical. Aim for 40–50 seconds. Casual tone. Not a commercial.

VOICEMAIL SCRIPT Record in a quiet room. Smile while you talk.

“Hey [First Name], this is [Your Name] — I sent you an email a couple weeks back and wanted to follow up the old-fashioned way. I work with [type of business] and I think there’s something worth a quick conversation about for [their company]. No pitch, no pressure — just want to see if it’s worth 20 minutes. You can email me back at [your email] or grab time at [calendar link]. Thanks — hope you’re having a great week.”

Pro tip: Record 2–3 takes and use the one where you sound like you just thought of it, not like you’re reading.
LinkedIn Scripts
CONNECTION REQUEST Day 1 — Keep it under 300 characters

“Hi [First Name] — I sent you an email today about [topic]. Wanted to connect here too. Either way, I’ve been following [their company] — great stuff.”

LINKEDIN DM Day 21 — After they’ve accepted your connection

“Hey [First Name] — saw your post about [something they shared or commented on]. [One genuine sentence about why it resonated or what you found interesting.] I’m still happy to connect on a call if the timing makes sense — link’s in my email. No rush.”

The Complete 18-Month Outreach System  |  The Buyer Insider LLC  |  www.thebuyerinsider.com

Re-Engagement
MONTHS 2–6
The 28-day sequence earned you the right to stay in their orbit. Now you stay there — without being annoying about it.
The Long-Game Cadence

One touchpoint per month, months 2–6. Low-effort for you. Surprisingly effective over time. The goal isn’t to chase — it’s to be the person they think of when the timing finally shifts.

Month
2
Share Something Useful — No Ask
“Hey [First Name] — came across this and thought of [their company]: [link to article, stat, or tool]. Thought you might find it useful. No reply needed — just passing it along.”
Month
3
Reference Something New About Them
“Hi [First Name] — I saw [new hire, award, expansion, event, news about their company]. Congrats — that’s a big deal. I’m still here if the timing for a conversation ever shifts. Rooting for you either way.”
Month
4
Share an Insight or Observation
“Hey [First Name] — I’ve been seeing a pattern with [their industry] lately: [brief specific insight or trend, 1–2 sentences]. Curious if you’re seeing the same thing at [their company]. Happy to chat if you ever want a second opinion.”
Month
5
The Soft Ask
“Hi [First Name] — checking in one more time before I go quiet for a while. I still think [specific thing you could help with] could make a real difference for [their company]. If the timing has shifted, my calendar is still open: [link]. If not, completely understand — and I’ll catch you later.”
Month
6
The Long-Game Email — Acknowledge the Timeline
“Hi [First Name] — I know I’ve been in your inbox more than once this year. I appreciate your patience. I’m going to shift to a much lighter touch going forward — a couple times a year at most. But I did want to say: I genuinely believe what I do could help [their company] with [specific thing]. No pressure ever. Just wanted you to know I’m still here when the time is right.”

Track your last touch date in your CRM (page 6). Set a recurring calendar reminder for the first of each month to review who needs a touchpoint. Five minutes of review, one email. That’s all this takes to maintain.

Signs It’s Time to Pause vs. Continue
Continue if: They’ve engaged at all (opened, clicked, responded briefly), they’re in a buying role, or they’ve said “maybe later.”
Pause if: They’ve explicitly said no, they’ve unsubscribed, or their company has gone through a major disruption. Respect the signal.

The Complete 18-Month Outreach System  |  The Buyer Insider LLC  |  www.thebuyerinsider.com

Long Game + CRM
MONTHS 7–18
& YOUR TRACKER
Semi-annual touchpoints for the ones worth staying in front of. Plus your complete CRM tracking table.
Months 7–18 — Semi-Annual Touchpoints

These prospects haven’t said no. They’ve said not yet. Four touchpoints over the next year keeps you top of mind without burning goodwill. One touchpoint every 3 months. Brief, human, no desperation.

Month 9
Tone: Casual. Zero pressure.
“Hey [First Name] — it’s been a few months. Wanted to check in and see how [their company] is doing. No agenda — just genuinely curious. Hope Q[X] has been good to you.”
Month 12
Tone: Reflective. Year-end or new-year energy.
“Hi [First Name] — hard to believe it’s been a year since I first reached out. Wishing you a strong close to [year]. If [specific challenge] is on your radar for next year, I’d love to be part of that conversation. Either way — happy new year.”
Month 15
Tone: Brief. Share something new.
“Hey [First Name] — quick note. I’ve been working on something new around [relevant topic] and thought of you. [One sentence on what it is or what it helped with]. Happy to share more if it’s ever useful.”
Month 18
Tone: Graceful. Final formal touchpoint.
“Hi [First Name] — this is my last planned check-in for a while. I’ve genuinely enjoyed following [their company] from a distance. If you ever want to revisit a conversation about [specific value], I’m easy to find. Wishing you continued success.”
CRM Tracker — Your 20-Prospect Dashboard
Cold Warm Responded Meeting Scheduled Closed Not Now
Prospect Name Company First Contact Last Touch Next Touch Status Notes

Update this table the same day something happens. “I’ll remember it” is how pipelines die. The system works because of consistent follow-through, and consistent follow-through requires a written record.

The Complete 18-Month Outreach System  |  The Buyer Insider LLC  |  www.thebuyerinsider.com