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Career coaching and recruiting for AEC professionals | Est. 2018

Out of Architecture logo

A career resource network, coaching service, and recruiting firm for architects, engineers, and allied design professionals — exploring what's possible in, out, and adjacent to the profession since 2018.

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Toast

Senior Director, Workplace Experience & Real Estate

Boston, MAPosted Nov 20, 2025

Location: Boston, MA

Discipline: Product / UX / Tech

Experience: 10+ years

Compensation: $191,000–$306,000

Senior Director Workplace Experience & Real EstateThis critical leadership role will lead the Real Estate, Workplace Experience, and Physical Security function for Toast globally. The Senior Director will be instrumental in defining and executing our global real estate portfolio strategy, ensuring our physical spaces are secure, engaging, and aligned with our growth objectives. A core responsibility is to design, implement, and continuously evolve our global hybrid work program, creating a seamless, inclusive, and productive experience for in-office Toasters. This leader will manage complex global transactions, oversee physical security protocols to safeguard our people and assets, and champion a culture of operational excellence and an outstanding employee workplace experience across all our international locations.

To view this job and apply, click here.

Responsibilities

  • Oversee and lead the annual capital planning process for all real estate and facilities projects, ensuring alignment with long-range business objectives and financial forecasts.

  • Oversee our global vendor and third-party contract strategy to optimize service delivery (ex. janitorial, maintenance, food service vendors, etc.) with a focus on efficiency and cost savings.

  • Establish and report on key performance indicators related to space utilization, operational efficiency, and workplace experience satisfaction.

  • Direct the deployment and maintenance of all physical security technology and access control systems globally.

  • Ensure all physical spaces comply with local, national, and international Environmental, Health & Safety (EHS) regulations

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Lead a global team of full-time employees and contractors, with a focus on motivating, coaching, and effective performance management

  • Serve as the primary liaison between the WERE team and key leaders and stakeholders (ex. Finance, People Team, IT, etc.)

  • Encourage and guide the use of technology and AI, to help automate and encourage a more efficient and predictive planning process.

  • Requirements

    • 10+ years of progressive leadership experience managing integrated global corporate real estate, facilities, and physical security functions.

    • Demonstrated success leading a global real estate portfolio, including complex transaction negotiation, capital project management, and strategic planning.

    • Proven ability to design and implement a comprehensive hybrid work strategy for a fast-growing, global technology company.

    • Expert knowledge of physical security systems, risk management, and incident response across a diverse international footprint.

    • Experience managing multi-million dollar budgets and leading global, cross-functional teams (direct reports, vendors, and cross-functional partners).

    • Proven ability to lead a matrixed and global team of Real Estate, Facilities, and Workplace Experience professionals.

    Preferred Qualifications

    • Advanced degree (MBA or relevant Master's) and/or relevant industry certifications (e.g., CoreNet MCR, CPP).

    • Experience in a high-growth environment, overseeing significant global expansion activities.

    • Deep expertise in workplace design and space utilization strategies that leverage technology to enhance employee engagement and productivity.

    • Fluency in real estate financial analysis including lease accounting principles (e.g., FASB).

    • A track record of successfully integrating acquired company spaces and security protocols into a unified global standard.

    AI at ToastAt Toast we’re Hungry to Build and Learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.Our Spread* of Total RewardsWe strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits athttps://careers.toasttab.com/toast-benefits. The base salary range for this role is listed below. The starting salary will be determined based on skills and experience. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions, if eligible), benefits, and equity (if eligible). Pay Range $191,000—$306,000 USDDiversity, Equity, and Inclusion is Baked into our Recipe for SuccessAt Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.We Thrive TogetherWe embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out:https://careers.toasttab.com/locations-toast.Apply today!Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com.

    To view this job and apply, click here.

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