Principal, Strategic Operations

Company Overview: Digible is a privately owned and operated digital marketing company founded in 2017 with a mission to bring cutting-edge solutions to the multifamily industry. We offer a full suite of digital services, alongside Fiona, our predictive analytics platform—the first of its kind. At Digible, we take pride in our collaborative, transparent, and authentic culture. Since 2021, we’ve been recognized as a Top Workplace in Colorado and secured the #8 spot in the Best Places to Work Multifamily rankings. From our hiring process to our All Hands meetings and Town Halls, our values are at the core of everything we do. We believe diversity fuels innovation, and we strive to create an inclusive environment where everyone can bring their authentic selves to work. If you're ready to do the best work of your career, we’d love to have you on the team! Digible Core Values: Authenticity - The commitment to be steadfast and genuine with our actions and communication toward everyone we touch. Curiosity - The belief that a deep and fundamental curiosity (the "why") in our work is vital to company innovation and evolution. Focus - The collective will to remain completely devoted and ultimately accountable to our deliverables. Humility - The recognition and daily practice that "we" is always greater than "I". Happiness - The decision to prioritize passion and love for what we do above everything else. The Role: The Principal, Strategic Operations is a high-impact, enterprise-level role responsible for designing, evolving, and driving adoption of Digible’s operating system, ensuring the company’s strategy translates into focused execution, disciplined prioritization, and measurable business outcomes. This role goes beyond operating existing processes. It owns how the company plans, prioritizes, and executes work across the Executive Leadership Team (ELT), Senior Leadership Team (SLT), and the broader organization. This includes leading annual and quarterly planning, driving cross-company prioritization, and establishing the operating rhythms, tools, and frameworks that enable consistent execution. Success in this role requires the ability to credibly influence and challenge senior leaders, ensuring alignment and accountability even when it requires changing established behaviors. This individual must be able to command a room, facilitate high-stakes discussions, and drive decisions that improve focus, capacity discipline, and business performance. This role is also the primary driver of organizational change management, ensuring new ways of working are not only introduced, but consistently adopted across leadership and the broader organization to drive business outcomes. You’ll love this job if you are: A Systems Builder – You don’t just operate within systems, you design and evolve them. You enjoy building frameworks that bring clarity, alignment, and discipline to how a business runs. A Strategic Operator – You naturally connect strategy to execution, ensuring priorities translate into focused, high-impact work that drives measurable business outcomes. A Commanding Facilitator – You can confidently lead rooms of senior leaders, guiding discussions with structure and energy while driving alignment, decisions, and clear next steps. An Influencer Without Authority – You are highly effective at driving accountability across teams and senior leaders without direct reporting lines, using relationships, structure, and clarity to move work forward. A Change Leader – You thrive in driving organizational change, helping leaders adopt new ways of planning, prioritizing, and operating even when it requires challenging established behaviors and driving sustained adoption. A Business-Minded Operator – You understand how the business makes money and use that insight to shape priorities, ensuring operational decisions are grounded in revenue, margin, and long-term sustainability. A Clarity Creator – You bring order to complexity, defining priorities, ownership, and tradeoffs so teams can execute with focus and confidence. An Accountability Driver – You ensure that strategic initiatives are not just defined, but executed, creating visibility, follow-through, and ownership across the organization. What you’ll do: Own & Evolve the Enterprise Operating System Design, implement, and continuously evolve Digible’s enterprise operating system, including planning frameworks, prioritization models, and operating rhythms that connect strategy to execution. Lead Enterprise Planning & Prioritization Own annual and quarterly planning processes, ensuring priorities are clearly defined, aligned to business outcomes, and realistically resourced across the organization. Drive Business-Linked Execution Ensure all strategic initiatives are clearly tied to measurable business outcomes, including revenue growth, margin improvement, client performance, and operational efficiency. Lead Change Management & Adoption Drive organization-wide adoption of new planning processes, tools, and operating rhythms. Ensure leadership consistently uses and reinforces these systems, even when it requires changing existing behaviors or challenging established norms. Facilitate Executive Alignment & Decision-Making Lead ELT and SLT discussions with clarity and authority, guiding prioritization tradeoffs, resolving misalignment, and ensuring decisions are translated into actionable plans. Drive Enterprise Accountability Without Authority Ensure initiatives progress with clear ownership and accountability across the business, using influence, structure, and operating discipline rather than direct reporting lines. Build Business-Driven Scorecards & Reporting Develop and maintain scorecards that connect strategic initiatives and operational performance to key business metrics, including utilization, margin, retention, and growth. How success will be measured: Success in this role is measured by the extent to which Digible operates with greater clarity, focus, and execution effectiveness, resulting in measurable improvements in business performance and organizational health. Increased Leadership Effectiveness & Alignment Leadership operates with clarity, consistency, and accountability, with improved planning effectiveness, faster decision-making, and stronger alignment across ELT and SLT. KPI: Planning & Alignment Effectiveness: Minimal mid-cycle reprioritization and consistent alignment on priorities Improved Focus and Execution Quality The organization consistently focuses on fewer, higher-impact initiatives and delivers on commitments with discipline and consistency. KPI: Strategic Initiative Completion Rate: 80–90% of initiatives completed on time and as defined Measurable Business Impact & Operational Discipline Strategic priorities drive measurable improvements in core business metrics, including revenue growth, margin expansion, client outcomes, and operational efficiency. The organization demonstrates disciplined alignment between priorities and capacity. KPIs: Priority Load vs. Capacity Alignment Business Impact Alignment: Initiatives are clearly tied to measurable business outcomes (revenue, margin, retention, efficiency) You should have: Required Qualifications 5+ years of experience in strategy & operations, business operations, program management, or management consulting, with a track record of driving cross-functional initiatives in complex organizations Strong business acumen, with the ability to connect operational priorities to key business drivers such as revenue, margin, utilization, retention, and growth Proven experience designing and managing enterprise planning processes, prioritization frameworks, and operating cadences that connect strategy to execution Demonstrated success driving organizational change management at scale, including implementing and ensuring adoption of new processes, tools, or operating models Proven ability to influence, challenge, and drive accountability without direct authority, particularly across executive and senior leadership teams Exceptional facilitation and communication skills, with experience leading executive-level discussions, guiding decision-making, and driving alignment on high-stakes topics Strong executive presence, with the ability to command a room, navigate ambiguity, and engage senior leaders in constructive and outcome-oriented conversations Strong organizational and program management skills, with the ability to manage multiple complex, cross-functional initiatives simultaneously Data fluency, with the ability to translate metrics and operational data into clear insights that inform leadership decisions and prioritization Preferred Qualifications: Experience operating in high-growth, agency, or professional services environments , with an understanding of business drivers such as utilization, margin, client delivery, and retention Experience designing, implementing, or evolving company operating systems or planning frameworks (e.g., EOS, OKRs, or similar), with a focus on driving adoption and business impact Background in management consulting or internal strategy & operations , with experience supporting executive leadership on prioritization and execution Experience driving enterprise-level prioritization, planning, and execution across multiple functions , particularly in environments with competing priorities and resource constraints Familiarity with tools such as Notion, Asana, ClickUp, Jira, or similar platforms , with the ability to translate operational needs into effective system design (tool experience is secondary to systems thinking) Physical Requirements: Prolonged periods sitting at a desk and working on a computer. Must be able to lift up to 15 pounds at times. Pay, perks, and such: Salary Range: $120k-$165k 4-Day Work Week (32 Hour Work Week) WFA (Work From Anywhere) Annual Bonus Opportunities 3 weeks PTO as well as Sick Leave and Bereavement 11 paid holidays 401(k) + Match 75% employer paid health benefits (Medical, Dental, Vision) $75/month reimbursement for Physical Wellness $75/month reimbursement for Mental Wellness $1000/year travel fund for employees who have been with Digible 3+ years Dog-Friendly Office Paid Parental Leave Monthly Social Events Weekly Lunches and Snacks for in-office employees HEADS UP! We believe in transparency throughout our hiring process. To help us ensure a great fit, we'll ask you to share a few professional references during the hiring process who can speak to your experience and skills. It’s all part of our commitment to open, honest communication and our core values: Focus, Authenticity, Humility, Curiosity, and Happiness.