Senior Vice President, Head of Sales
Jackson Dawson
Date: 3 weeks ago
City: Dearborn, Michigan
Contract type: Full time
Job Overview
iLiv ai is seeking a highly skilled and entrepreneurial Senior Vice President and Head of Sales. This role requires that the candidate balance immediate revenue generation with long-term strategic growth. This position combines hands-on sales execution with strategic planning, requiring a candidate who can thrive in the uncertainty of early-stage companies while building scalable sales infrastructure. The ideal candidate will initially serve as a player-coach, directly engaging in customer sales and program development, before transitioning to a pure leadership role as the organization scales.
About ILiv Ai
iLiv ai is a new startup being launched by Jackson Dawson, a highly creative company with a 40-year track record of identifying and solving problems for its customers. In iLiv ai leverages this experience in problem solving to deliver impactful, pragmatic SaaS solutions that help businesses unlock potential and focus on what matters most.
Position Overview
Department: iLiv ai Sales & Marketing
Reports to: EVP & CTO Jackson Dawson, Head of iLiv ai
Location: Remote/Hybrid
As SVP of Sales at iLiv ai, you will serve as the primary architect of our sales organization and revenue growth strategy. This role demands exceptional versatility, as you will initially function as both individual contributor and strategic leader. You will work closely with the Head of iLiv ai and our core team to establish repeatable sales processes while directly managing customer relationships and sales operations. This position offers significant autonomy and the opportunity to build a sales organization from the ground up.
The role encompasses three distinct phases of growth. In the initial phase, you will personally drive customer sales while establishing foundational sales and marketing programs. During the scaling phase, you will begin building and managing a small sales team while refining processes and systems. In the expansion phase, you will lead a full sales organization with specialized roles and sophisticated operations.
Core Responsibilities
During the startup's early stage, you will wear multiple hats and take on responsibilities that extend beyond traditional SVP of Sales duties. Your primary focus will be on generating immediate revenue while building sustainable foundations for future growth.
Direct Customer Sales and Business Development
You will personally manage the entire sales cycle from lead generation to deal closure, serving as the primary revenue generator for the company. This includes prospecting potential clients with our business development team, conducting product demonstrations, negotiating contracts, and maintaining ongoing customer relationships. You will be expected to carry a personal sales quota and close deals while simultaneously developing the broader sales strategy. Your hands-on approach will provide crucial insights into customer needs, market dynamics, and product-market fit that will inform strategic decisions.
Sales and Marketing Program Development
You will design and implement sales and marketing programs that support both immediate revenue goals and long-term growth objectives. This responsibility includes developing sales collateral, collaborating with iLiv ai’s product managers on pricing strategies, establishing lead generation processes, and coordinating with any existing marketing efforts. You will work closely with the product team to develop compelling value propositions and positioning statements that resonate with target customers. Additionally, you will establish key performance indicators and measurement systems to track program effectiveness.
Sales Operations Management
You will be responsible for all aspects of sales operations, including CRM implementation and management, sales forecasting, and territory planning. This involves establishing sales processes and methodologies that can be replicated as the team grows. You will also manage the sales budget, track conversion metrics, and provide regular reporting to leadership on sales performance and pipeline health. Your operational focus will ensure that sales activities are efficient, measurable, and scalable.
Team Building and Leadership Evolution
As the company grows and achieves key milestones, your role will evolve from individual contributor to team leader and eventually to sales executive.
Qualifications
Professional Background
The ideal candidate will bring a unique combination of startup experience, individual sales success, and leadership capability. You must have a proven track record of personal sales achievement in technology or SaaS environments, with demonstrated ability to close complex deals and manage full sales cycles. Experience in early-stage startups or high-growth companies is strongly preferred, as you must be comfortable with ambiguity and rapid change.
Leadership experience is essential, whether formal or informal. You should have experience managing at least 2-3 sales professionals and demonstrated success in building processes and systems. Previous experience with sales operations, including CRM management, forecasting, and performance tracking, is required. Additionally, familiarity with marketing programs and cross-functional collaboration will be valuable given the integrated nature of this role.
Skills And Competencies
Sales Expertise and Market Knowledge
You must possess exceptional individual sales skills, including prospecting, qualification, presentation, negotiation, and closing abilities. Deep understanding of technology sales cycles and SaaS business models is preferred, along with experience selling to various customer segments. You should demonstrate strong analytical skills for market analysis, competitive intelligence, and sales forecasting. Knowledge of modern sales tools and technologies, including CRM systems, sales automation platforms, and analytics tools, is required.
Leadership and Team Development
Strong leadership capabilities are essential, including the ability to motivate, coach, and develop sales professionals. You must demonstrate excellent communication skills for presentations, team meetings, and executive reporting. Experience with hiring and performance management is required, along with the ability to establish clear goals, expectations, and accountability systems. Strategic thinking capabilities are crucial for long-term planning and organizational development.
Startup Adaptability
You must thrive in fast-paced, resource-constrained environments where priorities can shift rapidly. The ability to work independently with minimal supervision while maintaining high performance standards is essential. You should be comfortable with ambiguity and capable of making decisions with incomplete information. Additionally, you must be willing to take on responsibilities outside traditional sales roles when necessary for company success.
iLiv ai is seeking a highly skilled and entrepreneurial Senior Vice President and Head of Sales. This role requires that the candidate balance immediate revenue generation with long-term strategic growth. This position combines hands-on sales execution with strategic planning, requiring a candidate who can thrive in the uncertainty of early-stage companies while building scalable sales infrastructure. The ideal candidate will initially serve as a player-coach, directly engaging in customer sales and program development, before transitioning to a pure leadership role as the organization scales.
About ILiv Ai
iLiv ai is a new startup being launched by Jackson Dawson, a highly creative company with a 40-year track record of identifying and solving problems for its customers. In iLiv ai leverages this experience in problem solving to deliver impactful, pragmatic SaaS solutions that help businesses unlock potential and focus on what matters most.
Position Overview
Department: iLiv ai Sales & Marketing
Reports to: EVP & CTO Jackson Dawson, Head of iLiv ai
Location: Remote/Hybrid
As SVP of Sales at iLiv ai, you will serve as the primary architect of our sales organization and revenue growth strategy. This role demands exceptional versatility, as you will initially function as both individual contributor and strategic leader. You will work closely with the Head of iLiv ai and our core team to establish repeatable sales processes while directly managing customer relationships and sales operations. This position offers significant autonomy and the opportunity to build a sales organization from the ground up.
The role encompasses three distinct phases of growth. In the initial phase, you will personally drive customer sales while establishing foundational sales and marketing programs. During the scaling phase, you will begin building and managing a small sales team while refining processes and systems. In the expansion phase, you will lead a full sales organization with specialized roles and sophisticated operations.
Core Responsibilities
During the startup's early stage, you will wear multiple hats and take on responsibilities that extend beyond traditional SVP of Sales duties. Your primary focus will be on generating immediate revenue while building sustainable foundations for future growth.
Direct Customer Sales and Business Development
You will personally manage the entire sales cycle from lead generation to deal closure, serving as the primary revenue generator for the company. This includes prospecting potential clients with our business development team, conducting product demonstrations, negotiating contracts, and maintaining ongoing customer relationships. You will be expected to carry a personal sales quota and close deals while simultaneously developing the broader sales strategy. Your hands-on approach will provide crucial insights into customer needs, market dynamics, and product-market fit that will inform strategic decisions.
Sales and Marketing Program Development
You will design and implement sales and marketing programs that support both immediate revenue goals and long-term growth objectives. This responsibility includes developing sales collateral, collaborating with iLiv ai’s product managers on pricing strategies, establishing lead generation processes, and coordinating with any existing marketing efforts. You will work closely with the product team to develop compelling value propositions and positioning statements that resonate with target customers. Additionally, you will establish key performance indicators and measurement systems to track program effectiveness.
Sales Operations Management
You will be responsible for all aspects of sales operations, including CRM implementation and management, sales forecasting, and territory planning. This involves establishing sales processes and methodologies that can be replicated as the team grows. You will also manage the sales budget, track conversion metrics, and provide regular reporting to leadership on sales performance and pipeline health. Your operational focus will ensure that sales activities are efficient, measurable, and scalable.
Team Building and Leadership Evolution
As the company grows and achieves key milestones, your role will evolve from individual contributor to team leader and eventually to sales executive.
Qualifications
Professional Background
The ideal candidate will bring a unique combination of startup experience, individual sales success, and leadership capability. You must have a proven track record of personal sales achievement in technology or SaaS environments, with demonstrated ability to close complex deals and manage full sales cycles. Experience in early-stage startups or high-growth companies is strongly preferred, as you must be comfortable with ambiguity and rapid change.
Leadership experience is essential, whether formal or informal. You should have experience managing at least 2-3 sales professionals and demonstrated success in building processes and systems. Previous experience with sales operations, including CRM management, forecasting, and performance tracking, is required. Additionally, familiarity with marketing programs and cross-functional collaboration will be valuable given the integrated nature of this role.
Skills And Competencies
Sales Expertise and Market Knowledge
You must possess exceptional individual sales skills, including prospecting, qualification, presentation, negotiation, and closing abilities. Deep understanding of technology sales cycles and SaaS business models is preferred, along with experience selling to various customer segments. You should demonstrate strong analytical skills for market analysis, competitive intelligence, and sales forecasting. Knowledge of modern sales tools and technologies, including CRM systems, sales automation platforms, and analytics tools, is required.
Leadership and Team Development
Strong leadership capabilities are essential, including the ability to motivate, coach, and develop sales professionals. You must demonstrate excellent communication skills for presentations, team meetings, and executive reporting. Experience with hiring and performance management is required, along with the ability to establish clear goals, expectations, and accountability systems. Strategic thinking capabilities are crucial for long-term planning and organizational development.
Startup Adaptability
You must thrive in fast-paced, resource-constrained environments where priorities can shift rapidly. The ability to work independently with minimal supervision while maintaining high performance standards is essential. You should be comfortable with ambiguity and capable of making decisions with incomplete information. Additionally, you must be willing to take on responsibilities outside traditional sales roles when necessary for company success.
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