Founder, CleverlyAI · Michigan · Toronto
School throws you a lot. CleverlyAI catches it. Your courses, lectures, notes and deadlines in one workspace, and one upload to turn any of it into something you can actually study from. Raised a $100K CAD (~$72K USD) pre-seed. 100% free while we grow. Web app, iOS coming soon.
Upload the slides, the PDF, the textbook chapter or the syllabus. CleverlyAI builds it into modules with lessons, key takeaways, practice questions and cue cards. Pick the depth and style you want and work through it.
Press record and pay attention. You get a transcript, a clean summary, the ideas that matter, and cards ready to review before you've left the room.
Every class, deadline, meeting and personal event on one calendar. Upload a syllabus and the semester fills itself in.
Not a chatbot bolted on the side. Lev.E can see your classes, calendar and materials, so it answers about your stuff and does things for you.
Recall first, then reveal, then rate what you knew. Every review gets smarter about what to show you next.
A bunch of game modes like Classic, Tower Defense, Siege, Speed Run and Match. Play solo or host a room.
Everything I've got chips on.
About meHey, I'm Jacob Ossip. I'm from Toronto but am now living in Ann Arbor, MI. I went to Upper Canada College for high school, and I'm now at the University of Michigan in the Stephen M. Ross School of Business. I've built two companies, ran a $380K (CAD) charity fundraiser for Chai Lifeline, led Live2Give (200+ member community service organization) and spent a lot of time on the soccer and rugby pitch.
I like building things and figuring out what they're worth. Right now, I'm building CleverlyAI on one side. On the other, I'm exploring the world of finance. So far, I've done equity research, stock pitches, and was a financial analyst at Verve, a Canadian senior-living company.
Off the clock, my favourite activities are poker, chess, and sports. I've played soccer my whole life, though I decided it was time to halt my competitive career after playing on Canada's U19 national Maccabi Games team. I played rugby throughout high school, and love playing pickup sports like basketball when I have some free time.
We make school life better. I do the strategy, allocate and raise funds, build the product, and manage operations. CleverlyAI allows you to manage your schedule, tasks, lecture notes and everything study related. The product is AI-focussed and completely free while we grow.
Financial analyst on a senior living portfolio. Built the Excel analyses behind occupancy, revenue, NOI, debt and acquisitions, audited property billing against current market rates, benchmarked properties against competitors to surface pricing gaps, and redesigned the sales commission structure to push higher-priced sales.
Business student at the University of Michigan. Toronto kid, Ann Arbor address.
Startup and finance clubs at Michigan. Same two interests as the rest of this site.
A 200+ member NCSY-affiliated service organization. We meet weekly for service initiatives and Jewish education. I plan and run the weekly meetings and coordinate members across projects. Alongside it I ran Jump For Chai 2025, directing a 29-member board and raising $380K (CAD) for families facing life-threatening illness.
Everything on this page, on one page. Education, experience, community service and the rest.
A small desktop app. Draw a box around anything on screen and get an answer. Free, macOS and Windows.
Position, patience, and knowing the odds before you put money in. Same habits I want on the investing side.
Always down for a kick.
Same idea, more contact.
I'm interested in investment banking, private equity and venture capital.
What pulls me in: modelling, process, and getting a transaction across the line. The fundamentals everything else is built on.
What pulls me in: owning the outcome. Finding the operating levers and knowing the exit before the cheque is written.
What pulls me in: backing founders before the numbers exist. I've sat on the founder side of that pitch and raised a pre-seed.
When I look at a business, I've been inside one. I've built the model and I've been the line in someone else's.
Toronto kid, Ann Arbor address. Business at Michigan, building on the side, and yes the schedule is managed in CleverlyAI.
Canadian, for the record.
Business student. Building on the side from day one.
The two things I care about, on campus.
Turns out the best way to understand the student market is to be stuck in it.
Read it like a betting line. Everything on this board is a favourite.
What CleverlyAI runs on.
Building something for students, talking investing, or a poker game. Any of those.
Toronto · Ann Arbor · © Jacob Ossip