Jesse Shreve
Toronto,ON
Summary
Results-driven senior sales professional with extensive experience in tech, SaaS, and security sales into enterprise accounts. Proven track record of exceeding revenue targets, securing high-value partnerships, and driving business growth through strategic solution selling. Adept at navigating complex sales cycles, engaging C-suite decision-makers, and delivering tailored solutions that address enterprise challenges. Expert in enterprise SaaS sales, cybersecurity solutions, and cloud-based technologies, with a deep understanding of how to position products that enhance security, operational efficiency, and digital transformation. Skilled in contract negotiations, procurement processes, and consultative selling to Fortune 500 companies and high-growth organizations. Passionate about helping enterprises adopt cutting-edge technology to mitigate risk, streamline operations, and drive competitive advantage. Strong ability to build trust, influence key stakeholders, and develop scalable sales strategies that deliver measurable impact and long-term value.
Possesses versatile skills in project management, problem-solving, and collaboration. Brings fresh perspective and strong commitment to quality and success. Recognized for adaptability and proactive approach in delivering effective solutions.
Proactive and goal-oriented professional with excellent time management and problem-solving skills. Known for reliability and adaptability, with swift capacity to learn and apply new skills. Committed to leveraging these qualities to drive team success and contribute to organizational growth.
Overview
17
17
years of professional experience
1
1
Certification
Work History
Strategic AE
Clio
Toronto, Ontario, Canada
05.2025 - Current
- As a Strategic AE at Clio, I partner with forward-thinking law firms to modernize their legal operations through technology. My focus is on helping firms, particularly those navigating growth, remote collaboration, or practice area expansion, streamline their workflows and deliver better client experiences using Clio’s unified platform.
- I work closely with firms to:
- Replace fragmented tools with one integrated solution for intake, case management, billing, and communication
- Customize workflows for practice-specific needs (e.g., personal injury, family law, litigation)
- Improve visibility and accountability across teams with real-time reporting and automation
- Reduce administrative overhead and manual data entry through best-in-class integrations
- Ensure a smooth transition with hands-on onboarding, data migration planning, and long-term support
Director of Partnerships
Obsidi
Toronto, Ontario, Canada
05.2024 - 06.2025
- Built partnerships between leading tech employers and specialized talent pipelines.
- Increased member-company engagement through events and outreach programs.
- Spearheaded major initiatives like OBSIDI and BFUTR, raising organizational visibility and stakeholder involvement.
- Created scalable frameworks that improved recruitment outcomes and strategic alignment.
- Introduced AI-driven insights into partner engagement strategies, improving decision-making and candidate matching.
Enterprise Channel Account Executive
SOTI
Toronto, Ontario, Canada
09.2021 - 05.2024
- OVER ACHIEVED multi-million revenue targets routinely with SOTI. Merit-Based acknowledgement.
Senior Enterprise Account Executive and Communication Chair of OneSoftchoice
Softchoice
Toronto, Ontario, Canada
01.2020 - 06.2021
- - on steering and planning board that oversees organization wide employee support.
- - act as D&I committee
- - responsible for multiple company wide communications and live meetings
Senior Enterprise Account Executive
Softchoice
Toronto, Ontario, Canada
09.2019 - 06.2021
- - management of large multimillion dollar contracts
- - retention and growth of existing book
- - mentorship and team lead responsibilities
- - in excess of 7 million revenue
Enterprise Account Executive
Softchoice
Toronto, Ontario, Canada
08.2018 - 08.2019
- - large seat count client acquisition and retention (municipal, post secondary, large commercial)
- - action leads provided by the BDR team
- - expand footprint and penetration through creation and implementation of adoption / future proofing roadmap
- - delivery solutions in various IT categories(IaaS, SaaS, PaaS, datacenter, networking, client hardware and professional services)
- - quarterly meetings with C-Suite and mid level management to advance clients on their technological journey through resource alignment, consultations and professional services
- - consult clients on necessary technical requirements for RFP/RFQ/RFIs ensuring alignment with organizational objectives and strategic goals
- - driving cloud adoption in energy sector, commercial institutions, municipal government and post secondary institutions and holdings
- - design, integration and management of supporting administration requirements for ease of cloud environment and hybrid IT environment adoption
- - management of sales lifecycle for direct and indirect solutions
- - management of cloud lifecycle and cloud journey
Account Executive
Softchoice
Toronto, Ontario, Canada
02.2018 - 07.2018
- - larger revenue generation with growing client base.
- - revenue generation in excess of 1.5 million
Associate Account Executive
Softchoice
Toronto, Ontario, Canada
01.2017 - 01.2018
- - prospecting and management of public and commercial sector accounts that overlap
- - addressing client technology needs
- - respond to municipal government and government contractor RFP/RFQ/RFIs
- - annual revenue in excess of $1 million
Business Consultant Enterprise Business Unit
Rogers Communications
03.2015 - 12.2017
- - website design and marketing for small and medium sized business
- - Shopify pilot program team member
- - microsoft and aws saas sales professional
District Coordinator
Rogers Communications
01.2014 - 01.2017
Sales Team Leader
Addella
11.2012 - 11.2013
Real Estate Agent
Century 21 Percy Fulton Ltd.
09.2009 - 09.2012
Education
Bachelor's degree - Law and Society
York University
01-2008
Real Estate
OREA
01-2009
Skills
- Client account management
- B2B sales expertise
- Sales cycle management
- Friendly, positive attitude
- Teamwork and collaboration
- Customer service
- Problem-solving
Languages
English
Native or Bilingual
Certification
- VSP
- VMSP
Work Availability
monday
tuesday
wednesday
thursday
friday
saturday
sunday
morning
afternoon
evening
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Timeline
Strategic AE
Clio
05.2025 - Current
Director of Partnerships
Obsidi
05.2024 - 06.2025
Enterprise Channel Account Executive
SOTI
09.2021 - 05.2024
Senior Enterprise Account Executive and Communication Chair of OneSoftchoice
Softchoice
01.2020 - 06.2021
Senior Enterprise Account Executive
Softchoice
09.2019 - 06.2021
Enterprise Account Executive
Softchoice
08.2018 - 08.2019
Account Executive
Softchoice
02.2018 - 07.2018
Associate Account Executive
Softchoice
01.2017 - 01.2018
Business Consultant Enterprise Business Unit
Rogers Communications
03.2015 - 12.2017
District Coordinator
Rogers Communications
01.2014 - 01.2017
Sales Team Leader
Addella
11.2012 - 11.2013
Real Estate Agent
Century 21 Percy Fulton Ltd.
09.2009 - 09.2012
Real Estate
OREA
Bachelor's degree - Law and Society
York University
Honors-Awards
Peer of the Year, Can West Rep of the Year, Passport to Paradise, Rookie of the Year, Canada West Account Executive of the Year