About the job
Join the Revolution at Check
At Check, we simplify the process of paying people. Our mission extends beyond just building our company; we collaborate with our partners to create and enhance payroll businesses. As pioneers in embedded payroll, we are transforming how payments are made, enabling payroll businesses to launch, expand, and succeed. Discover more about us | Listen to our story.
Check is not merely API infrastructure; we are a launchpad for building and scaling payroll ventures.
Our Team
Payroll systems are outdated. Join us in fixing them alongside a team that shares your passion! At Check, you'll leverage creative problem-solving, critical thinking, and determination to influence every venture we undertake. We view challenges as opportunities for innovation, transcending conventional role boundaries to harness the unique strengths each team member brings to our mission.
If you are ready to engage hands-on and reshape payroll processes, let’s work together to simplify complexities, make a meaningful impact, and foster a brighter future for businesses of all sizes.
About the Role
We are on the lookout for a Strategic Initiatives Lead to tackle our most critical and ambiguous challenges, transforming them into sustainable solutions.
This role emphasizes rapid problem identification, discerning what truly matters amidst the noise. We seek an innovative thinker who seeks straightforward solutions using a variety of tools, including product modifications, engineering solutions, operational process adjustments, AI workflows, and custom process design.
Collaboration will be key as you partner closely with our COO and engage across the organization on issues that transcend single functions: from planning and forecasting operational teams to reimagining complex workflows with an AI-focused approach. Many of these challenges will require a technical understanding—analyzing data, utilizing AI tools, and comprehending the underlying data models and systems. Some challenges may necessitate building from the ground up, while others will involve bridging gaps across teams and systems that lack clear communication.
The challenges you will face do not come with predefined solutions; they carry significant stakes, intricate details, and teams relying on you to navigate and resolve them. This position is for a leader, yet it is designed to be hands-on. You will oversee initiatives from start to finish: the strategy, the execution, and the results.

