SurePath Capital Partners

SurePath Capital Partners is the premier strategic financial advisor to today's emerging technology leaders. We help startups raise the capital needed to become market leaders. When the time is right, we help our clients achieve profitable, deliberate exit strategies.

We believe that in order to have the best knowledge and networks, you must be specialized. As a result, our firm only works with startups in the SaaS, e-commerce and marketplace segments.

Across those segments we have a deep focus on companies serving the global SMB market.

Come talk with us.

The SurePath Commitment  

Our values


Our ultimate mission is to be a trusted advisor to the founders, management teams and boards that we serve. We work in the best interest of our client with an unwavering focus on the guidance that leads to the most long-term impact for our clients.


As a result of our strategic guidance, deep relationships and transaction capabilities, we deliver high & measurable impact to our clients.


He who 'knows it all' fails first. We operate in an ever-changing landscape and are always open to new insights and information.  We operate in a humble and professional manner.




Mark MacLeod, Founder

Since 1999 I have been helping fund, grow and exit venture-backed startups. I have over 14 years experience as a CFO for leading companies such as FreshBooks, Shopify, Tungle and many others.

I also spent 3 years as a General Partner at Real Ventures, Canada’s largest and most active seed stage venture fund, where I led investments in a number of SaaS and e-commerce companies including Unbounce and Frank & Oak.

I have raised hundreds of millions in capital from investors in Canada, the US and Asia. I have sold companies to AirbnbBlackberryRackable Systems, Return Path and others.

My deep experience and passion for startups led me to found SurePath in order to guide and advise founders on how to fund, grow and ultimately exit their companies.

Blog:        Twitter: @startupcfo



Shubham Datta, Director

Having worked on a startup and seeing some of the operational and financial challenges that early stage companies face, I co-founded North Pine Ventures, an advisory firm for university founders. 

Since graduating from the University of Waterloo, I obtained my CPA designation with KPMG. Prior to joining SurePath, I was an Investment Banking Associate at KPMG Corporate Finance where I advised Canadian mid-market FinTech and SaaS companies on divestitures, recapitalizations and exits.

Blog: Datta Bytes       Twitter: @shubham


Rena Wang, Analyst

After graduating from the Richard Ivey School of Business, I worked in management consulting at a boutique firm specializing in strategy development for technology and telecom companies. Working for clients across North America and the Middle East, I built a repertoire of experience with large technology companies in operations and strategy development.

After a skiing accident rendered me disabled and saved me from a life in consulting, I founded PIQ Pass to help people discover new hobbies and things to do in the city. I have firsthand experience with the challenges entrepreneurs face with fundraising and building their business.



Open Positions


SurePath is seeking an Analyst to support our client-facing project work. No prior industry experience is required. But we are looking for people who love  startups and venture capital.

You will have ample opportunity to learn your craft under an experienced mentor. In short order you will be playing an important role in client projects and growing the firm’s knowledge base and practices.


  • Evaluate and / or build financial models for clients
  • Prepare and supervise due diligence data rooms
  • Research trends in venture capital and exit transactions
  • Support the senior team as needed in client project work
  • Help build pipelines in support of transaction work
  • Build an ongoing inventory of models and templates for use in projects


  • Great Excel modelling skills
  • Strong written and oral communications skills
  • Strong attention to detail
  • Relevant education and/or professional designation
  • A clear fit with our company values
  • Proficiency in SQL is a bonus

How to apply:

Send a note with your CV/ online bio to telling us:

  • Why you love startups
  • What excites you about venture capital
  • Your thoughts on one Canadian VC deal in the last six months that you are most excited about; and
  • Why we should hire you

SurePath believes in diversity.