Job Description
We are seeking a Senior Program Manager to lead a digital initiative currently in the innovation phase, where much of the problem space, scope, and delivery model are still undefined.
This role is ideal for someone who thrives in ambiguity, can quickly absorb complex contexts, and proactively drives clarity across teams. You will play a critical role in forming and guiding a cross‑functional pod, identifying gaps, and defining what needs to happen next to move from concept to a commercializable digital product.
This is a hands‑on, execution‑oriented role that requires assertiveness, strong judgment, and a “bulldog” mentality — someone who calls things as they see them and takes ownership rather than waiting for direction.
Key Responsibilities
Lead program execution in an early‑stage innovation environment with high ambiguity and limited initial definition.
Help shape and stand up a cross‑functional pod, identifying who needs to be involved across product, engineering, pricing, marketing, and go‑to‑market.
Proactively identify gaps (e.g., pricing, MVP definition, customer messaging) and take ownership to close them.
Define what needs to happen next and drive alignment on priorities, milestones, and dependencies.
Act as a strong voice of the customer, ensuring solutions are commercializable and aligned to customer value.
Partner closely with product, engineering, and business stakeholders to move from concept → MVP → release.
Program manage the release of a digital application, ensuring clarity across scope, readiness, and delivery.
Drive execution using structured program management practices while remaining flexible to evolving needs.
Communicate clearly and assertively with senior stakeholders, surfacing risks, tradeoffs, and recommendations.
We are a company committed to creating inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity employer that believes everyone matters. Qualified candidates will receive consideration for employment opportunities without regard to race, religion, sex, age, marital status, national origin, sexual orientation, citizenship status, disability, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to Human Resources Request Form. The EEOC "Know Your Rights" Poster is available here.
We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.
Required Skills & Experience
Senior‑level Program Management experience, particularly in innovation or early‑stage product environments.
Proven success operating in high ambiguity, with the ability to define structure where none exists.
Experience program managing the delivery or release of a digital application (e.g., healthcare, enterprise, SaaS).
Strong commercial mindset:
Experience with subscription models, value delivery, or monetized digital products.
Ability to think through pricing, packaging, and customer value.
Demonstrated ability to proactively identify gaps and take ownership to resolve them.
Assertive communicator who can challenge assumptions and “call it as they see it.”
Strong stakeholder management skills across product, engineering, and business teams.
Experience using Azure DevOps (ADO) for program tracking, delivery coordination, or execution management.
Ability to provide very specific, real examples of:
Driving clarity in ambiguous situations.
Making decisions with incomplete information.
Influencing without authority.
Nice to Have Skills & Experience
Experience incorporating or enabling AI‑driven capabilities within digital products.
Background in lodging, hospitality, or adjacent intelligence/analytics platforms.
Experience differentiating product work vs. systems/platform work and managing both effectively.
Prior experience working in distributed or hybrid team environments.
Familiarity with MVP definition and early go‑to‑market planning.
Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.