Field CFO & Strategic Value Architect

Leadout Capital; Virginia; On-site; USD 250,000 - 350,000; Full time

Job summary

Leadout Capital seeks a senior Field CFO to act as a strategic advisor to our largest customers, shaping transformation programs and driving financial stewardship. You will lead executive engagements, craft compelling ROI storytelling, and guide multi-disciplinary deal teams to maximize value and sustainable outcomes.

The role focuses on transforming value realization during high-stakes digital initiatives, partnering with Salesforce BVS to influence executive decisions and deal outcomes.

Qualifications

• 20+ years in top-tier management consulting, investment banking, corporate strategy, or executive advisory roles.
• Proven track record advising C‑Suite and executives on strategic business and technology investments.
• Deep expertise in financial modeling, ROI/TCO analyses, and deal structuring.
• Ability to translate complex business and technology concepts into board-level narratives.
• Leading cross-functional teams across Sales, GTM, Legal, and Deal Desk.
• Industry expertise in Financial Services, Healthcare, or related markets; Canadian market experience a plus.
• MBA or equivalent advanced degree highly preferred.

Responsibilities

• Lead discovery dialogues with the C‑Suite to shape value and transformation imperatives.
• Advise customer executives on quantified business value and financial impact of transformation initiatives.
• Develop board-level business cases and sophisticated ROI/TCO analyses for technology investments.
• Oversee deal strategies and negotiation plans to maximize value and minimize discounts.
• Prepare customers for post-sales value realization and measurable outcomes.
• Coordinate cross-functional teams to ensure alignment on engagement strategy.
• Mentor BVS and sales teams in value-based selling and executive engagement.

Skills

Executive presence

C-suite advisory

Financial modeling

Strategic storytelling

Cross-functional leadership

Industry insight (FS/Healthcare)

MBA or higher

Education

MBA or equivalent

Job description

Leadout Capital seeks a senior Field CFO to act as a strategic advisor to our largest customers, shaping transformation programs and driving financial stewardship. You will lead executive engagements, craft compelling ROI storytelling, and guide multi-disciplinary deal teams to maximize value and sustainable outcomes.

The role focuses on transforming value realization during high-stakes digital initiatives, partnering with Salesforce BVS to influence executive decisions and deal outcomes.