VP of Finance (Edina)

Vice President of Finance DIGIDECK | Minneapolis, MN The Role DIGIDECK is a profitable, founder-led SaaS company at an inflection point. DIGIDECK, our cloud-based presentation and content platform, is used by over 500 professional and collegiate teams, venues, and enterprise brands. We are now building an AI product line on top of that platform, and the economics of that shift (pricing, margin, cost of inference, revenue recognition) will be decided in the next 18 months. We are looking for a VP of Finance to own financial operations end to end and to be the analytical partner to the CEO on the two questions that matter most: how we grow profitably from here, and how we position the company for a future capital event. This is a hands-on role at a company of our size. You will build the model, close the books, redline the contract, and present to the board. You will also be expected to use AI to do all of it faster than a traditional finance org would. What Makes This Job Different We are an AI-forward company, and that isn't a slogan about our product roadmap. It's how we expect this function to operate: You will use AI agents connected to Salesforce, QuickBooks, and Maxio to pull, reconcile, and analyze rather than waiting on manual exports and hand-built spreadsheets. You will use AI to accelerate first-pass contract review and redlining, then apply your own judgment on risk and revenue treatment. You will automate recurring reporting, variance commentary, and board package prep so your time goes to analysis and negotiation, not assembly. You willbuild and own the unit economics of our AI products, including inference and infrastructure cost per account, gross margin under usage growth, and pricing structures that hold margin as adoption scales. If your instinct is to solve a reporting problem by adding headcount, this isn't the right fit. If your instinct is to solve it by building a workflow, keep reading. Responsibilities Financial Strategy & Planning Own budgeting, forecasting, and long-range planning, with a focus on the SaaS metrics that drive valuation: ARR growth, GRR, NRR, CAC payback, LTV/CAC, and Rule of 40 Build and maintain the operating model that supports the company's growth plan and the decision gates within it Partner with the CEO, CTO, and go-to-market leadership on resource allocationand investment tradeoffs Model pricing and packaging decisions, including AI feature pricing, usage-based and hybrid structures, and their impact on revenue recognition and margin Customer Contract Review & Negotiation Lead customer contract review, redlining, and negotiation, optimizing revenue recognition and cash collection while managing risk Balance deal velocity against risk. Sales cycles should not stall in finance Financial Reporting & Compliance Own all financial reporting, month-end and year-end close, and compliance with GAAP and applicable regulatory standards Oversee accounting operations, including billing, A/P, A/R, GL, cost accounting, and revenue recognition Ensure timely, accurate tax and financial filings, and manage internal and external audits Maintain controls and reporting standards that hold up to buyer, investor, and lender scrutiny Report actuals against plan with clear variance analysis and recommended corrective action Transaction Readiness, M&A, and Capital Keep the company diligence-ready on a standing basis: clean data room, defensible ARR and retention reporting, and quality-of-earnings-ready financials Assemble the financial models, materials, and narrative required for a sale process, growth investment, or debt facility Work with external advisors, bankers, and legal counsel, and serve as the finance lead in transaction negotiations Evaluate and execute acquisitions where they accelerate the plan, from diligence through integration Leadership Build a small, high-leverage finance function where tooling and automation do the work that headcount used to Collaborate across the executive team to drive company initiatives, and bring client and commercial insight back into product prioritization Foster accountability, transparency, and continuous improvement Qualifications Required In office role M-Thurs, Remote Fridays 10 years in finance, including 5 years in a leadership role 5 years in SaaS, ideally in a company between $5M and $50M ARR Demonstrated fluency with AI tools in a finance context. You should be able to describe specific workflows you have automated or accelerated, and what it saved Proven experience in customer contract review, redlining, and negotiation Deep command of SaaS metrics, revenue recognition (including usage-based and consumption models), and compliance standards Hands-on experience preparing a SaaS company for a sale, recapitalization, or growth investment M&A experience on both sides of the table, including post-close integration Strong analytical and modeling skills, with advanced budgeting and audit experience Comfort in a hands-on environment where you are both the strategist and the operator Credible presence with customers, partners, employees, investors, and boards Bachelor's degree in Finance, Accounting, Business, or a related field Preferred MBA and/or CPA Experience with QuickBooks Online, Maxio (formerly SaaSOptics), AvaTax, and Salesforce Experience owning the financial model for an AI or consumption-priced product line J-18808-Ljbffr

Principal Architect (Solutions and Automation) (Northbrook)

We're building a world of health around every individual - shaping a more connected, convenient and compassionate health experience. At CVS Health®, you'll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger - helping to simplify health care one person, one family and one community at a time. Role Summary The Principal Architect, Solution Engineering and Automation will be responsible for the business solution designs that include working at the business unit level developing the most advanced end-to-end solution architecture for highly complex and significant initiatives in partnership with key business and IT stakeholders. In this high-impact role, you will build a technology incubation function, identifying, developing, and launching innovative solutions that address critical business challenges, improve patient outcomes, and drive significant value for CVS Health. You will be at the forefront of emerging technologies, working closely with business leaders, technology teams, and external partners to shape the future of pharmacy benefits. What you will do: Provide technology leadership, solution oversight, design reviews and guidance to ensure that the solution adheres to Solution Architecture Guiding Principles and standards while maximizing reuse of technology assets In depth experience in performing Buy vs Build analysis based on the qualitative and quantitative analysis across the available options to provide a final recommendation based on the rationale Actively lead and participate in the Architecture community to drive modernization opportunities for the advancement of PBM technology while keeping in mind the complexities of our IT landscape Develop Reference architecture and implementation and provide leadership, coaching and guidance to App Dev, Technology Services and Solutions and EA to develop/assemble PBM-applicable reference architectures for cloud-native applications to be applied to PBM apps targeted for refactor and optimization Advise and assist App development teams with technical roadblocks such as performance challenges within a solution in key strategic initiatives Develop and maintain forward-looking technology roadmaps that anticipate industry trends and position CVS Health as a technology leader Monitor technology developments across industries to identify opportunities for healthcare applications and competitive advantages Architect solutions leveraging advanced AI/ML capabilities, including Generative AI, Computer Vision, Natural Language Processing, and Predictive Analytics Design and implement automation frameworks that improve operational efficiency and reduce manual intervention Evaluate and integrate cutting-edge development tools, platforms, and methodologies to enhance team productivity Partner closely with business unit leaders, technology teams (architecture, data science, engineering), product management, and other stakeholders to drive innovation initiatives forward. Mentor and guide junior architects and engineers in emerging technology adoption and best practices Collaborate with product management, business stakeholders, and external technology partners to align innovation initiatives with business objectives Establish centers of excellence for emerging technologies and lead knowledge sharing initiatives Partner with academic institutions and technology vendors to stay at the forefront of technological advancement Research, evaluate, and recommend adoption of emerging technologies including next-generation AI/ML frameworks depicting a forward-thinking technology strategy Lead and personally conduct technology feasibility studies and develop proof-of-concept solutions and technology demonstrations for emerging technologies, creating tangible examples of potential business value Present and demonstrate emerging technology capabilities to executive leadership, business stakeholders, and technical teams through compelling demos and prototypes Required Qualifications 10 years in overall design/development experience including: Extensive expertise in cloud platforms with over 7 years of hands‑on experience, primarily in Google Cloud Platform (GCP), with solid experience in Azure and familiarity with AWS, including advanced services like serverless computing, container orchestration, and cloud‑native databases Technical skills in the following areas: Enterprise Level Platform Service and Integration Expert in Software Architecture/Design patterns especially Domain Driven Architecture and Microservices, high‑level and low‑level architectures, technology best practices, technical debt reduction and modernization initiatives. Proficiency in Security, Automation and Observability along with a working knowledge of IT operations Experience in enterprise development tools, SDLC methodologies and Observability platforms Experience working with technologies that serve as integration layers between modern applications and legacy infrastructure, leveraging streaming platforms like Apache Kafka, Apache Pulsar, or similar Proven success influencing major technology decisions and collaborating with leadership and engineering teams Proven experience in automating complex processes and building intelligent automation frameworks. Experience in implementing RPA (Robotic Process Automation) solutions using platforms such as UiPath and Automation Anywhere Strong presentation and demonstration skills with ability to communicate complex technical concepts to diverse audiences Experience mentoring technical teams and driving adoption of new technologies across large organizations Proven ability to work collaboratively with business stakeholders to translate emerging technology capabilities into business value Preferred Qualifications Health Care Industry domain knowledge and understanding of healthcare technology challenges and opportunities Experience with healthcare data standards and regulatory compliance requirements Knowledge of digital health trends and emerging healthcare technologies Comprehensive knowledge of storage technologies (SQL/NoSQL) and caching solutions Skilled in building high-performance cloud-native solutions Speaking experience at technology conferences and industry events Participation in open‑source projects and technology communities Experience with design thinking methodologies and innovation frameworks Education Bachelor Degree in Computer Science or related field or equivalent experience Pay Range The typical pay range for this role is: $144,200.00 - $288,400.00 This pay range represents the base hourly rate or base annual full‑time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company's equity award program. Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong. Great benefits for great people We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families. This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility. Additional details about available benefits are provided during the application process and on Benefits Moments. We anticipate the application window for this opening will close on: 09/24/2026 Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws. J-18808-Ljbffr

Principal Architect (Salt Lake City)

PRINCIPAL ARCHITECT COLORADO Compensation: $150,000-$180,000 Performance Bonus Join an established, multidisciplinary architecture & design firm known for award-winning resorts, hospitality destinations, residential communities, and recreation-focused environments-grounded in landscape, culture, and a true sense of place. This is a rare opportunity to step into a senior leadership position and help shape both the design direction and business growth of the practice. What You'll Do Lead strategy growth: Build and expand a pipeline across resort, hospitality, mixed-use, multifamily, and destination-community work. Own client relationships: Act as trusted advisor for key accounts; guide projects from vision through construction. Drive design excellence: Provide senior design leadership on complex, context-sensitive projects-balancing creativity with budget, schedule, constructability, and sustainability. Guide multidisciplinary teams: Partner with architecture, master planning, landscape architecture, and interiors to create cohesive, memorable destinations. Mentor future leaders: Lead, coach, and develop architects in a collaborative studio culture. Oversee project performance: Support teams with executive-level oversight around scope, risk, profitability, and quality. What We're Looking For Professional degree in Architecture (accredited) Licensed Architect (AIA preferred), ideally Colorado-registered or eligible 12 years of progressive experience with senior leadership responsibilities Proven leadership on resort/hospitality, mountain, environmentally sensitive, or destination-community projects Strong track record in client development and securing/expanding work Solid command of contracts, financials, delivery, codes/entitlements, and construction Excellent communication, presentation, and relationship-building skills Why You'll Love This Role Take real ownership of strategy, client pursuits, and design leadership in a respected international practice Work in a culture built on collaboration, contextual design, and exceptional quality Create destinations that feel authentic to Colorado's—and the world's—landscape J-18808-Ljbffr