Driftwood Capital LLC
Job Type
Full-time
Description
Driftwood Capital is a vertically integrated commercial real estate investment, development, and lending platform, specializing in hospitality. The principals of Driftwood Capital boast a 30+ year track record transacting on more than $5 billion in hospitality assets through various affiliated management and ownership entities. All Driftwood Capital funds benefit from the principals' affiliation with Driftwood Hospitality Management ("DHM"), among the largest private hotel management companies in the United States.
Role Overview
This role blends traditional IT management with internal customer success. You will lead a small support team, oversee IT infrastructure and security, and play a hands-on role in driving adoption of AI-enabled platforms and analytics tools across the organization. You will be the primary enabler of smarter workflows, data access, and cross-team digital transformation.
Key Responsibilities
IT Operations & Team Leadership
• Lead and mentor a team of two IT support engineers, ensuring reliable day-to-day tech support.
• Manage employee lifecycle support including provisioning, access, and device management.
• Oversee IT infrastructure, cloud platforms, networking, and SaaS administration.
• Maintain IT documentation, asset tracking, and performance monitoring.
Cybersecurity & RIA Compliance
• Own and manage the firm's cybersecurity tools, protocols, and user training.
• Ensure systems and practices meet SEC cybersecurity and RIA compliance requirements.
• Partner with legal compliance on regulatory audits, access logs, and risk controls.
• Manage endpoint protection, MFA, data backups, and incident response plans.
AI &
Platform
Adoption (Internal Customer
Success)
• Act as the internal champion and anchor point for AI-driven platforms being rolled out across teams (e.g., underwriting automation, smart analytics, predictive models).
• Work closely with business stakeholders to understand their workflows and tailor support to maximize AI tool adoption and ROI.
• Onboard users with customized walkthroughs, create internal FAQs or guides, and provide 1:1 or group training.
• Track feedback and adoption trends and serve as a liaison to the AI product and data teams.
Data Enablement
& User Empowerment
• Guide users in accessing dashboards, analytics tools, and business intelligence platforms.
• Help translate data availability into actionable insights by showing what is possible and where to look.
• Encourage data literacy and evangelize efficient use of digital tools across departments.
Vendor Management & Strategic IT
Planning
• Manage relationships with key technology vendors and SaaS providers.
• Evaluate and recommend technology solutions that enhance security, scalability, or team productivity.
• Stay informed on emerging technologies, with an eye toward practical use cases within the firm.
Requirements
• 5+ years of IT management or senior IT leadership experience; prior experience in real estate, finance, or investment environments is a plus.
• Hands-on experience supporting the rollout of new platforms or tools with measurable adoption success.
• Familiarity with cloud infrastructure (Microsoft 365, Google Workspace), security protocols, and compliance frameworks.
• Strong communicator and trusted advisor who can coach and empower users of varying technical skill levels.
• Understanding of RIA compliance expectations and cybersecurity standards (NIST, CIS, etc.).
• Enthusiastic about AI and emerging tech, with a practical approach to driving adoption.
Preferred Qualifications
• Experience supporting internal rollout of AI or analytics platforms.
• Familiarity with RIA systems and SEC exam preparedness.
• Technical certifications (e.g., CompTIA, CISSP, CISM) a plus.
What We
Offer
• Competitive salary and performance-based bonus.
• Health, dental, vision, and 401(k) with employer contribution.
• Dynamic, fast-paced environment with high visibility.
• A strategic and influential role at the intersection of real estate, technology, and data innovation.
Driftwood Capital is a proud Equal Opportunity Employer who is committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions at Driftwood Capital are based on business needs, job requirements and individual qualifications, without regard to race, color, religion or belief, national, social or ethnic origin, sex (including pregnancy), age, physical, mental or sensory disability, HIV Status, sexual orientation, gender identity and/or expression, marital, civil union or domestic partnership status, past or present military service, family medical history or genetic information, family or parental status, or any other status protected under federal, state, or local law.
Full-time
Description
Driftwood Capital is a vertically integrated commercial real estate investment, development, and lending platform, specializing in hospitality. The principals of Driftwood Capital boast a 30+ year track record transacting on more than $5 billion in hospitality assets through various affiliated management and ownership entities. All Driftwood Capital funds benefit from the principals' affiliation with Driftwood Hospitality Management ("DHM"), among the largest private hotel management companies in the United States.
Role Overview
This role blends traditional IT management with internal customer success. You will lead a small support team, oversee IT infrastructure and security, and play a hands-on role in driving adoption of AI-enabled platforms and analytics tools across the organization. You will be the primary enabler of smarter workflows, data access, and cross-team digital transformation.
Key Responsibilities
IT Operations & Team Leadership
• Lead and mentor a team of two IT support engineers, ensuring reliable day-to-day tech support.
• Manage employee lifecycle support including provisioning, access, and device management.
• Oversee IT infrastructure, cloud platforms, networking, and SaaS administration.
• Maintain IT documentation, asset tracking, and performance monitoring.
Cybersecurity & RIA Compliance
• Own and manage the firm's cybersecurity tools, protocols, and user training.
• Ensure systems and practices meet SEC cybersecurity and RIA compliance requirements.
• Partner with legal compliance on regulatory audits, access logs, and risk controls.
• Manage endpoint protection, MFA, data backups, and incident response plans.
AI &
Platform
Adoption (Internal Customer
Success)
• Act as the internal champion and anchor point for AI-driven platforms being rolled out across teams (e.g., underwriting automation, smart analytics, predictive models).
• Work closely with business stakeholders to understand their workflows and tailor support to maximize AI tool adoption and ROI.
• Onboard users with customized walkthroughs, create internal FAQs or guides, and provide 1:1 or group training.
• Track feedback and adoption trends and serve as a liaison to the AI product and data teams.
Data Enablement
& User Empowerment
• Guide users in accessing dashboards, analytics tools, and business intelligence platforms.
• Help translate data availability into actionable insights by showing what is possible and where to look.
• Encourage data literacy and evangelize efficient use of digital tools across departments.
Vendor Management & Strategic IT
Planning
• Manage relationships with key technology vendors and SaaS providers.
• Evaluate and recommend technology solutions that enhance security, scalability, or team productivity.
• Stay informed on emerging technologies, with an eye toward practical use cases within the firm.
Requirements
• 5+ years of IT management or senior IT leadership experience; prior experience in real estate, finance, or investment environments is a plus.
• Hands-on experience supporting the rollout of new platforms or tools with measurable adoption success.
• Familiarity with cloud infrastructure (Microsoft 365, Google Workspace), security protocols, and compliance frameworks.
• Strong communicator and trusted advisor who can coach and empower users of varying technical skill levels.
• Understanding of RIA compliance expectations and cybersecurity standards (NIST, CIS, etc.).
• Enthusiastic about AI and emerging tech, with a practical approach to driving adoption.
Preferred Qualifications
• Experience supporting internal rollout of AI or analytics platforms.
• Familiarity with RIA systems and SEC exam preparedness.
• Technical certifications (e.g., CompTIA, CISSP, CISM) a plus.
What We
Offer
• Competitive salary and performance-based bonus.
• Health, dental, vision, and 401(k) with employer contribution.
• Dynamic, fast-paced environment with high visibility.
• A strategic and influential role at the intersection of real estate, technology, and data innovation.
Driftwood Capital is a proud Equal Opportunity Employer who is committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions at Driftwood Capital are based on business needs, job requirements and individual qualifications, without regard to race, color, religion or belief, national, social or ethnic origin, sex (including pregnancy), age, physical, mental or sensory disability, HIV Status, sexual orientation, gender identity and/or expression, marital, civil union or domestic partnership status, past or present military service, family medical history or genetic information, family or parental status, or any other status protected under federal, state, or local law.