About
Leon Punambolam is the founder of Samos Insurance. He has held executive roles in insurance with experience in leadership, strategic planning, financial management, and risk management.
Leon P @punambolam
#OnEveryCorner @Enterprise https://t.co/K6eJPTjBQB

Jul 18, 2026
Leon P @punambolam
Unfortunate... @umichbball had a really bad final 10 minutes and let the Tigers build energy and momentum to take over (well played Tigers). That said, great (amazing) turnaround year-over-year for this @UMich team, congrats! Let's #GoBlue!
Mar 29, 2025 Β· β₯ 1
Leon P @punambolam
Happy #Halloween @CharlesWoodson !! Best costume this year #GoBlue @InterceptWines @woodsonwhiskey https://t.co/fgf8ku8nbo


Nov 1, 2024 Β· β₯ 2
Founder at Samos InsuranceYC W22
Intro paths
Leon went through Y Combinator (Winter 2022) β any YC alum in your network can reach them through the YC community.
In turn, Leon can intro founders to Samos Insurance's investors below.
Samos Insurance's investors Β· 2
Experience
- Samos InsuranceChief Executive Officercurrent2023 β presentOntario, Canada
- Samos InsuranceCo-Founder & President2021 β 2023Ontario, Canada
- Five1Nine Inc.Co-Founder & Presidentcurrent2021 β presentDelaware, United States
- Conestoga College Institute of Technology and Advanced LearningAssociate Professor2015 β 2022Kitchener, Ontario, Canada
- Cetana LabsManaging Partner & Co-Founder2014 β 2021Waterloo, Ontario
- Canada Protection Plan, A Foresters Financial CompanyCTO2018 β 2021Toronto, Ontario, Canada
- ThinktumCTO2018 β 2021Waterloo, Ontario, Canada
- Cowan Insurance GroupVP Digital Transformation & Industry Leader, Technology Sector; Cyber Practice Leader2016 β 2017Greater Kitchener-Cambridge-Waterloo Metropolitan Area
- Desire2LearnDirector, Business Operations2013 β 2014Kitchener, Ontario, Canada
- Manulife FinancialDirector, Strategic Planning & Business Development2010 β 2013Waterloo, Ontario & Toronto, Ontario
- Manulife FinancialManager, Business Planning & Analysis2007 β 2010Waterloo, Ontario & Toronto, Ontario
- Manulife FinancialSenior Financial Analyst2005 β 2007Waterloo, Ontario
- MKS IncSenior Financial Analyst2004 β 2005Waterloo, Ontario
- Manulife FinancialSupervisor, Operations - Group Benefits2002 β 2004Waterloo, Ontario
- Manulife FinancialFinancial Analyst - Canadian Controllers2000 β 2002Waterloo, Ontario
- GEFinancial Analyst1999 β 2000Mississauga, Ontario
- RaytheonFinancial Analyst1997 β 1999Waterloo, Ontario
Education
- Y CombinatorW22 Batch2022
- University of TorontoRisk Management2007 β 2012
- University New BrunswickMaster of Business Administration (MBA), Business Administration2007 β 2010
- Risk and Insurance Management SocietyCertified Risk Manager, Risk Management
- General Electric CanadaSix Sigma
- Registered Insurance Brokers of OntarioRegistered Insurance Broker, Risk Management2016
- University of Toronto
Skills & more
+12 more
StrategyAnalysisManagementPublic SpeakingNew VenturesPublic RelationsOperational OversightTeam BuildingStrategic LeadershipFundingEntrepreneurshipHealth AdvocacyLanguages Francais
- C License Certified Coach β Canada Soccer
- Venture Fluent β Maven
- Insurance Broker β Registered Insurance Brokers of Ontario (RIBO)
- Green Belt Certification (GB) β GE
- Certified Risk Manager (CRM) β Global Risk Management Institute, Inc.
From Leon's professional profile.
Founder mafias
Y Combinator mafia8,668
Also came through, then founded or led a company.
+ 8,661 more
University of Toronto mafia79
Also came through, then founded or led a company.
+ 72 more
Desire2Learn mafia2
Also came through, then founded or led a company.
Same school
Also attended Y Combinator2,000
+ 1,994 more
Also attended University of Toronto322
+ 316 more
Shared employers
Also worked at Conestoga College Institute of Technology and Advanced Learning7
+ 1 more
Also worked at Desire2Learn10
+ 4 more
Also worked at MKS Inc27
+ 21 more




























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