Enterprise Sales Director

Job Description

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About High5

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High5 is a next generation talent and consulting marketplace that connects organizations with highly experienced independent consultants, transformation leaders, and specialized project teams. high5hire.com

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Our network includes more than 75,000 pre-vetted professionals with deep experience across leading management consulting firms, including alumni from Accenture, Deloitte, McKinsey, Bain, EY, KPMG, PwC, and other leading firms

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High5 helps organizations rapidly access specialized freelance expertise for critical business initiatives without the cost structure or lengthy deployment cycles associated with traditional management consulting firms.

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Our Centers of Excellence include Artificial Intelligence, Digital Transformation, Enterprise Data and Analytics, Business Transformation, Enterprise PMO, ERP Modernization, Finance Transformation, Supply Chain, Procurement, Human Capital, Mergers and Acquisitions, Post Merger Integration, Operational Excellence, and Change Management.

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The Opportunity

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High5 is seeking an accomplished Director of Enterprise Sales to accelerate our growth across enterprise and mid-sized clients in the United States.

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The ideal candidate understands how senior executives buy consulting and professional services and can engage clients around business outcomes rather than simply selling talent.

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You will build a portfolio from the ground up, develop relationships with C suite and senior functional leaders, identify strategic initiatives, and position High5 consultants and project teams to help clients move from strategy through execution.

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A significant area of opportunity will be the private equity ecosystem, including developing relationships with PE operating partners and portfolio company executives and supporting value creation initiatives across their portfolios.

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What You Will Sell

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The Director of Enterprise Sales will focus on identifying strategic initiatives where High5 can provide specialized consulting expertise, project leadership, or complete project teams.

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What You Will Do

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Build a book of business. Identify, prioritize, prospect, and develop your own portfolio of enterprise, mid market, and private equity relationships rather than relying on an inherited account base.

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Develop executive relationships. Build trusted relationships with CEOs, CFOs, CIOs, CTOs, CHROs, Chief Transformation Officers, procurement executives, operating partners, and other senior decision makers.

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Identify transformation oppor tunities. Understand each client's strategic agenda and uncover initiatives where specialized external expertise can accelerate execution or improve business

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outcomes.

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Sell consultatively. Lead conversations around the client's business challenges, strategic priorities, operating model, transformation roadmap, and desired outcomes before determining the appropriate High5 solution.

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Develop strategic accounts. Create account strategies, identify multiple buying centers, build executive sponsorship, and establish multi year growth plans for priority relationships.

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Lead complex pursuits. Manage the full sales lifecycle from prospecting and discovery through solution development, proposal, commercial negotiation, contracting, and close.

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Build private equity relationships. Develop relationships with private equity firms, operating partners, portfolio operations teams, and portfolio company executives to support transformation and value creation initiatives.

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Expand relat ionships. Convert initial projects into broader strategic partnerships by identifying adjacent opportunities across functions, business units, and transformation programs.

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Represent High5 in the market. Develop a strong executive network and represent High5 at industry conferences, private equity events, executive forums, and client meetings.

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What We Are Looking For

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7+ years of successful enterprise sales, business development, or professional services experience

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Strong preference for experience with a leading management consulting, technology consulting, or professional services firm

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Experience selling complex consulting, transformation, technology, managed services, or outcome-based engagements

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Proven ability to source, develop, negotiate, and close complex consulting engagements

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Experience selling engagements valued at $250K or greater, with demonstrated ability to develop relationships into multimillion dollar accounts

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Strong C suite executive presence and ability to discuss business transformation, technology, AI, operating models, and enterprise strategy

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Experience selling into private equity firms and portfolio companies strongly preferred

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Understanding of private equity value creation, portfolio operations, transformation, cost optimization, M&A, and post-acquisition priorities

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Ability to translate client challenges into consulting solutions involving individual experts, fractional executives, project teams, and Statement of Work engagements

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Experience negotiating complex professional services agreements with procurement, legal, finance, and executive stakeholders

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Existing executive relationships within enterprise, middle market, or private equity organizations strongly preferred

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Exposure to independent consulting, freelance talent, alternative consulting, or flexible workforce models is beneficial

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Entrepreneurial mindset with the ability to succeed in a fast-moving growth environment

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Exceptional written, presentation, negotiation, and executive communication skills

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Ability and willingness to travel for strategic client meetings, industry events, and conferences as appropriate

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Ideal Background

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We are particularly interested in candidates who have built their careers selling professional services rather than traditional transactional staffing.

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Relevant backgrounds may include Enterprise Sales Executive, Business Development Executive, or Strategic Account Executive roles within management consulting, technology consulting, digital transformation, or professional services organizations.

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Candidates with experience developing business within private equity firms and their portfolio companies are particularly attractive.