Your time, on your terms. Focus, create or recharge. Work, family or wherever you choose to spend it.
As founders, we've lived through it all — recessions, a pandemic, and everything in between. We've slept at the office chasing a quarter, and we've worked from home and been there for every school pickup. We've hustled hard, and we've shown up hard. Both are valid, and real-talk, and both deserve a calendar that respects them.
Caliyo is built for wherever you are in that journey. The founder grinding toward a launch. The parent protecting bedtime. The athlete training before work. The person doing all three in the same week. Your priorities will shift — your tools should keep up.
Four principles that
keep us honest
These aren't poster slogans. They decide what features ship, who we hire, and how we live and represent ourselves.
Radically transparent
We believe in radical transparency, maybe not to the level of Ray Dalio, so we are always pushing for the best output, realistic feedback and honest feedback from our users.
Innovative landscape
We live in an ever-changing industry. Years turned into months, then weeks and seems almost like there are new tools on the daily now. Finding a tool that adjusts along with the landscape requires an innovative first group. Welcome to that team.
Altruistic by default
Radical transparency and Altruistic might be a little bit of a stretch pass for achievement, but we ascribe to the "shoot for the moon and land on the stars" approach to life. As such, we try our best to give a little more than we take from each other every day.
Expert peers, not gurus
As a group of "been there, done that" folks, we don't think there is a guru to tell you how to manage your time. Time is very personal with thousands of iterative learnings. We provide the platform, you test what works for you.
From a whiteboard in Toronto to your calendar
Caliyo is sketched on a whiteboard in Toronto
Three founders, one shared frustration: their agency was leaking 12 hours a week to scheduling.
First 15 different users join early adopter program
Caliyo receives valuable feedback to negotiate calendars across Google only.
Pre seed investment
Caliyo fully finds a pre-seed investment to ramp up efforts and take it from side hustle to Full Time effort.
Expanded features shipped to Early Adopters including shift to AI meeting bridge
Through feedback and industry shifts in capabilities, Caliyo expanded features before going to market.
The people defending your week
A great team just keeps firing it out there. The Co-founders have worked together for a long time and participated in a previous software exit. Will this be our swan song?
Two-time founder, two exits, two decades of building things that work. Now obsessed with one mission: building the smartest calendar tool the world has ever seen.
Two-time technical co-founder, two exits, almost two decades of shipping software that scales. Now architecting the engine behind Caliyo leveraging AI to ship that of 10 headcount.
Multiple design lead roles, part of the agency exit with Robin and Greg, near two decades of turning complex products into experiences people actually love.
The reason it all runs. Two exits, 20 years of HR and finance leadership, and a track record of scaling teams from 3 to 30 without missing a beat. Now doing it all again at Caliyo.
Eight years as a senior developer for Fortune 500 brands. Joined the team with a deep stack of experience and a sharper edge, Dev is now in charge of building and shaping the AI engine behind Caliyo.
Industry leader, podcast host, public speaker, and present father. Shaq is the busy professional Caliyo is built for and brings that lived perspective to every strategic conversation.