Remote Outbound Sales Manager - SaaS

Title: Outbound Sales Manager - SaaS
Salary: Based on Experience + Benefits + Vacation
Location: Thornhill, ON (Hybrid: in office three times per week)
Length: Full-time, permanent
Reporting Manager: Chief Operating Officer

About Us:

At WellnessLiving, we empower thousands of health and wellness business owners to turn their entrepreneurial dreams into reality. Our mission-critical software fuels their vision, supporting millions of clients around the world in their wellness journeys. With a deep commitment to putting our customers first, we foster a culture that values high performance, adaptability, and accountability. If you are a skilled professional who thrives in a fast-paced, customer-focused environment and are passionate about making a meaningful impact on the health and wellness industry, we would love to connect with you.

Our team is driven by four core values that shape everything we do. If you share these values and meet the qualifications outlined for this role, we encourage you to apply - we’d love to learn more about you!

Customer First – We approach every challenge with a customer-focused lens, driven by an obsession with our customers’ happiness and success.

Excellence – We approach every task, whether big or small, with a steadfast commitment to exceptional execution and the pursuit of greatness.

Accountability – We take full ownership of our decisions, actions, and outcomes – both successes and failures.

Adaptability – We recognize that sustained success demands that we be malleable and purposefully evolve, acknowledging that the world is dynamic and constantly changing.

About You:

You are an accomplished Outbound Sales leader with 5+ years of experience managing high-performing SaaS sales teams, ideally within a B2B environment targeting small to mid-sized businesses. As a hands-on sales leader, you lead by example: motivating your team, refining strategy, and consistently driving results.

You bring deep expertise in building and optimizing outbound sales programs from the ground up. You are passionate about generating pipeline, developing talent, and turning cold outreach into meaningful, long-term customer relationships.

You take full accountability for team performance, and you understand how to align Sales and Marketing functions to accelerate new customer acquisition. Your approach is analytical, creative, and execution-focused, with a strong track record of delivering measurable impact.

Your team’s mission: Hunt. Connect. Close. And you are ready to lead with clarity, confidence, and purpose.

Responsibilities:

• Lead, coach, and scale a high-performing outbound Account Executive (AE) team.
• Foster a results-driven, high-accountability sales culture.
• Conduct regular 1:1s and team reviews with a focus on coaching and continuous improvement.
• Collaborate with the BDR Manager to optimize outreach and lead qualification.
• Design and refine outbound workflows, cadences, and objection-handling strategies.
• Ensure smooth BDR-to-AE handoffs to maximize conversion rates.
• Drive new logo acquisition and maintain strong pipeline coverage (3–4x).
• Track and improve KPIs: meetings booked, held rates, conversion, win rates, quota attainment.
• Collaborate with Marketing to align ICP, messaging, and lead list strategy.
• Capture, analyze, and leverage customer insights to improve experience and outcomes.
• Provide market and prospect feedback to Marketing and Product teams.
• Build scalable sales processes, dashboards, and reporting within Salesforce and Outreach.

Skills & Qualifications:

• 5+ years of experience leading outbound SaaS sales teams.
• Proven success exceeding outbound pipeline and revenue targets.
• Deep expertise in outbound tactics: cold calling, sequencing, email/SMS outreach.
• Strong leadership, coaching, and performance management capabilities.
• Proficient with sales tools such as Salesforce, Outreach/Salesloft, Gong/Chorus, LinkedIn Sales Navigator.
• Data-driven mindset with a sharp eye for pipeline metrics and conversion optimization.
• Experience in high-growth SaaS or startup environments an asset.
• Background in selling to SMBs; wellness/fitness vertical experience is a strong plus.
• Track record of building outbound teams during early-stage or hypergrowth phases.
• Familiarity with WellnessLiving or similar platforms.
  

Why Work With Us?

• Work with a passionate, dynamic, and fast-growing team dedicated to making a meaningful impact in the wellness industry.
• Competitive salary, vacation, and benefits package.
• Hybrid work environment with opportunities for career growth and development.
• Work in a culture that values creativity, collaboration, and continuous learning.
  

We appreciate you taking the time and look forward to reviewing your application!

Please note that those who meet the qualifications for the position will be contacted directly.

WellnessLiving is an equal-opportunity employer and we are proud to embrace and celebrate differences. Employment at WellnessLiving is based purely on a candidate’s qualifications and experiences as they directly relate to professional competencies. WellnessLiving does not discriminate against any employee or potential employee because of race, creed, color, religion, gender, sexual orientation, gender identity/expression, national origin, disability, age, genetic information, veteran status, marital status, family or parental status, or any other status protected by the laws and regulations in the locations where we operate. Furthermore, we will not tolerate bias or discrimination of any kind from our employees or customers. At WellnessLiving, we bring everyone together to create something incredible! We are a unique and diverse blend of leaders and action-takers, and that mindset encompasses our passion and commitment to our product and our employees.

We utilize AI to generate summaries of interview notes as part of our candidate evaluation process. This helps ensure a fair and consistent review while maintaining a human-centered hiring approach.