Andrew Showers
Senior Sales Enablement & Operations Manager
Toronto,ON
Summary
Dynamic Senior Revenue Enablement & Operations Manager with over 8 years of experience enhancing sales performance, streamlining onboarding processes, and driving customer success in fast-paced tech environments. Expertise in developing and executing go-to-market strategies, managing CRM migrations, scaling teams, and boosting representative performance and customer retention. Recognized for hands-on leadership and strategic planning abilities, consistently delivering high-impact programs that accelerate revenue growth and foster cross-functional collaboration. Committed to leveraging data-driven insights to optimize operations and empower teams for sustained success.
Overview
8
8
years of professional experience
Work History
Revenue Operations & Enablement Manager
Float
10.2024 - Current
- Sales Process & CRM Leadership: Designed and implemented a company-wide revenue process spanning BDR to post-sales, introducing Salesforce automation that improved forecasting accuracy and pipeline visibility.
- Salesforce Migration: Led enablement for the revenue org during the HubSpot to Salesforce transition, delivering team-wide training on workflows, reporting, and dashboards. Saw improvement across key sales metrics post-launch.
- Interim BDR Manager (Oct. 2024 – Feb. 2025): Scaled the BDR team from 6 to 12, increasing meeting conversion rates by 16% through targeted coaching and enhanced lead acquisition channels.
- Interim Implementations Manager (May 2025 – Present): Expanded onboarding team headcount from 2 to 7. Built playbooks and standardized onboarding processes, increasing 120-day spend realization from 45% to 63%.
Sr. Revenue Enablement Manager
HomeStars
01.2022 - 10.2024
- Go-to-Market Leadership: Led a $31M ARR product migration initiative, overseeing a 7-month pilot and rollout that increased YoY sales by 15% and improved close rates by 6%.
- Trained CS teams to support the migration of 3,500+ accounts, ensuring seamless customer transition.
- Onboarding & Training: Directed onboarding for 200+ reps, achieving 86% 4-month retention and reducing ramp time by 55%. Built training programs covering product, sales, and systems knowledge.
- Performance Programs: Created a “Sales Accelerator” for underperforming reps, improving performance and increasing retention by 38%.
- Partnered with CS leadership to reduce 4-month customer churn by 10% through ethical sales coaching.
- Recognition: Winner of the 2022 Leadership Award for strategic impact and team leadership.
Training Manager
HomeStars
01.2021 - 02.2022
- Delivered monthly live and LMS-based training to cohorts of 25+ reps.
- Launched a gamified graduation program with performance-based recognition, boosting engagement and performance.
- Revamped onboarding curriculum for Sales and CS teams, leading to a 40% increase in ramping attainment rates.
Client Retention Team Lead
HomeStars
08.2019 - 01.2021
- Led outbound save efforts and escalation management, decreasing churn by 18% and increasing retention by 22% YoY.
- Created AR strategies that mitigated $1.5M in bad revenue via effective collections.
- Resolved client escalations with a 78% success rate, improving NPS by 15%.
Account Executive
HomeStars
04.2018 - 08.2019
- Managed a pipeline of 500+ accounts, generating $580K ARR in 12 months.
- Built email templates and sales collateral later adopted company-wide.
- Recognition: President’s Club Circle Award Winner, 2019
Education
Honours B.A. - Communication Studies & Media
McMaster University
01.2017
Skills
Designing multi-stage revenue processes
Accomplishments
- Onboarded over 200 sales & customer success reps
- Project managed the migration of 35 million dollars of ARR an upgraded product
- Helped improve employee retention by 50% in year 1
- Awarded HomeStars Leadership Award, 2022
Timeline
Revenue Operations & Enablement Manager
Float
10.2024 - Current
Sr. Revenue Enablement Manager
HomeStars
01.2022 - 10.2024
Training Manager
HomeStars
01.2021 - 02.2022
Client Retention Team Lead
HomeStars
08.2019 - 01.2021
Account Executive
HomeStars
04.2018 - 08.2019
Honours B.A. - Communication Studies & Media
McMaster University