Steve Cowan
Markham,ON
Summary
Accomplished and innovative business leader, with an outstanding record of leading, building and growing fast-growth B2B software companies and mature businesses in the US and Canadian markets. Combines deep systems and software development knowledge with strong business acumen to identify new market opportunities, translate vision into action plans and maximize ROI and shareholder value. Results-driven and financially savvy, offering exceptional leadership and influencing strategies to drive culture.
Overview
27
27
years of professional experience
Work History
CEO
Uber Smith (A Constellation Software Company)
03.2023 - 11.2023
- Achieved company growth by implementing strategic plans and streamlining operations.
- Implemented cost-saving initiatives to reduce operational expenses without sacrificing quality.
- Established new revenue streams by identifying market opportunities and launching innovative products or services.
CEO
Rentsync Software
03.2021 - 02.2022
- Overall leadership of the Rentsync operations including finance revamp, GTM revamp and integration of two internet listing site acquisitions
- Grew revenue from 1M MRR to 1.6 M MRR over10 month period
- (Combined acquired growth and sales growth)
- Total annual ARR of 20M
- Hired CFO and doubled team size while replacing accounting systems for 5 companies
- Revamped collection process to cut AR days outstanding by 50%
- Established and executed key financial metrics, replaced CRM systems and BI reporting for the group
- Oversaw acquisition process and pitch deck for Rentsync acquisition.
President
Jonas Software/Constellation Software
10.2004 - 02.2020
- Leadership position as the Group President at Jonas Construction/Moving Division, acquiring, managing and building vertical market software businesses
- Overseeing $40M P&L activity with a team of Business Unit Managers for 8+ Brands with a focus on organic growth for our existing businesses, and adding to our stable of vertical market software
- Doubled new name sales revenue YoY and executed back-to-base account management strategy to double add on revenue
- Achieved average net revenue growth rate of >15% YoY
- Oversaw brand refresh, marketing automation, and marketing strategy for all the brands
- Included SEO, web search, marketing automation tools, and full sales cycle automation
- Performed role of player-coach running day-to-day operations of single $25M brand and oversaw/coached business unit leaders of 7 other brands
- Implemented and grew marketing team to provide agency model driving marketing for all 8 brands
- Successfully acquired and integrated 3 businesses into portfolio as well as integration of the business
- Actively drive and participate in all stages of company acquisitions including prospecting, discovery, diligence, LOI, Offer and integration after close.
VP Online Services
Jonas Club Management
10.2004 - 05.2012
- Founder and leader of the Jonas Online Services division inside of Jonas Club
- Responsible for developing, implementing, and selling all website and online services for the club brands
- This also included online payment, email marketing service, and consulting services across the 1200 website customers
- Initiative champion responsible for all aspects and go-to-market strategy of the clubhouse online solution
- Responsible for early-stage building out sales, implementation, and R&D teams
- Grew from 0 to 40 staff in a 24-month period
- Developed team that sold 350 - 400 websites per year to the 3000 club customers and increased the average revenue per club by 50% with the online solutions
- Oversaw development team to create integrated modules to back-office including online tee times, online statement, payments, online calendars, etc
- Grew division over 7 years from $500k to $6M and from 200 customers to 1500
- Today it represents 30% of club business in revenue.
Corporate Account Manager
Business Objects/SAP
09.2003 - 10.2004
- Responsible for selling a combined Business Objects and Crystal decisions product line of BI products, services, and training
- Key activities include prospecting, qualifying, and closing new accounts while building existing relationships with the current client base
- Achieved 120% of the quote on the first quarter of net new license revenue from Ohio state territory
- Managed partner, VAR SI and reseller Channel in territory
- Managed relationship with C level executives in top 25 accounts.
Senior Pre-sales Engineer
ADC/SAVILLE Telecommunication
08.2000 - 06.2003
- Senior Pre-sales Engineer August 2000 - June 2003
Senior Implementation Business Analyst/Manager
ADC/SAVILLE Telecommunication
05.1997 - 08.2000
- Senior Implementation Business Analyst/Manager May 1997 - August 2000
Education
Masters of Business Administration -
Schulich School of Business, York University, Toronto, Canada
Bachelor of Business Administration (Honors) -
Wilfrid Laurier University, Waterloo, Canada
Skills
- Multi-million P&L responsibility/ownership - $40M
- Revenue driver Achieved average growth of >25% on managed companies
- Experienced in succesfully completing 3 technology shifts/rewrites
- Decisive Business/Team Leadership
- M&As, Integrations, Turnarounds
- New Market Entry Strategies
- Offshore development - leadership
- Coaching, Talent Development, and Mentoring
- Mergers and Acquisitions
- Operational Oversight
- Recruiting and Hiring Top Talent
- Organizational Leadership
- Sales and Marketing
- Product Development and Expansion
- Business Consulting
- Revenue Growth
- Leadership and People Development
Other
- Outdoor enthusiast. Hiking camping outdoor activities
- Avid golfer, mountain biker and skier
- OMHA. GTHL Hockey Coach - Level 2 coaching. Coached for 5 years
- Broad international experience working and living in other cultures. Traveled to over 50 countries
Training
- Jonas Software/CSI University 2004 -2019
- Simon Sinek - Why Certification, 2017
- Strategic Selling - Miller Heiman 2004
- Customer Centric Selling, 2004
Languages
English
Full Professional
Work Availability
monday
tuesday
wednesday
thursday
friday
saturday
sunday
morning
afternoon
evening
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Quote
I can’t understand why people are frightened of new ideas. I’m frightened of the old ones.
John Cage
Timeline
CEO
Uber Smith (A Constellation Software Company)
03.2023 - 11.2023
CEO
Rentsync Software
03.2021 - 02.2022
President
Jonas Software/Constellation Software
10.2004 - 02.2020
VP Online Services
Jonas Club Management
10.2004 - 05.2012
Corporate Account Manager
Business Objects/SAP
09.2003 - 10.2004
Senior Pre-sales Engineer
ADC/SAVILLE Telecommunication
08.2000 - 06.2003
Senior Implementation Business Analyst/Manager
ADC/SAVILLE Telecommunication
05.1997 - 08.2000
Masters of Business Administration -
Schulich School of Business, York University, Toronto, Canada
Bachelor of Business Administration (Honors) -
Wilfrid Laurier University, Waterloo, Canada
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