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HubSpot Plugin Outbound Playbook
HubSpotSaaS

How I'd Book Sales Demos for ClearSync (HubSpot Plugin)

Find the right SaaS companies

ClearSync syncs Stripe subscription and billing data into HubSpot so SaaS teams can run revenue operations from their CRM.

We need SaaS businesses that use HubSpot and have some MRR coming in. Otherwise, there’s nothing to track. I would limit the search to more than 20 employees as a budget qualification.

TargetCriteria
CompaniesSaaS businesses, B2B or B2C
Team sizeMore than 20 employees
CRMHubSpot
RevenueSome MRR already coming in
What they needWhat the plugin does
Revenue reportingFull MRR and ARR change history from Stripe invoices and subscriptions
Customer visibilityTrack upgrades, downgrades, churn and expansion revenue
WorkflowsTrigger HubSpot workflows from Stripe events
AlertsFailed payments, churn risk and renewals

Build the list

First, build lists of SaaS businesses that qualify on budget. Look at whether they’re SaaS and have more than 20 employees.

The technology filter is inaccurate. A search with 20,000 contacts can fall to 50 when you select HubSpot. Instead, use the first campaign to build the list of people who actually use it.

  1. SaaSMore than 20 employees
  2. AskAre you using HubSpot?
  3. YesMove to the pitch

A one-sentence email

Run a one-sentence email to ask a simple question. When they say yes and ask what it’s about, move them to the response where you pitch on the back end.

You’ve already had a response and established a thread. Now send the demo and offer the free trial.

Hey, first name.

Are you using HubSpot?

Awesome. We’ve built a plugin for HubSpot where you can track your entire MRR history from Stripe within HubSpot.

Here’s a demo showing how it works. Let me know and I’ll get you started on a free trial.

A short demo and free trial

Start the video on their website. Show one benefit that solves a pain, then give them the free trial code. This takes two minutes to record.

Use a thumbnail showing their website. If they need a demo to get onboarded, offer to go over their setup on a quick call.

  1. IntroOn their website
  2. BenefitShow the pain it solves
  3. CTAFree trial code

If you want to get started with a free trial, I’ll be happy to go over your setup and give you the free trial codes on a quick call.

I’ll be available on X day at 5pm or Y day at 3pm. Otherwise, for convenience, here’s my calendar link.

Turn the reply into a meeting

As soon as they respond positively, send the pitch, then an iMessage and double dial within five minutes.

Ask a couple of questions. If they qualify, give them two time options and ask what works best.

  1. iMessageHey, it’s rep first name
  2. Double dialWithin five minutes
  3. QualifyAsk a couple of questions
  4. BookGive them option A or B

A campaign you can run again

Take the list of SaaS companies using HubSpot with more than 20 employees. Set up enough volume to go through the list every 30 days.

Assuming 20,000 people and two emails per person, that means 40,000 emails per month over 20 sending days.

People
20,000
Emails per month
40,000
Emails per day
2,000
InfrastructureExample setup
Inboxes100
Emails per inbox per day20
Domains50, with two inboxes per domain

Direct response scripts

Keep the benefit short. Two days later, send email two using the same message with the first line removed. Then test multiple versions of the sequence.

Hey, first name.

Saw you’re using HubSpot. We’ve built a plugin for HubSpot that brings all MRR history from Stripe into your CRM and lets you run automations and workflows.

Can I send you a demo showing how it works?

Hey, first name.

Are you looking for a way to bring all of your MRR and ARR history into HubSpot?

If so, I’d be happy to give you a free trial code for ClearSync. It does exactly that. Plus, you can use your stats and build automations and reporting around them.

Let me know.

Keep finding winning scripts

Run variants together, check which ones get the best responses, and save the winners.

Give the AI the winning scripts, all the business context, sales assets and transcripts, plus the procedure for writing email scripts. Split test 30 new scripts every week to find more winners.

If the list is too small, run the campaign every 60 days instead.

  1. ContextSales assets and transcripts
  2. WinnersSave the best responses
  3. 30 scriptsNew split tests each week