about us

We invest in search fund entrepreneurs and the companies they grow

As previous searchers and business builders we are excited to provide capital, mentorship, and support for exceptional leaders.

Helping searchers succeed

Deal support

Experienced due diligence and deal partner. We’ve invested in dozens of private company deals and benefit from 50+ years of experience at CIBC Capital Markets, Morgan Stanley, and McKinsey.

Network

We open our network and help connections with customers, key employees, vendors, and advisors, in order to stack the deck in your favor.

Advisors

Mentorship and advice from Legate’s partners and investors. We’ve built businesses and navigated many of the challenges you will face.

Additional capital

We love to invest additional capital when a company is positioned for continued growth. Rob did this in his searcher journey and built Stealth Monitoring to $100+ million annual recurring revenue. We can help you do the same.

Value creation

We can roll up our sleeves to help solve problems in sales and marketing, talent, technology, operations, finance, strategy and other areas.

Long term capital

We are patient investors who love investing for the long term. We are structured accordingly and can hold great companies for longer than a traditional investor.

Partner with a top decile search fund entrepreneur

Rob acquired UCIT Online Security through his search fund Auxo Management along with his partner Erik Mikkelsen. Now known as Stealth Monitoring, the business has grown to over 2,000 employees across 40 offices in 4 countries during Rob’s tenure as CEO. It is a top 10 security company in North America. Investor returns are in the top decile among search funds. We bring learnings from this journey to help searchers succeed. Whether helping analyze a deal, scale sales and operations, acquire other industry participants, or build out a professional management team – Legate provides much more than just capital.

Our team

Rob Cherun

Rob has been an active investor for over ten years. He has invested in over 50 companies and 15 search funds. As Founder and Managing Partner at Legate, Rob is excited to work with fast growing companies and passionate entrepreneurs.

For the last 12 years, Rob was CEO of Stealth Monitoring where he led 2,000 employees across 4 countries. Under his leadership, the company grew to become the industry leader in remote monitoring services and a top 10 security company in North America. The company grew at a 35% CAGR over his tenure to over $100 million annual recurring revenue and 40+ offices. During his tenure, Stealth raised over $300 million of equity and debt.

Prior to Stealth, Rob worked in strategy and business management at Morgan Stanley in New York. Prior to Morgan Stanley, he worked as a consultant at McKinsey & Company in Toronto.

Rob has an MBA from the Stanford Graduate School of Business and is heavily involved in Stanford GSB’s admissions. He also received an Honors Business Administration (HBA) from the Richard Ivey School of Business at the University of Western Ontario, where he was an Ivey Scholar. He received Canada’s Top 40 under 40 award and is a member of YPO NY Metro. Rob is on the Board of Stealth Monitoring, AppWrap, and the West Village Chabad Synagogue.

Richard Venn

Richard has been investing in private companies throughout his 45-year business career. After joining the Investment Banking Department of Wood Gundy in 1975, Richard rose to become Chairman and CEO of CIBC’s Investment Bank. Richard created and led the Merchant Banking business at CIBC and then continued to Chair the Investment Committee of CIBC for almost two decades. Richard created the CIBC Mellon Custody Joint Venture, orchestrated the spin-out of CIBC’s Merchant Acquiring business to form Global Payments, and led the merger of CIBC and Barclay’s Caribbean operations to form FirstCaribbean Bank.

Richard is a Founding Partner of Further Global Capital Management, a New York based midmarket Private Equity Firm focused on Financial Services. Richard has invested directly and indirectly in more than 50 private and Search Fund originated companies starting with his investment with Rob in Stealth Monitoring.

Richard has served on more than a dozen private and public company Boards, including as Chair. In addition, Richard served as Chair of both the United Way and UJA Federation of Greater Toronto as well as participating on the Board of Mount Sinai Hospital and Greenwood College School.

Richard received a BASc (Engineering Science) from the University of Toronto and completed his MBA at Harvard (Scholarship).

Josh Levitan

Josh is an entrepreneur, operator, and investor. Josh has co-founded two startups – Skylight (acquired by Opendoor) and ConqRit. At Skylight, he was responsible for sales, business development, and supporting product direction. At Opendoor, he was Director of Sales and Customer Support Operations for a team of 500 purchasing and selling thousands of houses each month.

As an operator, Josh is able and willing to get into the trenches with entrepreneurs to solve tough problems and be a sounding board for difficult decisions. As an entrepreneur, he understands how lonely the journey can be and is there to support fellow entrepreneurs on their path.

Prior to Skylight, Josh was a consultant at McKinsey & Company where he supported clients across North America, Australia, Europe, and Africa. Josh is an alumnus of Next Canada’s Next 36, one of Canada’s premier programs for young entrepreneurs.

Josh received a BSc (Applied Math and Mechanical Engineering) from Queen’s University.

Supportive capital

It’s more fun when we win together

We support entrepreneurs on their personal journey as well as in building the business. We have been entrepreneurs and understand how difficult and lonely it can be.

We believe in doing the right thing more than squeezing every last dollar out. In our businesses we have tried to exemplify this – whether giving overseas employees life changing access to above-market healthcare, being generous to key hires that didn’t work out, or accepting extra costs to fix a problem for a customer.

What we look for

Company fundamentals

We look for companies with a long history of stable cashflows, in growing industries. Ideal companies have high recurring revenue and low customer concentration. We also prefer companies that don’t require the searcher to learn highly technical skills in order to operate.

Amazing talent

We believe the best searchers will find good companies and turn them into great companies. We look for distinctive intellectual horsepower, grit, and a track record of extreme success. Experience running a business or a division is a plus, but not a must.

Deal structure

We look for situations where the deck is stacked towards success. Are the terms attractive? Is the seller selling for the right reasons? Have they committed to a successful transition with skin in the game? Is there a good team in place and room to improve how the company operates?

Connect with us

Connect with us