Fractional Chief Sales Officer (CSO) & Growth Partner

About The Proper Group

The Proper Group isn't building another traditional consulting firm, we are completely redefining how mid-market and enterprise organizations access elite executive leadership.

Through our proprietary Collective Leadership-as-a-Service (CLaaS™) model, we embed experienced, enterprise-proven executives into organizations facing pivotal periods of growth, transformation, succession, M&A, and operational complexity.

Unlike traditional consulting firms that deliver recommendations and leave, our executives become embedded operators who execute alongside leadership teams. Unlike independent fractional executives, our leaders don’t work alone. They are backed by a coordinated cross-functional collective of over 100 enterprise leaders, shared business development infrastructure, AI-enabled tools, and comprehensive operational support.

The Opportunity: A Unique Dual Role

We are seeking visionary, enterprise-proven Chief Sales Officers, Chief Revenue Officers, and Enterprise Sales VPs who want to scale a highly lucrative fractional practice without the administrative friction of operating alone.

As an Executive Collective Member, you will occupy a high-impact, dual-track role:

• Fractional Chief Sales Officer (Client-Facing): You will serve as an embedded operator for external client organizations, architecting their commercial engines, optimizing sales processes, and driving rapid revenue growth.
• Growth Partner (Platform-Facing): You will act as a brand ambassador, leveraging your existing executive network to introduce mid-market companies, Private Equity firms, and strategic partners to The Proper Group’s broader ecosystem and suite of leadership services.

Core Responsibilities

As an Embedded Fractional CSO:

• Commercial Strategy: Architect, deploy, and optimize end-to-end sales strategies tailored to client growth phases, market shifts, or turnaround scenarios.
• Sales Team Leadership: Evaluate, coach, and scale client sales talent, implementing modern sales methodologies, accountability frameworks, and KPIs.
• Go-To-Market (GTM) Execution: Align sales, marketing, and product/service delivery to optimize customer acquisition costs (CAC) and maximize lifetime value (LTV).
• Pipeline & Forecast Management: Implement rigorous pipeline management and accurate revenue forecasting systems utilizing modern tech stacks.

Choose Your Lane

We recognize that elite executives have diverse superpowers. The Proper Group allows you to customize your focus across three key pathways:

• The Fractional Executive: Dedicate your energy to delivering world-class client work and execution.
• The Hunter: Focus heavily on active prospecting, driving net-new enterprise opportunities, and unlocking new client accounts.
• The Growth Enabler: Support the collective’s scale via thought leadership, public speaking, podcast appearances, recruiting top talent, or building institutional PE/VC partnerships.

The Platform Advantage

What We Do For You:

• Solo fractional consulting requires you to be the practitioner, the salesperson, and the back office simultaneously. We remove the operational drag so you can focus entirely on relationships and execution.
• Daily Opportunity Engine: Our dedicated growth team researches market signals daily (PE funding, M&A activity, executive transitions, hiring gaps) to deliver warm, actionable enterprise leads directly to you.
• Comprehensive Pursuit Support: Access our dedicated team for custom proposal development, pricing architecture, solution design, and marketing collateral.
• Cross-Functional Bench: Instant access to a collaborative network of over 100 enterprise leaders across technology, finance, operations, HR, and marketing to cross-sell into your client accounts.
• Shared Infrastructure: Corporate CRM access, advanced AI tools, account management teams, and billing/invoicing support.

Compensation & Financial Upside

This is an uncapped, 1099 performance-based partnership model engineered to create multiple, diversified revenue streams far beyond standard billable hours:

• Fractional Engagement Fees: Direct earnings from your client-facing CSO work.
• New Client Acquisition Commissions: Revenue share on first-year contract values for accounts you originate.
• Cross-Selling Residuals: Earn ongoing percentages when your clients leverage The Proper Group's bench for other roles (CEOs, CFOs, CMOs, CTOs, AI implementations).
• Executive Referral Fees: Earn when your talent recommendations are successfully placed within the collective's client base.
• Equity Opportunities: Select founding partners and high-tier contributors are eligible for early-stage corporate equity options.

Ideal Candidate Profile

Executive Track Record: Minimum of 15–20+ years of commercial leadership experience (CSO, CRO, VP of Sales, or Enterprise BD Head). Past experience owning substantial P&L metrics is highly preferred.

Consultative Mastery: Deep understanding of modern sales ecosystems, digital transformation, CRM architecture, and B2B client acquisition.

Trusted Network: Active, established professional relationships with mid-market executives, CEOs, Founders, or institutional investors (PE/VC).

Entrepreneurial Mindset: The desire to build an independent executive practice backed by the collaborative power, brand equity, and safety of an enterprise platform.

How to Apply

If you are ready to stop building in isolation and start scaling your practice as part of a coordinated, powerhouse collective, we want to hear from you.

A Flexible Opportunity Built Around You:

• Whether you're looking to build a full-time fractional practice or simply create an additional income stream, this opportunity is designed to fit your career goals.
• This opportunity can be:
• Your full-time career as a Fractional Chief Sales Officer serving multiple client organizations.
• A supplemental income stream while maintaining your current W-2 executive position (where permitted).
• An extension of your existing consulting or advisory practice, allowing you to offer clients a much broader portfolio of solutions.
• A portfolio career where you combine board work, consulting, coaching, speaking, and fractional executive engagements.
• A bridge to retirement for experienced executives who want to remain professionally engaged while maintaining flexibility.
• A way to monetize decades of executive relationships you've spent your career building.
• A platform to grow your personal brand, thought leadership, and executive network.
• An opportunity to collaborate with more than 100 enterprise-proven executives across virtually every business function and industry.

Build Multiple Revenue Streams:

• Unlike traditional consulting or fractional roles, you're not limited to billing your own time. As a member of The Proper Group, you have multiple ways to generate income:
• Lead Fractional Chief Sales Officer engagements for clients.
• Earn commissions by introducing new client opportunities.
• Participate in cross-functional executive engagements by introducing other members of the collective.
• Expand existing client relationships into additional practices and services.
• Build strategic partnerships that generate recurring opportunities.
• Participate in executive search, interim leadership, advisory, and transformation engagements.
• Grow alongside an expanding executive platform with uncapped earning potential.

Work the Way You Want:

• Whether you want to build a thriving full-time fractional practice or simply leverage your experience and relationships for additional income, The Proper Group gives you the flexibility, infrastructure, and executive community to grow on your terms.
• You choose your level of involvement.
• You choose your lane.
• You build your business, with the support of an entire executive platform behind you.

Whether you're looking for your next career, your next chapter, or your next revenue stream, The Proper Group gives you the platform, the executive community, and the commercial infrastructure to help you succeed.

The Proper Group is an equal opportunity platform. All qualified applicants will receive consideration for membership without regard to race, color, religion, sex, national origin, disability status, protected veteran status, or any other characteristic protected by law.

Employment Type: 1099 Independent Contractor / Executive Partner

Compensation: 100% Performance-Based / Uncapped Revenue Share + Select Equity Opportunities

Location: Remote (US National Platform)