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We are seeking an exceptional enterprise sales leader to spearhead Dreamscape Learn’s K12 direct sales efforts in North America. This is a strategic sales role focused on establishing foundational school district partnerships, expanding market awareness of the Company’s story-driven, VR-based learning experiences, and helping define the company’s long-term K12 growth trajectory.

The ideal candidate is a proven top performer with a demonstrated history of exceeding quotas selling innovative, big-ticket edtech solutions to senior district leadership, including Superintendents, Chief Academic Officers, Curriculum Leaders, and Boards of Education. This goal-driven individual must possess the executive presence, strategic mindset, and consultative selling capabilities required to build broad stakeholder alignment and navigate complex institutional procurement processes.

This role is ideal for entrepreneurial sales leaders who thrive in fast-moving, high-expectation environments and excel at opening new markets with cutting-edge edtech solutions. Along with selling, this position entails working with internal colleagues to execute demand creation campaigns and attending industry events to evangelize Dreamscape Learn’s ground-breaking approach to story-driven, VR-enabled immersive learning.

Roles & Responsibilities

• Exceed assigned quarterly and annual bookings goals
• Engage with Superintendents and their leadership teams to fully qualify sales opportunities and position Dreamscape Learn as a strategic solution to mission-critical challenges
• Establish deep executive-level client relationships that position Dreamscape Learn as a transformational partner versus traditional edtech vendor
• Build and manage an ever-growing pipeline of qualified K12 sales opportunities to consistently attain revenue growth and market expansion objectives
• Collaborate with internal Marketing and Sales colleagues to create and execute successful lead generation campaigns and events to fill sales funnel
• Work with executive leadership to help shape Dreamscape Learn’s K12 growth strategy, market positioning, and long-term expansion initiatives that strengthen Dreamscape Learn’s national presence and category leadership
• Provide executive leadership with market intelligence, customer insights, and strategic feedback that help inform product direction, go-to-market evolution, and long-term company strategy

Requirements

• 10+ years of sustained, proven success selling high-value innovative educational technology solutions to senior K12 leadership
• Proven ability to evangelize and sell six-figure category-creating education solutions into complex decision-making and procurement environments
• Exceptional executive communication, strategic influence, and relationship-building capabilities
• Expert qualification and territory management skills
• Strong entrepreneurial mindset with the ability to operate effectively in ambiguity and help build scalable market strategies
• Experience working within high-growth, innovative, or category-defining organizations
• Deep understanding of the evolving K12 landscape, including instructional innovation, digital transformation, and emerging learning models
• Bachelor’s degree required

Benefits

• Compensation: $200,000 base salary + commission
• Employee Stock Option Plan (ESOP)
• Comprehensive Medical, Dental, & Vision Plans
• Employee Assistance Program
• Unlimited PTO
• Perks at work

Dreamscape Learn is firmly committedto cultivating an inclusive and diverse workplace, and as an equal opportunity employer, we encourage applications from all eligible candidates.

Essential Responsibilities:

A diver will perform strictly limited No Decompression dives at a depth no greater than 100 feet of seawater while utilizing open circuit SCUBA and associated diving equipment to recover, inspect, repair, install, and remove devices from USN marine vessels and structures.

• Operate and maintain the diving air systems per OSHA Diving Air Standards. Operate and maintain diving equipment (tanks, communications, regulators, mask, fins, etc.) as required to support diving operations.
• Operate forklift and overhead cranes per OSHA/NAVFAC standards.
• Operate and maintain underwater camera and video equipment.
• Operate and maintain the dive boat and associated support equipment.
• Perform ordnance/target handling, transporting, and recovery operations.
• Perform other duties as assigned.

Required:

4 years related experience working in military diving or OSHA commercial Air Diving or related professional environment.

• High school diploma or GED required.
• Association of Commercial Diving Educators Certification or equivalent Military Certification.
• USN certified small boat handler or civilian equivalent.
• Familiar with SIMRAD GPS and transducer systems.
• Able to troubleshoot and repair small boat issues while underway.
• Must be able to obtain Certified NAVFAC forklift and overhead crane operator within six months of hire date.
• Working knowledge of USN documentation for technical systems and reporting.
• Able to build dive plans, calculate dive tables/repetitive dives, record dive profiles, and recognize unsafe working conditions.
• Must be able to be qualified as an Ordnance Team Member within six months of hiring date.
• Must be able to reside in austere work environment with limited to no medical facilities.
• Must be able to obtain and maintain a U.S government Secret security clearance. U.S. Citizenship is required
• Valid driver’s license required

Preferred Qualifications:

• ADCI Supervisor preferred.
• OTS technician preferred.
• VIP inspector preferred.
• Certified Red Cross First Aid and Cardiopulmonary Resuscitation preferred.
• Certified NAVFAC forklift and overhead crane operator preferred.
• Certified Tractor Trailer operator preferred.
• Qualified underwater photography experience preferred.
• Working knowledge of USN documentation for technical systems and reporting preferred.

Compensation Details:

$35.00

The compensation range or hourly rate listed for this position is provided as a good-faith estimate of what the company intends to offer for this role at the time this posting was issued. Actual compensation may vary based on factors such as job responsibilities, education, experience, skills, internal equity, market data, applicable collective bargaining agreements, and relevant laws.

Benefits Overview:

Our health and welfare benefits are designed to support you and your priorities. Offerings include:

• Health, dental, and vision insurance
• Paid time off and holidays
• Retirement benefits (including 401(k) matching)
• Educational reimbursement
• Parental leave
• Employee stock purchase plan
• Tax-saving options
• Disability and life insurance
• Pet insurance

Note: Benefits may vary based on employment type, location, and applicable agreements. Positions governed by a Collective Bargaining Agreement (CBA), the McNamara-O’Hara Service Contract Act (SCA), or other employment contracts may include different provisions/benefits.

Original Posting:

06/01/2026 – Until Filled

Amentum anticipates this job requisition will remain open for at least three days, with a closing date no earlier than three days after the original posting. This timeline may change based on business needs.

Amentum is proud to be an Equal Opportunity Employer. Our hiring practices provide equal opportunity for employment without regard to race, sex, sexual orientation, pregnancy (including pregnancy, childbirth, breastfeeding, or medical conditions related to pregnancy, childbirth, or breastfeeding), age, ancestry, United States military or veteran status, color, religion, creed, marital or domestic partner status, medical condition, genetic information, national origin, citizenship status, low-income status, or mental or physical disability so long as the essential functions of the job can be performed with or without reasonable accommodation, or any other protected category under federal, state, or local law. Learn more about your rights under Federal laws and supplemental language at Labor Laws Posters.

KIPP Public Schools is a national network of tuition-free public charter schools that prepares students with the skills and confidence to create the future they want for themselves, their communities, and us all.We are a network of 279 schools, nearly 16,500 educators, and nearly 210,000 students and alumni.

Our mission: Together with families and communities, we create joyful, academically excellent schools that prepare students with the skills and confidence to pursue the paths they choosecollege, career, and beyondso they can lead fulfilling lives and build a more just world.

Our vision: Every child grows up free to create the future they want for themselves and their communities.

The KIPP Foundation is a nonprofit organization that supports KIPP public charter schools across the country. The KIPP Foundation helps to develop outstanding educators to lead KIPP schools; provides tools and resources for excellent teaching and learning; promotes innovation; and facilitates the exchange of insights and ideas across KIPP and other public schools and organizations.

About Our Values:

Excellent Results for Students: We value results over effort and know that our work is not finished until all students thrive. We maintain high expectations for self, team, and students. We drive outcomes by operating with agility, removing barriers, differentiating support, and prioritizing student-centered solutionsespecially for those at the margins.

Collective Impact: We are one team. We win together. We embody a one-team mindset by working collaboratively across teams, aligning goals, and leveraging the strengths of all teammates. We build trust-based relationships and ensure inclusive decision-making by engaging those closest to the work. We provide clarity through simple, repeatable systems and goals that enable transformational outcomes.

Courageous Action: Our belief in what we can achieve is unwavering, fueling our optimism and commitment to overcome any challenge. We demonstrate an unwavering belief in students’ potential and a commitment to addressing systemic inequities. We approach challenges with resilience, a solutions-focused mindset, and adaptability. We foster a psychologically safe environment centered on trust and accountability where feedback is encouraged. We leverage data to reflect on progress, own setbacks, celebrate successes, and continuously improve to maximize impact.

Job Description

About The Position

KIPP Foundation is at a defining momentan opportunity to deepen our impact by building a talent system that enables every leader and staff member to thrive in service of students and communities. We are committed to setting a high bar for excellence, strengthening leadership capacity, and ensuring our talent systems are clear, consistent, and built to scale.

The Vice President of People Operations, reporting to the Senior Vice President of People Operations, will play a critical leadership role in bringing this vision to life. This leader will design and drive an integrated, insights-driven talent strategy that connects every part of the employee experiencefrom how we attract and onboard talent, to how we develop, engage, and retain our people.

By aligning the full talent lifecycle including recruitment, performance management, employee engagement, Total Rewards, professional development, and offboarding the Vice President will ensure that our systems not only support leaders, but empower them to deliver meaningful results and thrive.

At KIPP, we believe great outcomes are driven by great leaders operating within strong systems. In this role, you will ensure those systems are not only well-designed, but deeply embedded, building the capacity of leaders across the Foundation to lead effectively, develop their teams, and consistently meet a high bar for performance.

This is an opportunity for a strategic and systems-oriented leader who is energized by complexity, driven by impact, and committed to building the conditions for people and organizations to do their best work.

Responsibilities

Talent Strategy & Organizational Alignment

• Set and drive the overall talent strategy and talent philosophy for the KIPP Foundation workforce, ensuring alignment with organizational priorities, culture, and long-term goals.
• Partner with the SVP of People Operations and executive leadership to align talent strategy with organizational design, workforce planning, and operational priorities.
• Ensure a coherent, integrated talent system across the Foundation, including recruitment, onboarding, HR operations, performance management, development, engagement, and offboarding.
• Serve as a strategic advisor to leadership on organizational effectiveness, talent health, and workforce strategy, using data and insights to inform decision-making.

Talent Systems & Organizational Effectiveness

• Oversee the design and effectiveness of the full talent lifecycle, ensuring systems and processes drive strong performance, development, and retention outcomes.
• Set the vision for performance management and development systems, including goal setting, feedback cycles, and evaluation processes, in partnership with the Senior Director of Development & Growth.
• Ensure effective HR operations and infrastructure, including recruitment, onboarding, Total Rewards, and compliance, in partnership with the Senior Director of People Operations.
• Use workforce, engagement, and performance data to monitor organizational health, identify risks, and drive continuous improvement across talent systems.

Employee Relations, Policy & Risk Management

• Establish the vision, policies, and standards for employee relations, including performance management, conflict resolution, and policy compliance.
• Ensure consistent, fair, and compliant application of HR policies and practices across the organization.
• Advise senior leaders on complex employee relations matters and organizational risk, ensuring alignment with legal and organizational standards.

Leadership & Team Management

• Lead and develop the Talent function, setting the vision and strategic direction to ensure strong execution across both People Operations and Development & Growth.
• Oversee and coach Senior Directors, ensuring clear ownership, alignment, and accountability across:
• People Operations (HR systems, recruitment, Total Rewards, and HR operations)
• Development & Growth (goal setting, performance systems, manager development, and engagement)
• Set enterprise-level priorities and allocate resources to ensure the Talent function is focused on the highest-impact work and positioned to deliver against organizational goals.
• Drive alignment and integration across talent systems, ensuring a seamless and consistent employee experience across both sub teams.
• Foster a high-performing, outcomes-driven culture across the Talent team that emphasizes accountability, collaboration, and continuous improvement.
• Build leadership capacity across the team by coaching senior leaders, strengthening decision-making, and ensuring clear expectations and performance standards.
• Act as a visible culture leader and ambassador for KIPP, modeling organizational values and reinforcing a high bar for performance, equity, and impact across the Foundation.

Organizational Talent Planning & Culture

• Partner with leadership to drive annual workforce planning, talent strategy, and culture priorities aligned to organizational goals.
• Ensure alignment between talent strategy, employee experience, and organizational culture, reinforcing a high bar for performance and development.
• Support the organization in building a strong, inclusive, and high-performing workforce, aligned to KIPPs mission and values.

Qualifications

Skills and Mindsets

• Mission and Student Focus: Demonstrates passion and commitment to KIPPs mission and possesses the desire and ability to uphold KIPPs core values (Focus on Excellent Results, Collective Impact, and Courageous Action).
• Self-Management: Demonstrated record of setting and achieving ambitious goals for their departments in complex or ambiguous environment and effectively distributes and redistributes work among direct reports, teammates.
• Work Management: Sets a clear vision that ensures alignment of the teams work to organizational goals. Effectively prioritize and deliver work products that ensure sustainability and scalability of work.
• Data Driven Actions: Able to generate, implement, and evaluate solutions with a focus on scalability and sustainability.
• Problem Solving: Takes calculated risks to test and implements correct, scalable solutions.
• Change Management: Takes calculated risks to test and implements correct, scalable solutions. Addresses the root of problems and removes obstacles from work. Understands how solutions may unearth other obstacles further downstream.
• People Management and Development: Effectively ensures strong professional development and coaching for teammates directly and through layers. Proficient in the mechanics of succession management and performance management for teammates.

Experience And Qualifications

• 8+ years of senior HR and talent management leadership experience in nonprofit or education contexts at progressive levels of responsibility with evidence of successful development and organizational outcomes
• Understanding of current education climate and corresponding response strategies for the communities we serve
• Strong background in leading with equity at the center, especially through organizational change and growth
• Experience cultivating a work culture in a virtual environment that is value-driven, equitable, and inclusive

Additional Information

Work Conditions

• Travel: Moderate Travel: Up to 10% (up to 20 days per year)
• Full, exempt role

Location

It is preferred, but not mandatory for this role to be based out of a KIPP Foundation office. This role also has the option of working from a remote office full-time. KIPP Foundation offices are in NYC and Chicago.

Compensation And Benefits

In compliance with local law, we are disclosing the compensation, or a range thereof, for roles in locations where legally required. Actual salaries will vary based on several factors, including but not limited to external market data, internal equity, and relevant experience. The salary range for this position is $197,600-$236,500. In addition, KIPP Foundation provides a variety of benefits to employees, including:

• 25 holidays for + 18 days additional flexible PTO days (flexible PTO increases to 23 days for years 3 and 4 and to 28 days for years 5+).
• 100% paid parental leave
• 100% coverage of the premium for employee and 75% for employee + familys medical/dental/vision plans.
• Wellness benefits such as fitness reimbursements, discounted tickets to theme parks/attractions, backup care support for children and adults/elders, and our employee assistance program
• Finance Security benefits include such as a 401K retirement plan with 4% match, employer-sponsored legal plans, life/disability insurance, and flexible spending accounts

KIPP Foundation embraces the opportunity to build a workforce that reflects the diversity of the students and communities with whom we work and the world thats around them. Being an equal opportunity employer means that we take seriously our responsibility to consider qualified candidates on the basis of merit, without regard to race, color, religion, national origin, gender, sexual orientation, gender identity or expression, age, mental or physical disability, and genetic information, marital status, citizenship status, military status, protected veteran status or any other category protected by law.

Principais Atividades

• Apoio na criao de textos para landing page;
• Desenvolvimento de e-mails marketing e peas publicitrias.

Requirements

• Experincia prvia em agncia de publicidade;
• Excelente escrita e domnio da lngua portuguesa;
• Interesse por comunicao, publicidade e marketing digital;
• Capacidade de adaptar linguagem para diferentes pblicos e canais;
• Organizao para lidar com mltiplas demandas;
• Vontade de aprender, colaborar e crescer em equipe;
• Noes de SEO e produo de contedo para diferentes canais.

Box (NYSE:BOX) is the leader in Intelligent Content Management. Our platform enables organizations to fuel collaboration, manage the entire content lifecycle, secure critical content, and transform business workflows with enterprise AI. We help companies thrive in the new AI-first era of business. Founded in 2005, Box simplifies work for leading global organizations, including JLL, Morgan Stanley, and Nationwide. Box is headquartered in Redwood City, CA, with offices across the United States, Europe, and Asia.

By joining Box, you will have the unique opportunity to continue driving our platform forward. Content powers how we work. Its the billions of files and information flowing across teams, departments, and key business processes every single day: contracts, invoices, employee records, financials, product specs, marketing assets, and more. Our mission is to bring intelligence to the world of content management and empower our customers to completely transform workflows across their organizations. With the combination of AI and enterprise content, the opportunity has never been greater to transform how the world works together and at Box you will be on the front lines of this massive shift.

WHY BOX NEEDS YOU

Box is looking for a Customer Success Manager to join our Public Sector team. In this role, youll be the trusted advisor and strategic partner for Federal, State and Local agencies as they adopt and expand their use of Box. This is not a passive account management role. Youll be at the forefront of helping public sector organizations reimagine how they manage content, automate workflows, and unlock the power of AI all within the compliance and security frameworks that government and education customers require.

You wont just advise on AI youll roll up your sleeves and help customers become AI-native enterprises. That means partnering with agency leaders and frontline staff alike to identify high-impact use cases, design AI-powered workflows, and build toward measurable outcomes. Youve shipped real results, not just demos, and you know how to guide an organization from AI curiosity to AI transformation.

Youll guide customers from onboarding through deep, measurable adoption, ensuring they realize the full value of the Box platform at every stage of their journey. Youll work cross-functionally with Sales, Product, and Engineering, and youll serve as the voice of the California public sector customer inside Box.

If youre energized by complex, mission-driven environments, passionate about AIs potential to transform public services, and skilled at building relationships across all levels of an organization from IT administrators to agency leadership this role is for you.

What You’ll Do

• Own the post-sales relationship for a portfolio of enterprise customers, with a focus on driving measurable business outcomes and long-term value realization
• Partner with customers to map and redesign critical workflows
• Translate customer goals into a clear value hypothesis, success metrics and practical AI solutions
• Lead change management efforts to drive adoption of new workflows and behaviors, including stakeholder alignment, enablement and executive engagement
• Conduct strategic adoption business reviews that focus on outcomes, ROI and future opportunities
• Proactively identify risks and opportunities within accounts, using both qualitative insight and data to guide action
• Partner cross-functionally with Sales, Product, Engineering and Professional Services to:
• Serve as the voice of the customer, bringing structured insights on workflows, pain points and AI opportunities back to internal team

Who You Are

We are an AI-first company. This means you approach your work with a growth mindset and find ways to leverage AI to help make faster, smarter decisions that will 10X your impact at Box.

• We are an AI-first company. You approach your work with a growth mindset and actively look for ways to leverage AI to drive smarter decisions, unlock new use cases, and increase your impact
• 3+ years of experience in Customer Success, Account Management, Solutions Consulting, or a related customer-facing role in SaaS
• Experience working with enterprise customers and engaging with senior stakeholders and executives
• Demonstrated ability to translate customer needs into practical solutions and business outcomes
• Comfort navigating both technical and business conversations, including discussing integrations, systems, and data flows at a high level
• Solid hands-on experience with modern AI platforms and tools, with enough technical depth to understand, evaluate, and challenge solutions without needing to write production code
• Strong communication and storytelling skills, with the ability to articulate value clearly and persuasively
• Proactive, self-directed, team player who brings fresh ideas for user adoption, churn mitigation and expansion

At Box, we believe unique and diverse experiences benefit our culture, our products, our customers, our company, and our world. We aim to recruit a passionate, high-performing workforce that reflects the world we live in. If you are head-over-heels about this role but unsure if you meet all the requirements, we encourage you to apply!

EQUAL OPPORTUNITY

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability, and any other protected ground of discrimination under applicable human rights legislation. Box strives to respect the dignity and independence of people with disabilities and is committed to giving them the same opportunity to succeed as all other employees. Inclusiveness is core to our culture at Box, and we strive to ensure you get the most from your interview experience.

Box makes reasonable accommodations for applicants with disabilities. If a reasonable accommodation is needed to participate in the job application or interview process, please complete this form. Reasonable accommodations may include scheduling adjustments, document dictation and beyond.

Notice to applicants in Los Angeles: Box, Inc and its related branches will consider for employment, qualified applicants with criminal histories in a manner consistent with the Los Angeles Fair Chair Ordinance. The Fair Chance Ordinance is provided here.

Notice to applicants in San Francisco: Box, Inc and its related branches will consider for employment, qualified applicants with criminal histories in a manner consistent with the San Francisco Fair Chair Ordinance. The Fair Chance Ordinance is provided here.

For details on how we protect your information when you apply, please see our Personnel Privacy Notice. If you are a California-resident, please read our California Applicant & Candidate Privacy Notice here.

Box is committed to fair and equitable compensation practices. Actual base salary is dependent upon factors such as: knowledge, skill level, experience, and work location. This role is also eligible for equity and benefits. For more information, check out our benefits and perks. In accordance with OFCCP compliance, here is the Pay Transparency Provision.

United States Pay Range: $100,000 USD – $125,000 USD

At Playlist, life’s richest moments happen when people step away from screens to move, connect, explore, and play. We’re building the definitive platform for intentional living, connecting people with inspiring experiences in fitness, wellness, and beyond. With popular brands like Mindbody and ClassPass, Playlist empowers businesses and individuals, making it effortless for aspirations to become actions. Join us in reshaping technology’s role to foster meaningful, real-world connections.

The Role You’ll Play

As a Training Specialist, youll design, develop, and deliver training that helps internal teams, customers, and external partners build confidence with Kite. Youll partner closely with stakeholders across the business to understand what learners need most, translate that into clear learning objectives, and create engaging resources that support product adoption, customer satisfaction, and stronger day-to-day execution.

• Design scalable training programs that support business goals, customer outcomes, and internal enablement
• Develop customer onboarding programs and on-camera instructional videos that accelerate time to value
• Facilitate virtual training sessions and webinars for customers and internal teams
• Partner with cross-functional stakeholders to assess needs and coordinate new learning resources
• Keep training content aligned with product updates, customer workflows, and evolving priorities
• Pilot new training approaches to expand reach and improve learner engagement
• Use feedback, participation data, completion rates, and performance metrics to evaluate effectiveness and refine content
• Maintain training materials to ensure they stay accurate, current, and easy to use
• Occasional travel may be required

Experience You Bring

• 5+ years of customer service, customer success, or training experience in a SaaS business
• 2+ years of experience creating and delivering training, onboarding, or certification programs
• 2+ years of experience using a Learning Management System (LMS) to design, create, and deliver training programs
• Familiarity with Intellum is a plus
• Experience creating accessible learning content, including captions, transcripts, alt text, clear formatting, and inclusive design practices
• Strong written and verbal communication skills, including presenting to live and virtual audiences
• Experience measuring training effectiveness using learner feedback, engagement data, completion rates, or performance metrics
• Knowledge of adult learning principles, instructional design methodologies, and best practices for virtual learning
• Excellent communication and interpersonal skills, with the ability to engage and motivate learners of diverse backgrounds.

Pay transparency

It is the Company’s intent to pay all Team Members competitive wages and salaries that are motivational, fair and equitable. The goal of the Company’s compensation program is to be transparent, attract potential employees, meet the needs of all current employees, and encourage Team Members to stay with our organization. Actual compensation packages are based on several factors that are unique to each candidate, including but not limited to skill set, depth of experience, certifications, and specific work location.

The base salary range for this position in the United States is $52,125 to $64,900. The total compensation package for this position may also include a performance bonus, benefits and/or other applicable incentive compensation plans.

Have we piqued your curiosity?

Sound like the role for you? Wed love to hear from you! Even if youre not 100% sure about potential fit, we still encourage you to apply. Were looking for the right person, not the perfect series of checkboxes.

The Company is an Equal Opportunity Employer. We highly value diversity at our company and encourage people of all different backgrounds, experiences, abilities and perspectives to apply. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or other protected characteristics.

By entering your email and phone number and submitting your application, you consent to receive emails, calls and SMS about your application and other roles at The Company, including by auto-dialer. Message and data rates may apply. Opt-out or text STOP to cancel at any time. If you are a California resident or reside outside the United States then by submitting your application you confirm that you have read, understood, agree and – where applicable – grant your prior, free, informed and express consent for the processing of your personal information, including sensitive personal information, as described in our California Applicant Privacy Notice or International Applicant Privacy Notice (as applicable).

Note: This description outlines key responsibilities but isnt intended to cover every task or duty. Additional responsibilities may be assigned as needed to support the team and business goals.

OVERVIEW

The Maples Group is a standard bearer in financial and legal services, trusted by many of the worlds largest hedge fund managers, private equity firms and international corporations.

Our distinction flows from our carefully curated team: 2,500+ professionals characterised by tenacity, ethics and exacting excellence. We hire smart and sharpen smarter; arming talent with best-in-class resources and skills. Operating in key financial centres across the Americas, Asia, Europe and the Middle East, our international presence offers a unique springboard for career development and cross-cultural immersion. Our side-by-side financial and legal services are similarly ripe for interdisciplinary learning and growth.

The Maples Group looks to add a Cayman Islands based Payroll Specialist to our team and invites eager and qualified candidates to apply. We are committed to diversity, inclusion and equality of opportunity as we attract, retain and develop world-class talent.

Who We Seek

Our merit-based culture suits professionals in pursuit of boundless careers and lives. Beyond their acumen, team members are collaborative and conscientious, bringing a healthy sense of drive and purpose to each interaction and to all aspects of their work.

About the Role

The Payroll Specialist is responsible for the accurate, timely, and compliant endtoend processing of payroll across multiple Maples Group entities. This role ensures the integrity of payroll data, statutory compliance, benefits reconciliations, and compensation-related financial reporting. The Payroll Specialist works closely with Finance, HR, Blue Bison vendor, benefit providers, and external auditors to support payroll operations, compensation budgeting, bonus cycles, and continuous process improvement. Roles and responsibilities include:

• End to End Payroll Delivery: Manage complete monthly payroll cycles, including all employee lifecycle and pay adjustments (hires, terminations, absences, overtime, bonuses, allowances, reimbursements, loans, and manual payments), ensuring accuracy, confidentiality, and timely delivery
• Compliance & Risk Management: Ensure payroll compliance with labour laws, tax requirements, immigration rules, data privacy standards, and statutory obligations. Reconcile and submit pension contributions, manage cross jurisdiction requirements, and escalate tax or regulatory risks where appropriate
• Benefits & Insurance Administration: Reconcile health, life, and other insurance deductions and employer contributions, investigate discrepancies, coordinate with HR and providers, and manage payroll related benefit payments including LTD
• Compensation, Bonus & Budget Support: Support annual and interim bonus processes, assist with salary budgets, bonus forecasts, and headcount planning, and prepare compensation cost analyses and variance reporting for Finance leadership
• Systems, Reporting & Controls: Maintain payroll and employee data integrity across payroll systems, HCM, and finance tools. Prepare payroll reports, reconciliations, journal entries, intercompany recharges, and audit documentation, and liaise with payroll vendors on system upgrades and issue resolution
• Process Improvement: Identify opportunities for automation, efficiency gains, and strengthened controls, and support documentation and continuous improvement of payroll processes

EXPERIENCE

What You Bring

In addition to indisputably high ethical standards and autonomy, the ideal candidate possesses the following:

• Bachelor’s degree in Accounting, Finance, Human Resources, Business Administration, or a related field
• 4+ years of payroll experience, ideally in a multientity environment
• Strong understanding of payroll principles, statutory deductions, multijurisdictional requirements, and benefits administration
• Experience with Workday, Blue Bison, and financial systems
• Advanced proficiency in Microsoft Excel
• Knowledge of Cayman Islands and international payroll practices is an asset
• Ability to maintain high precision in payroll processing, reconciliations, and reporting
• Ability to demonstrate discretion in handling sensitive compensation and personal data
• Strong understanding of statutory rules, labour laws, pension requirements, and data protection standards
• Ability to manage multiple deadlines across payroll cycles, reconciliations, and audits
• Excellent communication and stakeholder management skills

BENEFITS & REWARDS

The most enduring professional relationships are reciprocal relationships. The Maples Group prioritises employee health and wellbeing. Depending on your location, we offer a range of benefits, including:

• Comprehensive health coverage (medical, dental and optical)
• Competitive vacation packages
• Educational assistance and professional development programmes
• Savings or pension plan
• Life insurance
• Travel insurance
• Global mental wellness programme
• Sports clubs and social events

ABOUT MAPLES GROUP

Over five decades, the Maples Group has grown from modest beginnings into one of the world’s preeminent professional services firms, offering specialised fiduciary, fund administration, regulatory and compliance, entity formation and management and legal services on the laws of the British Virgin Islands, the Cayman Islands, Ireland, Jersey and Luxembourg.

You can learn more about the Maples Group on our corporate website. Experience our culture and our people on our Careers Page or on LinkedIn.

Please note that it is the Maples Group standard policy to undertake various background screening checks on all applicants to whom a conditional job offer is made. Except for roles based in the Republic of Ireland, the background checks will include criminal records checks when a conditional job offer is made. If you have a criminal record, it does not mean that your job offer will be automatically withdrawn. The Maples Group will make all job offer decisions on a case-by-case basis and will take a number of factors into account, such as the role that you are applying for and the nature and circumstances of the past offence. You will have the opportunity to discuss the matter with us before a decision is made. Further details will be provided at the time any conditional job offer is made.

Disclaimer: All personal information collected during the application process will be used for recruitment-related purposes only. Please refer to our Job Applicant Privacy Notice at maples.com/privacy for details on how we handle personal information relating to job applicants.

At Pencil, we are driving innovation in advertising technology through our state-of-the-art SaaS product, which harnesses Generative AI to redefine content creation. Our mission is to make AI the default in advertising without replacing creative people. To achieve this, we need to make sure that our technology isnt just in the hands of big brands we need to help global enterprises transform how marketing and creative operations work at scale.

As Director, Customer Success, you will lead one of Pencils most strategic enterprise partnerships. Youll oversee a dedicated cross-functional account team supporting Targets North American business, partnering closely with Technical and Production leadership to drive adoption, operational excellence, and long-term account growth.

This role blends strategic customer leadership, operational management, and team development. You will act as the senior post-sale relationship owner for the account while ensuring the broader account pod operates effectively across customer success, technical implementation, creative production, enablement, and workflow transformation initiatives.

Youll also directly manage a Senior Customer Success Manager, helping shape how we scale enterprise customer success at Pencil.

Preference for candidates in Eastern Time Zone

Key responsibilities:

Strategic Customer Leadership

• Own the overall customer relationship for the Target North America business.
• Build trusted relationships with executive and operational stakeholders across the client organization.
• Lead strategic account planning focused on adoption, retention, workflow transformation, and growth opportunities.
• Drive quarterly business reviews, executive reporting, roadmap discussions, and escalation management.
• Identify opportunities to deepen Pencils value across workflows, business units, and creative operations.

Team Leadership & Cross-Functional Management

• Directly manage a Senior Customer Success, Technical Manager
• Report into VP, Customer Success
• Lead the broader Target account pod in partnership with dedicated Technical and Production Leads.
• Create strong alignment across Customer Success, Technical Solutions, Production, Product, and Commercial teams.
• Establish clear operating rhythms, accountability structures, and communication processes across the account team.
• Support coaching, mentorship, and development within the Customer Success organization.

Operational Excellence & Delivery Oversight

• Ensure successful onboarding, implementation, workflow adoption, and ongoing customer enablement.
• Partner closely with Production and Technical leadership to improve operational scalability and delivery efficiency.
• Monitor customer health, adoption metrics, workflow performance, and platform utilization.
• Identify operational bottlenecks and proactively implement scalable solutions.
• Support enterprise change management and transformation initiatives across the client organization.

Commercial Growth & Account Expansion

• Partner with Commercial and Leadership teams to support renewals and account expansion opportunities.
• Help identify new use cases, workflows, and strategic opportunities for growth.
• Ensure customer success strategies align with broader business and revenue objectives.
• Contribute to strategic planning around enterprise service models and customer engagement frameworks.

Your background:

• Extensive experience in Customer Success, Account Management, Professional Services, or Enterprise SaaS leadership roles.
• Proven success managing large enterprise or strategic accounts with complex stakeholder structures.
• Experience leading cross-functional teams in fast-paced, high-growth environments.
• Strong operational mindset with experience building scalable processes and ways of working.
• Experience partnering closely with technical, implementation, or production/delivery teams.
• Strong executive presence and ability to lead strategic customer conversations.
• Excellent written and verbal communication skills.
• Commercially minded with a strong customer-first approach.
• Experience in SaaS, AI, marketing technology, creative operations, or enterprise workflow platforms is a plus.

Youll Thrive Here If You

• Think strategically and operationally you can balance long-term customer vision with day-to-day execution.
• Lead through collaboration you bring cross-functional teams together around shared outcomes.
• Are customer-obsessed you focus on measurable client impact, adoption, and business value.
• Operate with ownership you proactively solve problems and drive accountability.
• Are adaptable and solutions-oriented you thrive in evolving environments and can navigate ambiguity with confidence.
• Communicate clearly and directly you build trust through transparency, follow-through, and strong partnership.

KPIs & Success Measures

• Adoption and platform utilization metrics
• Customer retention and expansion performance
• Workflow implementation and operational efficiency improvements
• Executive stakeholder satisfaction and relationship strength
• Team performance, collaboration, and operational alignment
• Strategic account growth and transformation impact

Benefits:

• 25 days PTO plus public holidays, although we operate a Flexible Time Off scheme
• Health insurance / private medical cover
• Monthly stipend towards cellphone bills
• Remote work from anywhere in your home country
• Enhanced parental leave policies, whether you become a parent through birth, adoption or surrogacy
• Access to our Pencil office in The Shard, London for UK employees and SoHo in NYC
• Flexible working hours