Careers at TopLeft

Build the tool MSPs wish they'd had years ago.

We're a small team building visual project management for MSPs, on top of the PSA they already run. Our customers are people like us: operators who got tired of projects disappearing into a black hole. If that work sounds good to you, let's talk.

Visual workflow plus coaching, used by 100+ MSPs on ConnectWise, Datto Autotask, and HaloPSA.

Rotate your phone for the full board
Huddle Board · Projects & TicketsProject Portfolio
Ready3
Firewall replacement
Acme Dental
Past SLA
AD migration
Harbor Law
GS Blocked
New laptop setup
Riverside Clinic
Stalled 5d
In Progress3 / 22 / 2
Server decommission
Summit Tax
JS Over budget
Backup restore test
Northwind IT
NP No time logged
Completed2
VPN not connecting
Lakeside CPA
TA
Mailbox migration
Delta Mfg
GS
Project
Team
Hrs
MayJunJulAug
Firewall replacementAcme Dental
28 / 24h
Cloud MigrationHarbor Law
GSJS
138 / 120h
Datacenter ExitSummit Tax
JSNP
44 / 60h
Network redesignRiverside Clinic
GSNP
94 / 80h
Server upgradeAcme Dental
JS
22 / 70h
Email migrationAcme Dental
TA
9 / 90h
Mailbox migrationDelta Mfg
2 / 40h
VPN remediationLakeside CPA
TA
0 / 32h
What we make
Kanban boards Gantt charts Capacity planning Dispatch visibility

What we value

The values we live by

The same four values guide how we work with customers and with each other. They're not posters on a wall, they're how we make decisions.

Look at the bigger picture

We listen to our customers, stay willing to explore and experiment, and keep looking for better ways to run the work. The goal is bigger than any one ticket.

Be better today than yesterday

Continuous improvement runs through the product, our process, and how we sell. We refine, we learn, and we teach Lean and Kanban as we go.

Lean into challenges

We treat obstacles as where growth happens. Everyday problems are learning moments, and we go find the knowledge to get past them.

Build trust

We ask thoughtful questions, listen without assuming, and stay transparent. Trust comes from real conversations and showing the value, not claiming it.

How we work

A small team, real ownership

We're small enough that what you do is visible and matters. You'll work close to the customer, ship things people feel, and have a real say in how we operate.

  • You own your work end to end, not a slice of someone else's.
  • We ship things customers feel, not busywork or theater.
  • We work alongside MSP operators, so the problems are real and concrete.
  • We run on a sustainable pace, not heroics and all-nighters.
  • We enjoy the process. Good work and good people, not just outcomes.
Wim Kerkhoff, founder of TopLeft
“I own and run MSPs, and I built TopLeft because we needed it. We hire people who care about that problem as much as we do.”

We couldn't see what our techs were working on, projects slipped without anyone noticing, and clients kept asking when their work would finish. TopLeft is what I wished existed. If you want to build that with us, I'd love to hear from you.

Wim Kerkhoff

Founder, TopLeft. MSP owner.

Part of something bigger

One of the Culture Core Group companies

TopLeft is part of the Culture Core Group, a family of companies Wim started back in 2007. More than 50 people across Canada and beyond work under it, sharing one vision and one set of values: meaningful work, real diversity, and a culture without bureaucracy or toxic relationships. Join TopLeft and you join that larger mission too.

improvingit

Helps businesses use technology to advance their mission and impact. Formerly Kerkhoff Technologies.

Crafty Penguins

Linux consulting and server support, with more than two decades of experience.

TopLeft

Visual project management and Kanban coaching for MSPs. This is where you'd be.

Learn about the Culture Core Group →

See where you fit.

Open positions are posted on our job board. If you're excited about top-notch work, great service, making an impact, and enjoying the process, we'd love to hear from you. Don't see your role? Good people are always worth a conversation. Reach out at hr@topleft.team.

View open roles

Opens our job board on BambooHR.

Everyone is welcome. We embrace diversity of all kinds and build a team where different backgrounds and perspectives are an advantage.