Director, Chief of Staff

SimpliSafe • Boston, MA

22d • Hybrid

About The Position

SimpliSafe is a technology-driven home security company with a mission to keep Every Home Secure. We operate always-on systems across enterprise technology, information security, manufacturing, global supply chain, quality, and logistics—supporting millions of customers and complex global operations. As SimpliSafe scales toward and beyond a $1B global enterprise, execution rigor, operating discipline, and financial clarity across highly interdependent domains are critical to sustaining growth and reliability. We’re embracing a hybrid work model that enables our teams to split their time between office and home. Hybrid for us means we expect our teams to come together in our state-of-the-art office on two core days, typically Tuesday, Wednesday, or Thursday – working together in person and choosing where they work for the remainder of the week. We all benefit from flexibility and get to use the best of both worlds to get our work done. Why are we hiring? Well, we’re growing and thriving. So, we need smart, talented, and humble people who share our values to join us as we disrupt the home security space and relentlessly pursue our mission of keeping Every Home Secure. Overview The Director, Chief of Staff & Enterprise Operations serves as the primary strategic and operational partner to the Chief Information and Global Supply Chain Officer (CIO/GSC). This role owns the operating system for the CIO/GSC organization—how priorities are set, how execution is governed, how performance (including financial performance) is monitored, and how risks are surfaced and resolved. Sitting at the intersection of strategy, operations, financial stewardship, and executive communication, this leader translates executive intent into enterprise-level clarity and ensures that technology and global operations execute as a coherent system. This is a senior enterprise leadership role designed to scale executive impact, improve decision quality, and bring order to complexity. This role is not a PMO and not a standing project ownership role.

Requirements

• 10+ years in Chief of Staff, Strategy & Operations, Enterprise Operations, or similar senior hybrid leadership roles.
• Demonstrated success operating at or alongside VP/C-suite leaders in complex, multi-domain organizations.
• Proven experience designing and running annual, quarterly, and monthly enterprise operating cadences.
• Track record of stepping into ambiguity or execution risk and leaving behind clarity, structure, and ownership.
• Experience partnering closely with Finance and FP&A in planning, performance monitoring, and course correction.
• Enterprise-minded operator who can influence senior leaders without relying on formal authority.
• Strong judgment, discretion, and comfort surfacing uncomfortable truths early.
• Financially fluent and operationally grounded, able to interpret financial signals and implications without owning the numbers.
• Pragmatic, structured, and execution-oriented with a strong systems mindset.
• Consultative style with clear boundary management.

Nice To Haves

• Have designed and run an enterprise operating cadence across annual, quarterly, and monthly horizons.
• Have parachuted into ambiguous or failing initiatives, stabilized them, and transitioned ownership successfully.
• Are trusted by executives to interpret performance and financial signals before problems become visible.
• Have partnered deeply with FP&A to translate financial data into operational insight.
• Can move fluidly between strategy, execution, and executive communication.
• Leave organizations stronger and clearer than you found them.

Responsibilities

• Serve as a trusted advisor and thought partner to the CIO/GSC Officer, sharpening strategic options, clarifying tradeoffs, and accelerating decision-making.
• Amplify executive effectiveness by protecting focus on the highest-impact priorities and removing organizational friction.
• Represent the CIO/GSC Officer in key forums, escalating only decisions requiring direct executive judgment.
• Own and evolve the enterprise operating cadence for the CIO/GSC organization, including: ○ annual strategic planning, quarterly planning and prioritization, monthly operating and financial performance reviews, leadership forums, escalation paths, and decision-making mechanisms.
• Design and maintain an integrated performance management system spanning Enterprise Systems, Information Security, Manufacturing & Supply Chain, Quality, and Logistics.
• Surface execution, risk, and financial signals early and ensure corrective actions are clearly owned and driven to resolution.
• Act as a performance truth-teller, creating transparency and accountability when execution drifts.
• Partner with senior leaders to define strategy and set priorities based on value creation, risk exposure, and opportunity size.
• Drive alignment across domains with differing incentives, timelines, and constraints—ensuring the organization operates as a single system.
• Force clarity and tradeoffs when priorities conflict and ensure enterprise decisions are executed consistently.
• Serve as a financial integrator for the CIO/GSC organization, ensuring execution and strategy are grounded in financial reality.
• Partner closely with FP&A and Finance to interpret financial performance, derive meaningful metrics, and translate financial data into operational insight.
• Support leadership teams in annual and quarterly planning by connecting operational plans to financial outcomes and ensuring assumptions are explicit and testable.
• Monitor financial performance across the CIO/GSC portfolio and sense early when initiatives or plans are drifting off course financially.
• Work with functional leaders to diagnose financial variance, evaluate corrective options, and re-chart course when plans are not delivering expected results.
• Develop executive-ready financial narratives integrating financial, operational, and risk perspectives.
• Step into ambiguous, undefined, or at-risk initiatives at the direction of the CIO/GSC Officer to: diagnose root causes, establish clarity of scope, outcomes, and decision rights, impose structure, cadence, and accountability.
• Stabilize execution by aligning stakeholders, resolving blockers, and restoring momentum.
• Deliberately transition ownership to an appropriate long-term leader or function once clarity and execution discipline are established.
• Leave behind stronger systems, clearer ownership, and durable outcomes.
• Serve as the principal architect of CIO/GSC executive narratives, translating strategy, execution, risk, and financial performance into clear, compelling communication.
• Prepare materials for the CEO, executive leadership team, and Board as required.
• Ensure leadership decisions cascade into actionable, well-understood guidance across the organization.

Benefits

• A mission- and values-driven culture and a safe, inclusive environment where you can build, grow and thrive
• A comprehensive total rewards package that supports your wellness and provides security for SimpliSafers and their families (For more information on our total rewards please click here )
• Free SimpliSafe system and professional monitoring for your home.
• Employee Resource Groups (ERGs) that bring people together, give opportunities to network, mentor and develop, and advocate for change.
• The target annual base pay range for this role is $164,400 to $241,100. This target annual base pay range represents our good-faith estimate of what we expect to pay for this role. We use a market-based compensation approach to set our target annual base pay ranges and make adjustments annually. We carefully tailor individual compensation packages, including base pay, taking into consideration employees’ job-related skills, experience, qualifications, work location, and other relevant business factors. Beyond base pay, we offer a Total Rewards package that may include participation in our annual bonus program, equity, and other forms of compensation, in addition to a full range of medical, retirement, and lifestyle benefits.
• We’re committed to fair and equitable pay practices, as well as pay transparency.
• We wholeheartedly embrace and actively seek applications from all individuals, no matter how they identify. We are committed to cultivating a diverse and inclusive workplace, and we believe our work is enriched when we incorporate a multitude of perspectives, backgrounds, and experiences. We want everyone who works here to thrive and contribute to not only our mission of keeping every home secure, but also to making our workplace safe and supportive for others. If a reasonable accommodation may be needed to fully participate in the job application or interview process, to perform the essential functions of a position, or to receive other benefits and privileges of employment, please contact [email protected] .

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed