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Head of Workforce Reinvention

Job in Portland, Multnomah County, Oregon, 97204, USA
Listing for: OpenSesame
Full Time, Seasonal/Temporary, Apprenticeship/Internship position
Listed on 2026-01-27
Job specializations:
  • Finance & Banking
    Financial Analyst, Financial Reporting
Salary/Wage Range or Industry Benchmark: 18 USD Hourly USD 18.00 HOUR
Job Description & How to Apply Below

Internship Overview

Open Sesame seeks passionate, driven students to join our paid summer internship program and gain hands-on experience in a fast-growing, remote-first B2B SaaS company developing AI-powered products that help organizations upskill their people, transform performance, and fuel long-term growth.

In this immersive program, you’ll join the Accounting and Finance team and contribute to meaningful projects that support Open Sesame’s financial growth and success. Whether you’re supporting accounting processes that keep our financial records accurate or analyzing data to forecast company performance, you’ll play an important role in maintaining Open Sesame’s financial health and helping us grow responsibly.

Along the way, you’ll collaborate across departments, connect with company leadership, and explore how AI and automation are transforming financial analysis, reporting, and process improvement.

About the Accounting and Finance Team

At Open Sesame, our Finance and Accounting team works hand in hand to drive growth and ensure financial excellence. Together, they turn data into strategy—managing forecasting, planning, payroll, and reporting to guide smart business decisions and maintain our financial health.

Interns gain hands-on experience with key SaaS metrics like recurring revenue, ARR, and churn, while supporting reconciliations, AR collections, and expense management. By contributing to accurate insights and efficient operations, the team helps power Open Sesame’s continued success.

Performance-Based Objectives

By 2 Weeks

  • Learn Open Sesame’s financial systems and processes.
  • Gain exposure to SaaS financial models and recurring revenue concepts.
  • Assist with reconciliations and ensuring financial records are accurate.

By 30 Days

  • Take responsibility for managing tasks such as AR collections emails, expense reimbursement transactions, and bank reconciliations.
  • Support the Finance team in updating forecasting models and analyzing historical trends.
  • Contribute to financial reports and provide insights for decision-making.
  • Explore how AI tools can automate data analysis, streamline reconciliations, or enhance reporting accuracy.

By 60 Days

  • Take ownership of a project that improves accuracy, efficiency, or visibility in accounting or finance workflows.
  • Present your findings from your project to the Finance & Accounting team or leadership, highlighting measurable impact and key takeaways.

Creative Project Requirement: As part of your application, you are required to submit a creative project that helps us get to know you beyond your resume. You’re encouraged to choose any format that best represents you — for example, a short video (under 5 minutes), slide deck, written reflection, cover letter, vision board, Miro board
, or another medium that showcases your ideas and personality.

In your project, please answer the following three questions:

  • How do you see Open Sesame fitting into your career journey or long-term goals?
  • What strengths, skills, or perspectives will you bring to Open Sesame to make an impact and contribute to our mission?
  • What excites you most about working with AI, and how do you think it can shape the future of learning and work?

You’ll share a link to your project as part of your application. To ensure your project is effectively reviewed, please keep it concise and focused. Think of it as your opportunity to show us how you bring ideas to life and what makes your perspective stand out. We’re drawn to curiosity, creativity, and authentic expression.

Final date to receive applications: Friday, 27th February 2026

Program Dates:

  • Anticipated Start: Tuesday, 16 June 2026
  • Anticipated End: Friday, 28 August 2026 (We can adjust up to two weeks earlier for students returning to school before the program concludes)

Commitment:

  • Full-time (40 hours/week)

Eligibility and

Location:

  • Must be a current student enrolled in a college/university program or have graduated within the past 12 months (undergraduate, postgraduate, or associate programs accepted)
  • This position is fully remote and can be based anywhere in the U.S.

Compensation:

Standard: $18/hour

Fully Remote Role: Interns must have a personal computer and…

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