Hey all, small team here and handling IT ourselves is getting kinda annoying. Backups, security, random tech issues.. it’s pulling focus from actual work.
    Thinking about outsourcing IT to an MSP and moving stuff properly to the cloud so things break less and run smoother. Anyone done this? Worth it or just a headache?

    Is outsourcing IT and moving to the cloud worth it for a small team?
    byu/Jazzlike_Cap9605 inbusiness



    Posted by Jazzlike_Cap9605

    8 Comments

    1. You’re talking about two completely different things here.

      Outsourcing IT and moving to the cloud.

      I do a lot of cloud work for an enterprise, now work at a startup, and generally the pattern for those is to use the cloud in-house.

      I don’t know about your situation or smaller businesses but if you have anything developed custom which is specific to your business e.g. a custom website, or reporting etc then you will need someone to maintain it in house.

      I very much advise against running things on-premise in 2025. Having to have physical servers in a room in an office somewhere is way too much hassle and risks breaking. If you don’t have any centralized place to store stuff then you end up with a lot of confusion on ‘who has the most up to date copy of X’, which cloud solves for you.

    2. Future_Carpenter_910 on

      If you don’t have someone reliable in your team or its taking a lot more effort than expected, then it’s time to outsource it. I own software company and we call it “**Managed Application Service**” where we handle SLA, deployment, updates, bugs solving, backups, and security. Almost 90% of our clients choose to outsource this to us and almost all of them had a gap in the team for this case.

      And it’s cheaper, faster and more reliable in short term when you want your team to focus on growth rather than wrap their heads for random technical issues. Depending on complexity, it can costs 2-10x cheaper than hiring a single employee for same use case. Trust and agreement is something that plays important role in this case. Always use Zero Trust approach for this.

      And for moving things to cloud, you can do this where maintenance costs feel hard or expensive than cloud.

    3. We switched last year and honestly the biggest benefit was security. MSPs have tools and processes we couldn’t manage ourselves. Saved us from a couple potential breaches

    4. For us the cloud migration was the game-changer..Before,sharing files between remote team members was a nightmare! Lolll Now,everything is synced and access is controlled.

    5. CompetitivePop-6001 on

      We had an MSP handle both cloud setup and ongoing IT support. Took some time at first, but way less random downtime. We get services from skytek solutions they’ve been around long enough to actually know what they’re doing.

    6. Elegant-Fee-5413 on

      Outsourcing IT really let our internal team focus on growth instead of constantly fixing tech problems. Huge boost in productivity. We get services from skytek solutions for our IT support.. they’ve been around long enough to actually know what they’re doing and help set up processes that stick. Having that kind of support takes a lot off our plate. Good decision for us

    7. Hey OP. I recently started a business where I manage the IT team and infrastructure for my employer. It started as a W2 position and 5 years later they promoted me and asked if they could hire my LLC as a vendor to manage all their IT for them. So that’s what I do. My team will augment your development team, learn the product and the business and then make recommendations based on what your company and application needs. We have experience with both AWS and Azure and migrating away from self hosted closet servers to cloud hosted applications. 

      I’m just starting my b2b journey as I only have a couple of smaller clients which are healthcare adjacent. We manage 3 applications for them and a development team of approximately 12 people. Im looking to expand my business and I believe we could help eachother.

      If you would like to set something up please DM me and I will provide my contact info so we can set up a meeting.

      Thank you for your consideration. 

    8. Depends. Those are two different issues though.

      Moving to the cloud is great for many reasons, but can get pricey over time. My company recently took everything they could out of the cloud after getting nickel and dimed for every MB of data transfer. It was bad enough that the cost after the initial year was more than 3 years of onsite storage. Check to see if your usage and product makes sense in the cloud. Even if you have most things in the cloud, you should still have an onsite IT backup just in case.

      As far as outsourcing the IT team goes, I’m highly against that. Your staff knows your systems better than anyone and hiring some techs across the ocean to give half a crap about you isn’t worth the headache. Sure, you might save some cash, but you will never be a priority for the big outsourcing firms unless they’re making millions off of you. The will work just hard enough to not get fired.

      Do you have a dedicated IT team right now? It would help to know the product type, team size, and so on to give a proper analysis. I’ve been in IT management for a long time and have consulted several times on what would be best for companies at various levels of maturity. Message me if you’d like to discuss things further.

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