Pricing

We priced it carefully for every MSP. Start free, stay month to month, and add companies as you grow.

Free
3 companies$0
What's included
  • vCIO/QBR Automation
  • Goals (coming soon)
  • Initiatives
  • Plan Module
  • Golden Template
  • QBR Schedule
  • Roadmap
  • Budget
  • PDF Reports
  • Stack Dashboard
Basic
5 companies$75
Everything in Free, plus
  • PSA integrations
  • IT Glue and Hudu
  • Office 365 reporting
  • Asset list
  • Asset lifecycle
  • Warranty updating
  • Open API and MCP server
  • Arya AI assistant
  • Branded client portal
Most popular
Pro
Starting at$195
Everything in Basic, plus
  • 10+ companies
  • 1 on 1 onboarding
  • Migration assistance
  • vCIO Mastery training
  • SSO
  • Premium support
Enterprise
 Custom
Everything in Pro, plus
  • Multi-year price lock
  • Custom terms
  • IT department support

Talk to us about volume pricing for large MSPs and internal IT departments.

Monthly Annual Save 10%

How many companies do you manage?

10companies
Starterplan
$195per month
$19.50per company
Month to month
Unlimited users
MSP community-backed

Compare plans

Every plan runs the same vCIO process. Higher plans add the integrations, services and terms your MSP needs as it grows.

Free
 $03 companies
Basic
5 companies$75 
Pro
Starting at$195 
Enterprise
 Custom 
Strategy and assessments
vCIO AssessmentsGrade every client's technology against your standard of health. Every red item carries a risk, a solution and a cost.
IT Health ScoreHealth, security and efficiency scores per client, tracked quarter over quarter on one screen.
Golden TemplateOur proven assessment template. Run your first assessment in 5 minutes, then adapt it to your standards.
Report Template Engine and Module BuilderCustomize every part of the strategy report so every vCIO on your team delivers the same standard.
GoalsThe business goals each client is working toward, with the initiatives and plan items that get them there.
Coming soon
Coming soon
Coming soon
Coming soon
Planning and budgeting
InitiativesRed items become initiatives with a summary, next steps, an owner, a period and a budget, linked back to the findings they fix.
Plan ModuleMulti-tenant plans with items, statuses, owners and due dates, for clients and for your own company. Any plan becomes a template.
7 Year RoadmapInitiatives and asset replacements on one timeline by quarter, years ahead, that the client sees and signs off on.
BudgetEvery initiative and asset rolls into a budget by month, quarter and year, calculated automatically across all clients.
QBR ScheduleEvery client, every quarter. The meeting schedule across your whole book, so no client goes a quarter without strategy.
Reporting and client experience
Stack Overview DashboardDefine your standard for every item and see which clients run it, so engineers work on one stack and you see who is behind.
Presentation ModeRun the Technology Strategy Meeting over Zoom or Teams one screen at a time: summary, dashboard, assessment, initiatives, budget.
Branded PDF ReportWhen the meeting ends, generate the fully branded PDF in seconds: strategy, assets, contacts, roadmap and budget.
Branded Client Portal and DomainClients open the same strategy any day of the quarter on a portal with your logo, your colors and your domain.
Client Ticket ViewClients see every ticket by service board and reply from the portal. Engineers reply from the PSA.
Integrations
PSA IntegrationsConnectWise, Autotask, Halo, Syncro, BMS and ServiceNow. Companies, contacts, assets and tickets stay in sync.
IT Glue and HuduDocumentation synced into the strategy report and the client portal, so the network map is never a separate document.
Asset List and LifecycleEvery computer and server with age, grade, end of life and replacement budget. Grade in bulk and add replacements to the roadmap.
Warranty UpdatingPurchase date, warranty date and manufacturer looked up for Dell, HP, HPE, Lenovo, Apple, Acer and Asus and written back to your PSA.
Microsoft 365 ReportingEvery license under every contact, MFA enabled or enforced, and NCE expirations across all clients.
Managed Users ListEvery user with license, MFA and sign-in status. Clients audit their own licenses in the portal.
TicketsOpen tickets from your PSA on the client dashboard and in the QBR, so reactive work and strategy sit side by side.
Open API and MCP ServerClaude, ChatGPT, Gemini and Copilot can read the roadmap, budget and assessment you maintain, and your automations can too.
SSOMicrosoft Entra single sign-on for your team and for your clients' portal users.
AI
Arya vCIO AI AssistantAsk Arya about technology, scopes of work and how to run the meeting. Let her help fill out assessments and prep the QBR.
Onboarding and support
1 on 1 OnboardingOur team builds your vCIO process with you and gets your first clients assessed and scheduled.
Migration AssistanceFour working sessions to move your existing assessments, templates and roadmaps into Strategy Overview.
vCIO Mastery TrainingTwelve seats in the live vCIO training program: the full playbook from assessment to Technology Strategy Meeting.
Premium SupportPriority response from the Strategy Overview team when your vCIOs need an answer before the meeting.
Multi-year Price LockLock today's pricing for the length of your agreement.
IT Department SupportSet up for internal IT teams running strategy for their own business units, not only for MSPs.
Custom TermsContract, billing and security terms written for your organization.
Limits
CompaniesPriced by the companies you add or import, never by seat.
3
5
10 to 1,000
1,000+
UsersYour whole team, on every plan.
Unlimited
Unlimited
Unlimited
Unlimited
ReportsAssessments and strategy reports, as many as you need.
Unlimited
Unlimited
Unlimited
Unlimited
DatacenterAzure, USA or Ireland, chosen when you register.
USA or Ireland
USA or Ireland
USA or Ireland
USA or Ireland
TermsPay month to month, or prepay yearly and save 10%.
Month to month or yearly
Month to month or yearly
Month to month or yearly
Month to month or yearly

What MSP leaders say

Real reviews from MSPs running their vCIO process on Strategy Overview.

Award Winning

Recognized by the MSP community and the industry’s biggest stages.

logo IT Nation Pitchit 2025 Winner
Category LeaderQ1 26
logo Category Leader 2025
Fastest Growing 2026
fastest growing btbadgeQ42025
fastest growing btbadgeQ 1

FAQs

Strategy Overview was founded in 2016 by Alex Markov and Dimitri Markov to streamline the vCIO/QBR process of our MSP Red Key Solutions www.redkeysolutions.com.

Red Key Solutions was co-founded by Alex Markov in 2002 and is one of the best Managed IT companies (MSP) in the New York City area. When Red Key was switching to the Managed Services model in 2009, we realized how important it was to standardize the stack across all clients. Standardizing the stack meant our engineers can be faster, solutions can be quoted rapidly, we can leverage automation and most importantly clients got truly an amazing experience. 

Alex created a unique IT standardization process based on his 30 years experience as an IT specialist. Initially the process started on a white board, then quickly became a spreadsheet, and eventually turned into this app.

Today, Strategy Overview is used by MSPs, families, and companies all over the world and is the best vCIO/QBR app on the market. 

Our mission is to allow every company, individual and family in the world to easily manage their life and business strategically.

Strategy Overview can by MSPs of all sizes. Startup MSPs can get a mature vCIO/QBR process and our golden QBR template to start delivering world class IT leadership to clients in minutes. Mature MSPs can take our template, quickly modify it for their standards and perform very complex IT leadership at scale using our powerful and infinitely flexible template engine. 

Our golden template can be used for 1 person startups or large enterprise and customized using an easy tag engine and your standards.

SO is specialized for MSPs, but any individual, family, IT department, team/department, small and medium company, or enterprise organizations, can use Strategy Overview to do their strategic planning. 

Strategy Overview is month to month! We believe that apps should be flexible, easy to adopt and not trap people in long term contracts. We treat our partners the way we want to be treated. 

Yes, you can prepay for 1 year and get 10% off and secure current year pricing. For multi year commitments and to secure pricing please reach out to [email protected]

Strategy Overview has unlimited users and is priced by the company that you add or import. 

You can become a backer for $75 a month and enable the PSA and warranty updating integration to give the app a real test drive. 

Then just upgrade to whatever plan that fits your MSP best.

Strategy Overview is community funded. Our mission is to create the easiest strategic planning and portal app in the world which will allow MSPs, companies, individuals and families to manage their world strategically. 

We are solving many problems and inefficiencies that exist in the MSP world today. 

If you believe in our mission and want to back a community funded app, please subscribe to be a backer for $75/month. (As a backer you get the full featured app for 5 clients!)

We use Azure datacenters in USA and Ireland. You can select your datacenter preference when registering for a new account.

Yes, for emerging plans and above we will work with you to migrate your existing process into Strategy Overview. Please see training page. 

Strategy Overview turns a reactive IT relationship into a strategic one, without adding headcount.

  • Assessments that grade every client’s stack against your standards in minutes
  • Roadmaps and budgets clients actually approve, tied to business outcomes instead of refresh cycles
  • A repeatable Technology Strategy Meeting your whole team runs the same way
  • A white-labeled client portal, so the plan lives somewhere the client can see it
  • Live data from your PSA, RMM and documentation tools, so nobody retypes anything

The result: more strategic conversations per vCIO, stronger client retention, and a vCIO process a new hire can run in their first month.

You can start doing assessments in 5 minutes using our golden template. Then modify the template on the fly for your standards as you analyze your clients.

If you engage in our 1-on-1 onboarding you will start a mature vCIO process in less than two weeks. 

The IT Leadership Platform for Modern MSPs

Strategy Overview is a vCIO software for fast IT assessments, QBR automation, and asset lifecycle warranty updating all in a beautiful white labeled MSP client portal. Drive digital transformation, control your stack, deliver a modern experience, control your destiny, and help your clients scale to new heights.