Senior Director of Business Value & Digital Transformation Advisory – Driving ROI, Customer Financial Leadership, and Enterprise Success at brighthush

About brighthush

brighthush is not just a technology vendor; we are the catalyst that propels enterprises into the next era of customer success. By weaving together artificial intelligence, machine learning, and advanced data analytics, we empower global organizations to uncover hidden revenue streams, streamline operations, and deliver unforgettable experiences that keep customers coming back. Our AI‑driven CRM ecosystem is already redefining how leading brands engage with their audiences, and our footprint spans North America, Europe, and Asia. We are the go‑to partner for companies that aspire to transform their customer engagement strategies and achieve measurable, sustainable business outcomes.

Our culture is built on ambition, collaboration, and a relentless pursuit of excellence. We celebrate curiosity, champion diversity, and reward innovation. If you are ready to join a team that is shaping the future of digital transformation, brighthush is the place for you.

Position Overview

The Senior Director of Business Value & Digital Transformation Advisory is a high‑impact, individual‑contributor leadership role that sits at the intersection of finance, strategy, and customer success. You will partner with our most strategic customers, guiding them through complex digital transformations and ensuring every investment delivers measurable value. Your influence will shape the narrative around technology investment, ROI, and business impact at the C‑suite level.

Why This Role Matters

• Directly influence the financial outcomes of our largest, most complex customer engagements.
• Shape the narrative around technology investment, ROI, and business impact at the C‑suite level.
• Drive cross‑functional alignment across sales, solution engineering, legal, and partner ecosystems.
• Mentor and elevate the capabilities of the entire Business Value Services (BVS) and sales teams.
• Position brighthush as the definitive partner for enterprise‑grade digital transformation.

Key Responsibilities

• Transformation Envisioning & Value Framing: Lead discovery workshops with C‑suite executives, translating strategic objectives into concrete financial outcomes. Craft compelling value propositions that align brighthush capabilities with customer priorities.
• Executive Advisory & Strategic Partnership: Act as a senior advisor to customer leaders, championing data‑driven decision making and fostering trust through transparent financial analysis.
• Financial Justification & Investment Strategy: Own the development of board‑level business cases, ROI/TCO models, and investment roadmaps that underpin technology spend.
• Commercial & Negotiation Leadership: Design deal structures, concession strategies, and pricing models that maximize ACV capture while preserving margin integrity.
• Value Realization Readiness: Establish measurement frameworks that enable customers to track and validate the promised outcomes post‑implementation.
• Cross‑Functional Leadership: Orchestrate collaboration between BVS, sales, solution engineering, legal, and partner teams to ensure a unified approach to each engagement.
• Thought Leadership & Mentorship: Share best practices in value‑based selling, financial modeling, and executive engagement across the organization.
• Industry Thought Leadership: Represent brighthush at industry conferences, webinars, and advisory panels, positioning the company as a thought leader in AI‑driven customer success.
• Continuous Improvement: Analyze post‑implementation outcomes, refine value frameworks, and iterate on financial models to enhance future engagements.

Essential Qualifications

• Experience: 20+ years in top‑tier management consulting, investment banking, corporate strategy, or a senior value advisory role.
• Executive Gravitas: Proven track record of building relationships and influencing decisions at the C‑suite level.
• Financial & Commercial Acumen: Deep expertise in corporate finance, sophisticated modeling, investment analysis, and multi‑threaded deal structuring.
• Strategic Storytelling: Ability to translate complex technical concepts into clear, compelling narratives that resonate with board members.
• Leadership: Exceptional cross‑functional leadership skills, capable of aligning diverse teams around a common goal.
• Industry Expertise: In‑depth knowledge of Financial Services (Banking, Wealth Management, Insurance), Healthcare (Payer, Provider, MedTech, Pharma), or the broader Canadian market.
• Education: MBA or equivalent advanced degree highly preferred.
• Communication: Outstanding written and verbal communication skills, with the ability to influence stakeholders at all levels.

Preferred Qualifications

• Experience leading large‑scale digital transformation programs as a technology buyer.
• Track record of delivering measurable ROI in enterprise‑grade technology implementations.
• Strong network of industry contacts and thought leaders.
• Proficiency in advanced financial software and data analytics platforms.
• Experience with AI/ML product roadmaps and commercialization strategies.

Skills & Competencies

• Strategic Thinking & Visionary Leadership
• Financial Modeling & Analysis (Excel, Power BI, Tableau)
• Negotiation & Deal Structuring
• Executive Communication & Storytelling
• Cross‑Functional Collaboration
• Change Management & Transformation Enablement
• Mentorship & Talent Development
• Data‑Driven Decision Making
• Risk Management & Compliance Awareness

Career Growth & Learning Opportunities

At brighthush, we believe in continuous growth. As Senior Director, you will:

• Lead high‑visibility projects that shape the future of our platform and customer success strategy.
• Gain exposure to executive leadership across the organization, including the CEO, CFO, and CPO.
• Participate in global strategy sessions, industry forums, and advisory boards.
• Access a robust learning ecosystem, including leadership development programs, certifications, and mentorship from senior leaders.
• Position yourself for future executive roles such as Chief Financial Officer, Head of Strategy, or Global Head of Customer Success.
• Benefit from a structured career ladder that rewards impact, innovation, and leadership.

Work Environment & Culture

Our culture is a blend of innovation, collaboration, and inclusivity. You’ll find:

• Flexible work arrangements that support work‑life balance, including remote and hybrid options.
• A diverse, inclusive community that values every voice and encourages open dialogue.
• Opportunities to work on cutting‑edge AI projects that impact millions of customers worldwide.
• A transparent, merit‑based promotion system that rewards performance and impact.
• A collaborative environment where cross‑functional teams co‑create solutions and celebrate shared successes.
• Regular town‑hall meetings, hackathons, and innovation challenges that keep the momentum high.

Compensation & Benefits

While specific figures vary by location, brighthush offers a competitive total rewards package that includes:

• Base salary commensurate with experience and market benchmarks.
• Performance‑based bonuses and equity opportunities.
• Comprehensive health, dental, vision, and mental‑health benefits.
• Generous paid time off, parental leave, and flexible scheduling.
• 401(k) with company match and employee stock purchase plan.
• Continuous learning stipend and professional development support.
• Wellness programs, on‑site fitness facilities, and wellness stipends.
• Employee referral bonuses and recognition programs.

How to Apply

If you are a strategic thinker with a passion for financial excellence and a desire to shape the future of customer success, we want to hear from you. Submit your application through the link below and join a team that is redefining what’s possible.

Apply to this job

Accommodations

We are committed to providing reasonable accommodations throughout the application and recruitment process. If you need assistance, please submit a request via our Accommodations Request Form.

Equal Opportunity Employer

brighthush is an equal‑opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All hiring decisions are based on merit, competence, and qualifications, without regard to race, religion, color, national origin, sex, sexual orientation, gender identity, disability, veteran status, or any other protected characteristic.