Bering McKinley Blog

ConnectWise Manage Implementation Checklist for MSPs | 2025 Guide

Written by Josh Peterson | Jul 16, 2025 4:00:00 PM

For managed service providers (MSPs), digital transformation is now mission-critical. However, in a rush to scale, many implement tools without a clear strategy, leading to overwhelmed teams and underutilized systems.

In 2024, 85% of managed service providers (MSPs) cited process automation as their top priority. Yet many still struggle to implement tools like ConnectWise Manage effectively.

The software itself is powerful, but without a structured implementation, businesses risk having misaligned workflows, disconnected data, and a missed return on investment (ROI).

This is where a comprehensive ConnectWise Manage implementation process becomes essential. From discovery through go-live, a methodical approach can prevent integration failures, user confusion, and delays.

This blog presents a practical, end-to-end ConnectWise Manage implementation checklist designed to guide MSPs at every stage. Read on!

Table of Contents

1. The 7 Phases of a Successful ConnectWise Manage Implementation

  • Phase 1: Define Objectives and Align Stakeholders
  • Phase 2: Plan for Scalability and Success
  • Phase 3: Configure ConnectWise to Manage Effectively
  • Phase 4: Migrate Data with Accuracy and Continuity
  • Phase 5: Train Teams to Use It Confidently
  • Phase 6: Test Thoroughly Before Launch
  • Phase 7: Go Live with Full Readiness

2. Common Challenges and Solutions

3. Let Experts Simplify Your Implementation Journey

4. FAQs

The 7 Phases of a Successful ConnectWise Manage Implementation

A structured rollout reduces risk, ensures alignment, and accelerates platform ROI. Here’s a breakdown of the key phases:

Phase 1: Define objectives and align stakeholders

Before implementation begins, understanding thewhyis critical. What are the business objectives? Where are the gaps in the current process? Without clarity at this stage, the entire project is at risk.

Here’s what a robust discovery phase looks like:

Key goals

  • Identify business challenges
  • Define success metrics
  • Gather input from department heads
  • Review existing tech stack
  • Align expectations across teams

Best practices

  • Conduct stakeholder interviews
  • Audit workflows and ticketing systems
  • Document current pain points
  • Set clear project milestones

Discovery isn’t just a kickoff. It’s the foundation. Without it, even the best software will fall short.

Phase 2: Plan for scalability and success

Once the objectives are defined, a detailed plan must follow. This includes mapping workflows, defining team roles, and prioritizing modules.

Source

Essential planning activities

  • Build an implementation roadmap
  • Assign project leads and technical admins
  • Prioritize automation opportunities
  • Identify reporting and dashboard needs
  • Set a realistic go-live date

Documentation tips

  • Develop a unified implementation plan that all key stakeholders can easily access and reference
  • Include escalation paths and support contacts
  • Build a phased rollout timeline

Planning also includes understanding how ConnectWise Manage will scale with your business. For example, forecasting user growth or new service offerings ensures your setup can adapt. At Bering McKinley, planning isn’t just about timelines. It’s about future-proofing.

Phase 3: Configure ConnectWise Manage the right way

Configuration is where ConnectWise Manage comes to life. Done right, it brings clarity and structure. Done poorly, it causes confusion and chaos.

Configuration checklist

  • Set up security roles and permissions
  • Customize ticket statuses, service boards, and workflows
  • Create templates for agreements, invoices, and time entries
  • Configure Service Level Agreement (SLA) rules
  • Integrate with essential platforms such as QuickBooks, IT Glue, and remote monitoring tools to ensure seamless workflows

Common mistakes to avoid

  • Using default configurations without customizing
  • Ignoring escalation paths
  • Skipping automation opportunities

Every business has unique workflows. Bering McKinley ensures configurations reflect those nuances.

Case in point:

An MSP approached us after struggling with an underperforming ConnectWise Manage setup. Initially configured by an internal staffer with limited expertise, their system failed to align with key business processes. The result was disrupted workflows, missing data in reports, and challenges in synchronizing financial records.

Bering McKinley stepped in, mapped their operations, and rebuilt the platform to reflect how they actually worked. We retrained staff, guided leadership on data-driven decision-making, and unlocked powerful reporting tools.

The impact? This MSP now measures profitability, improves client experience, and scales more efficiently. Proper configuration didn’t just fix issues—it became a catalyst for business growth and operational clarity.

Another tip: involve end users early. Let them test draft configurations and provide feedback. Their insights prevent rework post-launch. A successful ConnectWise Manage implementation depends on thoughtful, business-specific configuration, not out-of-the-box defaults.

Phase 4: Migrate data with accuracy and continuity

Clean, accurate data powers ConnectWise Manage. However, many MSPs underestimate the complexity of migration.

Steps for smooth migration

  • Clean existing data: remove duplicates, outdated contacts, and inactive agreements
  • Map legacy fields to ConnectWise fields
  • Create data validation rules
  • Run a test migration and audit the results
  • Plan for minimal downtime during migration

Migration must-haves

  • Back up all systems before beginning
  • Involve finance and service delivery teams
  • Maintain a rollback plan

Data accuracy ensures continuity. When executed correctly, data migration enhances automation capabilities, streamlines billing, and improves reporting accuracy.

Phase 5: Train teams to use it confidently

Training is often rushed or generic. Nevertheless, tool adoption depends entirely on user confidence.

Training strategy

  • Conduct role-specific sessions (service desk, sales, finance, executives)
  • Use real data and live scenarios in training
  • Provide self-paced and live options
  • Offer follow-up Question and Answer (Q&A) sessions

BMK’s training methodology blends system navigation with real-world applications.

Recommended tools

  • Recorded videos by the department
  • Interactive knowledge base
  • Role-based quizzes or certifications

Don't stop at launch. Provide refresher sessions at 30-, 60-, and 90-day marks. Teams forget—repetition helps. Bering McKinley focuses on enablement, not just education. That’s the difference between usage and mastery.

Phase 6: Test thoroughly before launch

Testing is more than a checklist. It’s a reality check. It ensures that every module performs as expected before full adoption.

Testing essentials

  • Validate SLAs and ticket routing
  • Review reporting dashboards
  • Test alerts and escalations
  • Simulate end-to-end scenarios

Use a “day in the life” approach for testing. Simulate the complete journey of a support ticket, from initial creation to final invoicing, to validate processes. Are approvals working? Are alerts triggered on time?

Take testing seriously. It’s your last chance to optimize before rollout.

Phase 7: Go live with full readiness

Go-live isn’t the end. It’s the start of ongoing optimization.

Launch checklist

  • Notify teams of the go-live date
  • Provide quick-start guides
  • Offer real-time support (via chat or floorwalkers)
  • Monitor issues in real-time
  • Conduct a post-launch review after two weeks

It’s recommended to roll out high-impact modules in a soft launch phase to reduce operational risk. For instance, activate service boards before sales pipelines, then scale as confidence builds.

Post go-live focus areas

  • Review early metrics
  • Track user feedback
  • Adjust configurations as needed

ConnectWise Manage implementation doesn’t end here. It evolves with your business.

Common Challenges and Solutions

Even with the best plans, obstacles happen. Here are the top challenges—plus BMK’s approach to solving them.

Challenge

Solution

Resistance to change

Provide training tailored to specific roles and engage key team members early, starting at the discovery stage

Data discrepancies

Run detailed pre-migration audits and post-migration QA

Over-customization

Prioritise standard workflows and make adjustments once users are comfortable

Delayed adoption

Create internal champions and reward usage milestones

BMK has seen and solved it all. Our framework addresses not just tools, but people, process, and performance.

Let Experts Simplify Your Implementation Journey

With over two decades of experience, Bering McKinley is one of the most trusted names in ConnectWise Manage implementation. Our consultants offer deep technical expertise, paired with a real-world understanding of service delivery.

From discovery to go-live and beyond, we help MSPs reduce implementation risks, improve adoption, and drive ROI faster.

Reach out today to begin your custom-tailored implementation journey, designed to scale with your business!

Key Takeaways

  • A structured ConnectWise Manage implementation ensures smoother adoption, fewer disruptions, and faster ROI.
  • Early alignment on goals, stakeholders, and integration needs sets the foundation for success.
  • Clean data migration is crucial for accurate automation, billing, and reporting post-implementation.
  • Role-based training and simulated workflows boost user confidence and streamline day-one operations.
  • A phased rollout, especially for complex modules, reduces risk and supports user readiness.
  • Partnering with seasoned consultants helps avoid common pitfalls and ensures long-term platform stability.

FAQs