Managing Director - Fluent Software Group (Canada)

Valsoft Corporation

About The Position

This position provides critical operational leadership to a company and potentially a portfolio of companies within a growing software vertical. As the leader of a Business Unit, you will be responsible for developing and implementing the business’s strategic plan across all major functions, including sales and marketing, R&D, customer service, professional services, and human resources. You will work closely with the leadership team to identify, define, and execute strategies required to achieve growth plans and operating objectives, with a focus on improving operational excellence. This role carries full accountability for the business unit’s results, making it ideal for a driven leader eager to make a significant impact.

Requirements

Proven experience in senior leadership roles within the software or technology sector
Strong skills in developing and executing strategic business plans across multiple functions
Demonstrated success in driving revenue growth and market expansion
Hands-on approach to managing daily operations and improving operational efficiency
Demonstrated understanding of AI adoption in enterprise software environments, with the ability to distinguish high-signal AI work from experimentation and drive agentic transformation across business functions
Comfort operating in ambiguity with the ability to drive clarity, prioritize ruthlessly, and align teams around outcomes rather than activity

Responsibilities

Own the long-range, annual, and quarterly financial and non-financial goals
Develop and communicate a clear vision of goals and objectives, strategies, and philosophies about growth, revenue generation, profitability, and customer care
Manage day-to-day operations, including sales performance, opportunity management, forecasting, R&D capacity, and customer support
Attend promotional events which include but not limited to tradeshows and panels
Drive revenue growth, working with the sales team to identify new opportunities and execute growth strategies including cross/upsell and entering adjacent markets
Develop and implement best in class sales operations and sales infrastructure to enable effective scale and ensure process discipline
Develop and maintain competitive intelligence programs, generating industry trend reports to inform new feature and product development
Improve use of Salesforce and other internal tools to increase forecasting capability, implement targets, and provide actionable insights to executive team and board of directors
Create and implement KPIs for sales team to measure performance and productivity (ex: CAC / LTV); develop performance dashboards and establish reporting process (measure NRR and MRR trends)
Work with sales leaders in establishing quotas, budgets, compensation plans and pricing optimization
Manage key relationships with large accounts is mandatory
Execute an effective, long-term customer success program for clients
Implement and maintain client support initiatives
Facilitate both in-house and client training sessions
Monitor and document Customer Success metrics, including program usage, satisfaction levels, ticket throughput, and resolution
Coordinate the administration of annual customer satisfaction surveys (NPS) and other communication tools
Ensure clear product roadmaps are established, followed, and adapted to meet market needs
Balance investment in R&D with maintenance efforts to maximize new customer growth and retain existing clients while maintaining efficient Customer Care and R&D operations
Track Product Manager prioritization of R&D tasks, ensuring they are entered into the corporate system and executed by software developers
Facilitate the growth of Product Managers by aligning their activities with job descriptions
Champion the infusion of AI across all business unit functions — from sales operations and customer success to R&D delivery and financial forecasting — identifying where autonomous systems can permanently replace manual steps
Define and track the unit’s AI maturity roadmap, measuring progress from assisted tooling to agentic workflows that decide and execute with minimal human oversight
Partner with R&D leadership to embed AI into the software development lifecycle (SDLC), prioritizing initiatives that move the product from a system of record to a system of action
Establish clear signal/noise discipline around AI adoption — distinguishing high-impact implementations that compound value from performative experimentation that stalls progress
Hold teams accountable for documenting AI-driven outcomes: time saved, decisions automated, costs avoided, and quality improvements — translating experiments into measurable business leverage
Align the team to the future state of agentic AI by building internal capability, sponsoring cross-functional learning (including developer-led spotlights and structured retrospectives), and creating a culture where AI adoption is treated as a core operational competency
Evaluate and govern AI tool adoption across the unit, ensuring data security, compliance, and vendor accountability are maintained as automation expands
Ensure we are delivering profitable projects by monitoring billable utilizations, staff OPEX and contribution margin
Establish strategies to increase NRR
Track on a monthly basis results with the Head of Professional Services
Review with Senior Management and the team
Advance performance by driving improvements in revenue, profit, customer retention, loss prevention, and expense ratios
Annual, quarterly, and monthly revenue results/forecasts and costs
Participate in the development of internal department policies and programs to support quality and growth
Drive P&L, ROI, EBITDA, rule of 40 and ARR/IRR performance of businesses and ensure companies are meeting organizational objectives
Partnering with your HR lead in:
Driving talent retention and development
Complying with local employment legislation
Developing a true local company culture
Engage in M&A activities, working closely with the Valsoft investment group on acquisition strategy and M&A initiatives
Oversee post-acquisition initiatives to integrate companies into your business unit, focusing on operational transformation and implementation of efficiencies