Vice President of Sales (Hunter Role)

Vice President of Sales (Hunter Role)Collective Leadership-as-a-Service (CLaaS)About The Proper Group

The Proper Group is a Collective Leadership-as-a-Service (CLaaS) platform built to help organizations scale with clarity, speed, and confidence. We embed experienced C-suite operators directly inside organizations at moments of growth, transformation, and complexity.

This is not traditional consulting.

This is not staffing.

This is embedded leadership with accountability.

Our executive collective includes enterprise-proven operators from organizations such as Microsoft, Amazon, NASA, Procter & Gamble, Johnson & Johnson, CVS Health, GM, PepsiCo, and more.

We believe the future of leadership is:

• embedded
• cross-functional
• AI-enabled
• outcomes-driven
• delivered as a service

Through CLaaS, we help organizations move faster, reduce execution fragmentation, and build lasting capability.

Position Overview

The Vice President of Sales is a true hunter role responsible for creating, advancing, and closing new revenue opportunities for The Proper Group.

This is not transactional selling.

You are selling:

• executive leadership
• business transformation
• operational acceleration
• embedded execution
• cross-functional growth systems

You are opening doors with CEOs, founders, boards, investors, and senior executives who are navigating inflection points inside their organizations.

This role is designed for entrepreneurial sales leaders who thrive on relationships, influence, urgency, and performance-based upside.

What Makes This Different

Most sales organizations sell products.

We sell outcomes.

We help organizations:

• accelerate growth
• improve alignment
• navigate transformation
• scale leadership capacity
• operationalize AI and modern execution systems
• build businesses that can scale sustainably

You are not selling staffing.

You are not selling resumes.

You are not selling hourly consulting.

You are selling embedded leadership systems.

This Role Is Built for Hunters

We intentionally designed this role for:

• elite business development professionals
• high-performing relationship sellers
• entrepreneurial operators
• former executives with strong networks
• independent sales leaders
• strategic connectors

This can be:

• full-time
• part-time
• fractional
• commission-only
• a side hustle for elite performers
• an expansion to an existing network or book of business

We love people who love to make money.

The best hunters usually do.

If you are wired to create opportunities, build trust quickly, and drive conversations toward action, this role is built for you.

Core ResponsibilitiesOpportunity Creation

Identify and engage organizations experiencing:

• growth pressure
• operational complexity
• leadership gaps
• transformation initiatives
• AI adoption challenges
• execution fragmentation
• scaling inflection points

Build relationships with:

• CEOs
• founders
• investors
• boards
• private equity firms
• family offices
• senior operators

Problem Framing

Diagnose high-level business challenges and position The Proper Group as:

• an embedded execution partner
• a leadership infrastructure platform
• a cross-functional growth engine
• a coordinated alternative to traditional consulting or siloed fractional models

Deal Advancement

Drive opportunities from:

• introduction
• discovery
• strategic alignment
• proposal coordination
• executive introductions
• close

Collaborate with:

• platform leadership
• practice leaders
• account management
• embedded executives

Revenue Expansion

Identify opportunities for:

• multi-function engagement
• additional practice deployment
• CLaaS subscription expansion
• advisory and implementation growth

What You Do NOT Own

To protect consistency and operational quality:

You do NOT:

• price engagements
• scope executive hours
• negotiate executive compensation
• create delivery architecture independently
• manage ongoing account delivery

Our platform and leadership team support the operational side so hunters can focus on growth.

Ideal Candidate Profile

We are looking for individuals with:

• proven B2B hunter mentality
• executive presence
• strong relationship-building ability
• comfort navigating ambiguity
• ability to sell complex or consultative solutions
• history of creating opportunities independently
• experience selling:
• consulting
• advisory services
• SaaS
• enterprise services
• staffing/recruiting
• transformation initiatives
• operational solutions
• strategic partnerships

You do not need to come from one specific industry.

Functional expertise is highly valuable.

We especially value backgrounds in:

• sales
• marketing
• operations
• finance
• HR
• technology
• AI/data
• healthcare
• manufacturing
• private equity
• civic/government
• nonprofit
• higher education
• SaaS and technology

What Success Looks Like

Success in this role includes:

• building a high-quality pipeline
• creating executive-level relationships
• closing strategic engagements
• expanding existing accounts
• opening cross-functional opportunities
• increasing platform utilization
• driving long-term recurring revenue

The strongest performers create trust quickly and position The Proper Group as a strategic growth partner, not a vendor.

Compensation Structure

This is a high-upside, performance-oriented role.

Typical structure includes:

• commission-based compensation
• uncapped earnings potential
• first-year contract participation
• expansion revenue participation
• strategic referral opportunities

Standard framework:

• 10% commission on new business
• 7% commission on expansion opportunities
• paid on the first 12 months of engagement revenue

Additional strategic incentives may be available based on:

• enterprise relationships
• platform partnerships
• recurring revenue generation
• executive utilization impact
• strategic account expansion

Why The Proper Group

The market is shifting.

Organizations no longer want:

• more decks
• slower hiring cycles
• disconnected advisors
• isolated fractional executives

They want:

• embedded leadership
• faster execution
• aligned systems
• coordinated growth
• experienced operators

The Proper Group exists because companies do not fail from lack of strategy.

They fail due to a lack of coordinated execution.

We are building the coordination layer between consulting, staffing, and independent fractional leadership.

And we are looking for hunters who want to help build that category with us.

Grow with CLaaS.

The Proper Way.

Company Description

The Proper Group is a collective of experienced C-suite executives operating as a Fractional C-Suite, offering businesses access to top-tier leadership without the full-time overhead. We use proprietary methods to identify and address critical challenges and uncover growth opportunities. Beyond strategy, we work hands-on with teams, executing plans and providing functional expertise to ensure measurable, lasting results. Our commitment is to help businesses achieve sustainable growth by becoming part of their team.