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How to Run an Email Campaign Targeting MSPs Using ConnectWise Manage (2026)

Step-by-step guide to running a cold email campaign to US & Canadian MSPs on ConnectWise Manage. Includes a stealable 3-touch sequence, list refinement tips, and how to send it all from Origami’s built-in sequencer.

Finn Mallery
Finn MalleryUpdated 11 min read

Founder @ Origami

Quick Answer

You already know Origami can build a hyper-targeted list of MSPs using ConnectWise Manage in the US and Canada. What you might not realize: Origami also has a built-in email sequencer on every paid plan. That means you can find those MSPs, qualify them, craft a sequence, and send it — all from one platform. No exporting CSVs, no syncing with another tool, no juggling credits across systems. Below I’ll walk you through the exact process I use to run this campaign in 2026, including a 3-touch email sequence you can copy-paste and launch this afternoon.

Already built your MSP list? If you followed how to build a list of MSPs Using ConnectWise Manage in the US & Canada you can skip to Step 2 and get straight into refining and sending.


Step 1: Build the List in Origami

Even if you already ran this step for the parent guide, I’ll show you the prompt so you see how clean the process is. In Origami, you describe your ideal customer in plain English. The AI agent searches the live web, chains multiple data sources, enriches contacts, and hands you a qualified prospect list — all from a single prompt.

The Exact Prompt to Use

Find MSPs in the United States and Canada that use ConnectWise Manage as their PSA.
Include company name, website, size (employees), and contact details for owners,
service managers, and operations leads. Enrich each contact with a verified email
and direct phone number where possible.

Hit enter. Origami goes to work — scraping job posts, partner directories, tech stack signatures, and business registries — and returns a clean list with:

  • Full name and title (Owner, Service Manager, VP of Operations)
  • Verified email address
  • Direct phone number (when publicly available)
  • Company name, employee count, and HQ location
  • Explicit tagging that shows ConnectWise Manage in the tech stack

You can do this on the free plan — Origami gives you 1,000 credits with no credit card required. That’s usually enough to build a list of 200–400 contacts, depending on enrichment depth. Paid plans start at $29/month if you want to scale.


Step 2: Refine and Qualify the List

A raw export won’t get you high reply rates. You need to remove junk and segment so your messaging hits the right pain point. Here’s how I clean a ConnectWise MSP list:

1. Remove obvious misfires

Scan for companies that:

  • Are purely break/fix shops (not true MSPs — they won’t have the same PSA headaches)
  • Have fewer than 5 employees (often owner-operator shops with no buying power)
  • Are located outside North America (if you accidentally picked up a UK branch)

Origami’s UI lets you click to hide contacts or tag them as “not a fit” so they don’t waste sequence slots.

2. Segment by role and company size

ConnectWise Manage pain points vary by who you talk to:

  • Owner / CEO: Cares about margin, billing leakage, and growth scalability. Your messaging should hit on reducing administrative overhead and improving EBITDA.
  • Service Manager / Dispatch Lead: Cares about ticket routing, SLA compliance, and tech utilization. Talk about automation and real-time dashboards.
  • Operations Manager: Cares about process documentation, integration stability, and reporting. Mention eliminating double data entry and clean reconciliation.

I also bucket by employee count:

  • Small (5–20): Owner often handles dispatch. Messaging should be personal and direct.
  • Mid-sized (21–75): There’s a dedicated service manager. Use case studies showing efficiency gains.
  • Larger (76+): Multiple tiers, might have a project management or finance team. Speak to cross-department pain.

3. Qualify further with a quick manual check

Pick 10 contacts and visit their LinkedIn or website. Look for:

  • Mentions of “we’re hiring” (growing MSPs are more likely to invest in tools)
  • Recent blog posts about ConnectWise challenges (strong signal they’re actively searching for solutions)

Tag those as “high intent” and send them first, or give them a slightly warmer touch.

What “qualified” looks like for this audience: A contact with a relevant title at a US or Canadian MSP that has a mature service desk, processes 500+ tickets/month, and uses ConnectWise Manage as the PSA backbone. They’re spending real time inside the platform every day — and that’s where the friction is.


Step 3: Create the Email Sequence

This is where most outreach efforts fall apart. Generic “just checking in” emails get deleted. MSPs running ConnectWise Manage speak a very specific language, and your sequence has to reflect that.

Origami gives you two ways to build the sequence inside the platform once your list is ready:

  1. Paste your own templates — Write a 3-touch sequence, drop it into the sequencer, set the delay between each step (e.g., Day 1, Day 3, Day 7), and hit Launch.
  2. Let the AI agent write it — Tell Origami to generate a personalized 3-day email sequence for all your leads. The agent uses each contact’s profile data (title, company, industry, tech stack) to write custom messages. Every email feels like it was typed just for that person.

I recommend starting with option 2 to get a baseline, then iterating with your own copy. But if you want to steal something proven, here’s a full 3-touch sequence I’ve used successfully to reach MSP owners and service managers on ConnectWise Manage.


The 3-Touch ConnectWise Sequence (Copy & Paste)

Day 1 — Initial Cold Email

Subject: Quick question about your ConnectWise setup Preview text: Saw you’re on ConnectWise Manage — mind if I share something?

Hi ,

Noticed your team runs on ConnectWise Manage. We work with a lot of MSPs who tell us the same thing: their dispatchers spend hours manually sorting tickets, and billing reconciliation leaks margin every month.

We built to sit on top of ConnectWise and automate those exact workflows — ticket routing, time entry, and invoice prep. It plugs in cleanly, no rip-and-replace.

Worth a look? Happy to send a 3-minute walkthrough.

Best,


Day 3 — Follow-up (Different Angle)

Subject: Re: Quick question about your ConnectWise setup Preview text: One more thought on ConnectWise efficiency

Hi ,

I know you’re busy — just wanted to leave one quick data point. A 35-person MSP near San Diego (also on ConnectWise) reduced their ticket-to-invoice time by 40% in two weeks with . That was mostly eliminating the manual reconciliation their ops lead was doing every Friday afternoon.

If you’d ever want to see how, reply “yes” and I’ll send a silent video demo. No pitch deck, no pressure.

Best,


Day 7 — Final Breakup

Subject: Permission to close the loop? Preview text: I’ll leave you alone after this

Hi ,

I’ve nudged a couple times about making ConnectWise billing and ticket dispatch less manual. If the timing isn’t right, I totally get it. Running an MSP is a juggling act.

Just reply “yes” if you want the walkthrough — I’ll send it over in less than a minute. Otherwise, I’ll assume it’s not a priority right now and won’t bug you further.

Either way, good luck tackling the next quarter.

Best,


Why this works for MSPs on ConnectWise Manage:

  • It acknowledges their existing investment (ConnectWise) rather than pitching a replacement
  • It uses the language they use internally: “ticket routing,” “billing reconciliation,” “dispatchers,” “reconciliation,” “time entry”
  • It offers value (video walkthrough) instead of a meeting
  • The breakup email leaves a positive impression — many MSP owners reply to that one simply because you respected their time

Feel free to adjust the company size or region in the Day 3 email to match a real customer case you have. Just keep the data truthful.


Step 4: Send the Sequence Directly From Origami

This is where most guides tell you to export a CSV and upload it to some separate sequencer tool. With Origami, you never leave the platform. The built-in email sequencer is included on all paid plans — the sending itself is free; you only pay for the credits you used to enrich the leads.

How to launch

  1. From your refined prospect list, select the contacts you want to include (all, or a segment like “Service Managers in mid-sized MSPs”).
  2. Click “Create Sequence.”
  3. Either paste the 3 templates above, or let Origami’s AI agent generate a personalized sequence. Set the delays: Day 1, Day 3, Day 7 (or whatever cadence works for you; for MSPs, a 2-day gap then a 4-day gap performs well).
  4. Click “Launch.” Origami starts sending immediately, handling all the timing, personalization tags, and reply tracking.

What happens after launch

Everything is visible in the same dashboard where you built the list:

  • Opens, clicks, replies — tracked per contact, per step
  • Prospect context — while viewing a contact’s engagement, you still see their enriched profile (title, company, tools used), so you remember exactly why you reached out in the first place
  • Automatic un-enrollment — if someone replies (even just “yes”), they exit the sequence immediately. You won’t accidentally send a breakup message after they booked a meeting
  • Bounce handling — hard bounces are automatically suppressed, keeping your sender reputation clean

No exporting, no syncing, no fragmented workflow. You go from a raw market description to a live campaign in one tool. That’s the power of having Origami’s list-building and sequencer under one roof.

What response rates to expect

With a well-segmented ConnectWise MSP list and the copy above, aim for:

  • Open rates: 25–40% (ConnectWise users are often in their inbox all day)
  • Reply rates: 3–8% on the first send, sometimes spiking to 10% after the final breakup email
  • Meeting booked rate: 1.5–4% from a cold list, assuming you’re offering something directly relevant to ConnectWise workflows

These aren’t magic numbers, but they’re what I consistently see when the list is truly qualified. If you’re under 2% reply rate, don’t panic. Try two things:

  1. Iterate on the list first. Re-check your targeting. Are you accidentally including break/fix shops? Owners who haven’t logged into ConnectWise in months? Narrow the group before rewriting copy.
  2. Then iterate on messaging. Test subject lines that mention a specific pain point (“Catching billing leakage in ConnectWise” vs. generic “Quick question”). Test whether Day 3 performs better as a video link or a case-study bullet.

The sequencer in Origami gives you reply and click data down to the contact level, so you can iterate with confidence.


One Last Thing

Outreach to ConnectWise MSPs isn’t about volume — it’s about precision. When you show up in their inbox and reference the specific PSA they live in every day, you’re already miles ahead of the 20 other “hey, just checking in” emails they deleted that morning.

Use Origami to build the list, refine it to the right people, and send the sequence without ever leaving the platform. You’ll wonder why you ever did it any other way.

Frequently Asked Questions