Overview
Time Commitment: Part-time, 10-15 hours/week
Type of Work: Fractional Contractor
Contract Duration: 6 months
Residency Location: Must work from Canada or anywhere US (except California)
Work Location: Remote 100%
Payment Type: Monthly Retainer
Required Experience: Must have 6+ years of recent sales experience, selling annual subscription-based packages for continuing learning or online learning to Fortune 1000 companies in the USA. Must have 3+ years of sales leadership experience
About the Role
C4Media, Inc. (HQ Toronto, Canada. Private. Established in 2007), is seeking a Fractional Sales Manager with prior experience selling and managing annual subscription-based packages or seats for continuing learning platforms to Fortune 1000 companies in the USA. Join us in a part-time, 6-months fractional contractor capacity.
In this role, you will help define and execute the sales strategy for our software conferences and online learning products, focusing on group ticket sales and annual subscriptions. You will establish scalable sales processes, coach a growing team of Account Executives, and help build a strong foundation for long-term revenue growth.
This opportunity is ideal for a hands-on sales leader who enjoys developing strategy, mentoring talent, and building high-performing sales organizations in a flexible, part-time capacity.
What You’ll Do
Partner with leadership to design and implement a repeatable sales process and identify critical product features to successfully sell annual subscription-based seat packages for our international software conferences and online learning products to Fortune 1000 companies.
Provide part-time mentorship to the new enterprise sales team, helping them refine skills in areas such as lead gen, consultative selling, relationship-building and negotiation.
Introduce and operationalize proven sales methodologies.
Support leadership in setting sales strategy, defining performance metrics, and establishing forecasting rhythms.
Participate in pipeline reviews and deal strategy sessions, offering guidance on high-value opportunities.
Work with marketing, business development, and customer success teams to ensure alignment across the customer journey.
Help shape hiring profiles, onboarding practices, and team structure to ensure the right team is hired for sales growth.
Occasionally attend virtual client or prospect meetings to model best practices and accelerate team development.
Who You Are
A collaborative leader who thrives in both strategic and hands-on coaching roles
Entrepreneurial, process-driven, and analytical
A natural mentor with strong interpersonal skills and a track record of developing high-performing sales teams
Someone who balances strategic vision with tactical execution, able to identify gaps and implement solutions quickly
Highly self-motivated and able to deliver impact in a part-time, flexible engagement
Respectful, empathetic, collaborative, accountable
What You’ll Bring
Experience:
6+ years of experience selling to Fortune 1000 clients in the USA
3+ years in a sales leadership role (managing a sales team with direct reports)
2 of the last 3 years experience selling SaaS, subscription, or enterprise technology software to Fortune 1000 clients in the USA
Demonstrated ability to coach sales teams and improve performance through process, training, and feedback
Proven success in building, growing and scaling sales teams
Experience managing complex, multi-stakeholder enterprise deals
Excellent communication skills, with the ability to influence and advise both executives and frontline sellers