JAKOB BENDER
Toronto
Summary
Award-winning Sales Leader with 9+ years of experience driving B2B SaaS growth. Proven ability to build and lead high-performing sales teams, motivate through hands-on coaching, and actively contribute to sales calls to deliver results. Skilled in strategic planning, pipeline development, and executing go-to-market strategies that consistently exceed targets. Expert in leveraging Salesforce for data-driven forecasting, performance tracking, and scaling team success. Recognized for empowering teams to perform at their best in competitive markets, with accolades including President's Club and Sales Leader of the Year.
Overview
10
10
years of professional experience
Work History
Sales Director, Outbound
ButterflyMX
01.2025 - Current
- Established a high-performing outbound sales workflow through strategic territory mapping, ICP definition, optimized call scripts, objection handling frameworks, and follow-up cadences, which helped to identify scalable best practices for future growth.
- Partnered with VP to build Canadian market presence by analyzing market gaps, identifying emerging trends, and defining a tailored go-to-market strategy for Canadian buyers.
- Consistently exceeded revenue targets, achieving 115% attainment across Q1, Q2, and Q3.
Manager, Inside Sales
TouchBistro
01.2022 - 01.2024
- Oversaw revenue targets of $65K ACV/per rep, for a team of 10 quota-carrying Account Executives, ensuring alignment with business goals.
- Delivered comprehensive training for new hires, outlining sales process and consultative selling sales methodology, operating procedures, and competitive industry intelligence.
- Leveraged Salesforce data to monitor team progress, identifying and addressing reasons for gaps in KPI achievement.
- Achieved 122% annual sales attainment in FY-2022, earning prestigious Sales Leader of the Year and President's Club awards for outstanding performance.
- Led highest-achieving Inbound Sales Team in FY-2023, finishing first amongst Inbound Sales Leaders with 101% annual attainment.
- Entrusted by Chief Sales Officer in FY-2023 to identify and analyze revenue gaps in the business, subsequently presenting findings and recommendations to corporate Senior Leadership Team.
Senior Account Executive, Inbound
TouchBistro
01.2021 - 01.2022
- Partnered with management and enablement teams to refine and enhance inbound sales processes, developing a sales playbook and organizational structure, boosting inbound attainment by 105% in FY-2021 and 2022.
- Led training initiative as team lead, coaching Account Executives on deep discovery techniques leveraging BANT and conscious selling; enhanced ability to align solutions with customer challenges and accelerating ramp to revenue by 10%.
- Consistently met and/or exceeded monthly sales quotas, achieving first place overall out of 25 account executives and earning the President's Club Award in 2021.
- Achieved quota attainment of 128% in FY-2021.
Account Executive, Inbound
TouchBistro
01.2019 - 01.2021
- Established and managed pipeline of 70+ prospects, guiding prospects from initial discovery to deal closure, driving consistent results, exceeding $60K in annual contract value per month for nine consecutive months.
- Collaborated with restauranteur clients to support increased efficiency, service speed, and enhanced transparency of numbers/business through restaurant technology; closed - about six deals per month with an average size of $9K.
- Surpassed quota attainment for nine consecutive months in FY-2020, despite challenges from the pandemic.
- Exceeded quota attainment numbers, with 102% in FY-2019 and 115% in FY-2020.
Account Executive & Business Development Representative
ContactMonkey
01.2017 - 01.2019
- Implemented end-to-end outbound sales strategy, through targeted cold calls and personalized email outreach to close 13-high value deals worth over $750K, driving significant revenue growth.
- Conducted market research to identify key decision makers using ZoomInfo and Salesforce; executed targeted outreach to build a qualified pipeline, contributing to a 5% increase in lead-to-opportunity conversion.
- Maintained pipeline of 60-80 clients, selling to C-suites, senior leadership teams, and marketing/HR VPs while surpassing sales quotas by 173% in FY-2018.
Customer Service Representative
TD Canada Trust
01.2016 - 01.2017
- Formulated strategic action plans to drive sales, consistently exceeding customer expectations, and contribute to overall revenue growth for the branch.
- Consulted with customers on financial products such as mortgages, credit lines, and mutual funds.
- Recognized as an exemplary employee by management and selected to represent branch at 'The Legendary Experience Workshop', highlighting outstanding performance and dedication.
Education & Professional Development
- Bachelor of Arts, Political Science, Dalhousie University, NS, Dean's List
- Principal Sales Methodology Training, Conscious Selling, Inc.
- Leading Others Program, Crestcom, Toronto, ON
Timeline
Sales Director, Outbound
ButterflyMX
01.2025 - Current
Manager, Inside Sales
TouchBistro
01.2022 - 01.2024
Senior Account Executive, Inbound
TouchBistro
01.2021 - 01.2022
Account Executive, Inbound
TouchBistro
01.2019 - 01.2021
Account Executive & Business Development Representative
ContactMonkey
01.2017 - 01.2019
Customer Service Representative
TD Canada Trust
01.2016 - 01.2017
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