Samuel Jackson
@samueljackson2
Outbound SaaS Account Executive driving PLG-powered pipeline and closing mid-market to enterprise deals.
CanadaWhat I'm looking for
I’m an outbound-focused Account Executive operating in SaaS product-led growth environments, and I’m currently a Director, Vendor Partnerships at Infotech Research Group. I built outbound pipeline from scratch (100% self-sourced) and managed the full sales cycle to close mid-market and enterprise SaaS vendor deals (avg deal size $25,000).
At Dropbox, I consistently generated 90% of pipeline through outbound prospecting, using inbound and product usage signals to prioritize high-intent accounts. I achieved 103% of ~ $340K annual quota, ranking in the top 20% of IC3 AEs, and closed $15K–$100K+ deals while leading complex cycles with 5 to 10 stakeholders across IT, finance, legal, and executive teams.
Across roles at VendastaIT Channel, Creatorade, and earlier sales positions, I’ve owned end-to-end sales execution, built outbound strategies and sequences as team best practices, and trained others to improve pipeline generation and close rates. My approach blends disciplined prospecting, clear deal strategy, and measurable quota performance—so I can move pipeline efficiently from first touch to close.
Experience
Work history, roles, and key accomplishments
Director, Vendor Partnerships
Infotech Research Group
Jan 2026 - Present (5 months)
Built outbound vendor pipeline from scratch (100% self-sourced) and managed the full sales cycle for mid-market and enterprise SaaS vendors. Developed a partner acquisition strategy targeting software and IT organizations.
Account Executive
Dropbox
Sep 2022 - Oct 2024 (2 years 1 month)
Achieved 103% of ~$340K annual quota and ranked in the top 20% of IC3 AEs. Generated 90% of pipeline via outbound prospecting using inbound and product usage signals, and closed $15K–$100K+ deals across mid-market accounts with 5–10 stakeholder groups.
Senior Account Executive
VendastaIT Channel
Mar 2021 - Mar 2022 (1 year)
Helped launch Vendasta into the managed IT services vertical and supported partner growth. Closed new partner deals as part of the channel go-to-market effort.
Team Captain
VendastaIT Channel
May 2020 - Mar 2021 (10 months)
Led a team of 4 AEs while maintaining individual quota and active pipeline. Coached reps on pipeline generation, deal strategy, and improving close rates.
Senior Account Executive
VendastaIT Channel
Apr 2018 - May 2020 (2 years 1 month)
Ranked 3rd of 35 AEs in 2020 with $462,936 in bookings and led the team in demos booked for two consecutive years. Generated $64,000 in onboarding fees in 2019 and managed the full sales cycle in a high-volume inbound environment.
Sales Development Representative
VendastaIT Channel
Jun 2017 - Apr 2018 (10 months)
Exceeded monthly demo quotas through outbound prospecting. Built and qualified leads to support pipeline growth.
Sales and Marketing Director
BlackSun
Jun 2015 - May 2017 (1 year 11 months)
Met a $1,000 daily revenue target through outbound and inbound sales while owning the full client lifecycle. Closed $36,000 in one week and drove upsell and retention across web and hosting services.
Account Executive (Contract)
Creatorade
Jan 2025 - Present (1 year 5 months)
Closed an enterprise cybersecurity deal within the first month. Built outbound strategy and generated pipeline through targeted campaigns.
Education
Degrees, certifications, and relevant coursework
Saskatchewan Polytechnic
Marketing Diploma, Marketing
Completed a Marketing diploma program at Saskatchewan Polytechnic.
Saskatchewan Polytechnic
Business Certificate, Business
Completed a Business certificate at Saskatchewan Polytechnic.
Availability
Location
CanadaAuthorized to work in
Job categories
Skills
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