Calendly and TimeZest:
A Detailed Comparison
Best-in-class Scheduling – Built For MSPs
Calendly’s Great… But It Doesn’t Speak MSP
Calendly is the go-to scheduling tool for a reason. It’s smooth, polished, and teams love it. But it wasn’t built for managed service providers. It doesn’t update your tickets, pause SLA clocks, or check your PSA calendar before booking.
TimeZest gives you that same smooth scheduling experience, with everything Calendly’s missing for MSPs.
It plugs straight into your PSA, pulls from both Outlook and your PSA calendar, logs every meeting to the right ticket or opportunity, and keeps your SLA timers accurate. It’s everything you like about Calendly, but built for the way MSPs actually work.
Comparing Calendly and TimeZest
TimeZest Matches What You Expect…
HubSpot Integration
Panel Scheduling
(PSA + Outlook Calendars)
Team Scheduling
Custom
Appointment Types
Website Embed
Branded
Customer Experience
Reminders and
Confirmation
Where TimeZest Shines
PSA Integration
Full integration with ConnectWise, Autotask and HaloPSA
None
Ticket Updates
Updates ticket status and logs activity for every scheduling activity
Not supported
SLA Management
Pauses SLA clocks based on ticket status changes
Not supported
Audit Trail
Full scheduling history logged in the PSA
None
Reads PSA &
Outlook Calendars
Reads both calendars for accurate availability
Outlook Only
Multi-person Scheduling
(Panels)
Schedule multiple people across different calendar types
Supported (only from Outlook calendars)
Team Scheduling
Can schedule an appointment from the available teams in the PSA.
Must maintain a separate team in Calendly
Works Inside the
PSA Ticket
Yes – embedded inside the PSA service ticket
No
Designed for
The MSP Use Case
Yes – built specifically for how MSPs work
No
When your work is specialized,
your tools should be too.
Why choose a tool that treats MSPs like everyone else? TimeZest is the only scheduling platform built around your PSA, your clients, and your workflows, because MSPs aren’t generic. Neither are we.
Where Calendly Falls Short for MSPs
While Calendly offers a one-size-fits-all approach to scheduling, TimeZest is laser-focused on the unique needs of managed service providers. From deep PSA integrations to workflows designed for technical teams and client-facing roles alike, TimeZest goes beyond basic calendar booking to support the way MSPs actually work. Here’s what we do that Calendly simply can’t.
Calendly books meetings, but your PSA stays in the dark
Microsoft Bookings isn’t connected to your PSA, so meetings stay isolated from tickets, opportunities, and service records. TimeZest is embedded in your PSA, so every scheduled meeting, from onboarding to support, is logged where it belongs.
Calendly only sees one calendar. Your teams live in two.
Techs block off time in Outlook, or forget to update their PSA…and Calendly doesn’t catch it. Suddenly, you’re double-booked, or worse, clients are left hanging.
TimeZest checks availability in both PSA and Outlook before offering times, so you never book over real conflicts.
Sales calls often need a tech. Calendly can’t handle that.
Need to pull a tech into a sales call? Calendly can’t coordinate across teams or calendar systems. You’re left guessing who’s free.
TimeZest’s panel scheduling lets you combine calendars across roles. Sales and Tech can both show availability in one link.
Calendly doesn’t track the full client journey
Calendly works at the meeting level, but doesn’t tie interactions to the broader lifecycle: sales, onboarding, support, account management.
TimeZest tracks every step: every meeting gets logged to the right place in your PSA. You see the full picture: who met when, why, and what happened next.
Calendly handles scheduling. TimeZest handles operations.
Calendly makes it easy to book a time, but it doesn’t log what happened, protect SLAs, or update the ticket. Your team ends up chasing details and doing follow-up work manually.
TimeZest keeps everything connected: SLA clocks pause, statuses update, meetings are logged with context, and there’s a complete audit trail in the PSA. No guesswork, no clean-up.
reviews
5-Star Rated in the ConnectWise Marketplace
Where has this been all my life!? TZ has been a huge client experience booster. I have yet to calculate the time saved scheduling appointments but I know it’s a lot. Onboarding and training was a breeze.
Andrew Dalman
ActiveCo Technology Management
A well constructed app, with a good API and every possible configuration option. Teams meetings? Check. Zoom calls? Check. You can even customize the workflow for certain appointment types. It pays for itself.
Jason Hoover
Triniti Technology
This has helped remove our need for playing phone tag; the tech can simply ask the client to schedule a time for follow-up and TimeZest handles follow-up, leaving our techs free to spend their time focusing on fixing client issues.
Ben Virost
C-Forward
Hear it from our customers
TimeZest has completely removed the headache of back-and-forth scheduling emails.
Erin Stelter
Stratosphere Networks
Evanston, IL USA
Of the hundreds of ConnectWise add-ons that aim to make our lives easier, TimeZest actually delivers 100%.
Bas van Nunen
Alliance Business Technologies
Brisbane, Australia
TimeZest is a gamechanger for MSPs. You can’t go wrong with TimeZest.
Thomas Fox
Tech Experts
Monroe, MI USA
TimeZest has been a huge time saver for our technical team! They keep adding features and it is getting even better!
Wayne Edgar
F1 Solutions
Huntsville, AL, USA
