Manager of Strategic Finance at ParentSquare: 100% Remote (US)

Manager of Strategic Finance

ParentSquare is a rapidly growing Santa Barbara-based company that’s changing the way schools and parents communicate every day. Sound simple? We strive to keep it that way! Our mission is to give schools the power to incredibly enhance family engagement for all students. ParentSquare and RemindHub, our flagship products, serve over 22 million students and drive our mission by providing unified communications tools -forms, sign ups, payments, RSVPs, direct messaging, language translations, chat and more. Remind Chat, our free product, reaches over 80% of K-12 students, providing a safe and easy-to-use platform for direct communication between teachers and families. And our latest innovation, SmartSites, offers state-of-the-art websites for school districts, enhancing their online presence and accessibility.

We are not just creating a product; we are creating empowered educators and engaged parents to improve the lives of all students. We are passionate advocates for our customers and for our employees and we invite you to join us on this exciting journey.

Who we’re looking for:

We are seeking a highly analytical and motivated Manager of Strategic Finance to be a critical partner in shaping ParentSquare's strategic direction and business decision-making. This role will focus on strategic projects, cross-functional business partnering, and corporate development. The Manager of Strategic Finance will play a key role in structuring ambiguous business problems, evaluating growth opportunities, and delivering insight-driven recommendations to executive leadership.

This role will include:

Strategic Projects & Corporate Development: Lead strategic initiatives to drive organic and inorganic growth, including M&A evaluation and diligence support, pricing and packaging strategy, and business cases for new products or markets.

Cross-Functional Business Partnering: Serve as a strategic finance partner to business leaders and the executive team, delivering analysis on unit economics, ROI on strategic initiatives, and evaluation of build-vs-buy and partnership decisions.

Cross-Functional Initiative Leadership: Partner with Product, Sales, Marketing, Customer Success, and Operations on high-priority initiatives requiring financial analysis and business case development, driving the work from analysis through executive recommendation.

Strategic Reporting & KPI Frameworks: Build AI-enabled reporting frameworks and dashboards that deepen real-time visibility into progress against strategic growth initiatives.

AI-Driven Analysis & Process Automation: Design and deploy AI agents and automated workflows that scale financial analyses, research, and reporting processes, extending the team's analytical capacity as the business grows.

Our ideal candidate will have the following:

5+ years of prior experience in strategic finance at a SaaS company, strategy consulting, investment banking, private equity, or corporate development.

An AI-native mindset: you are proactive about using AI tools to accelerate research, modeling, and strategic analysis.

Strong financial modeling and analytical skills (a modeling test will be part of the process).

Comfort with ambiguity and the ability to structure unstructured, open-ended business problems into clear frameworks and recommendations.

Strong executive communication and storytelling skills, with experience preparing materials for and presenting to senior leadership or a board.

Strong cross-functional collaboration, with the ability to balance attention to detail with a view of the bigger strategic picture.

A self-starter with a bias to action - a proactive problem-solver who can roll up their sleeves and thrive in a fast-paced, high-growth environment.

The perks of working for us are great!

You’ll get your foot in the door as our company continues to grow. We’re big believers in work-life balance and provide:

Employer-paid health insurance (including dependent coverage)

An employer-matched 401K retirement savings program from day 1

Paid Parental Leave

Stock options

Health + wellness reimbursements

PTO that increases each year

15 paid holidays, including your birthday!

As a fully remote team, we’ll make sure you have all the tools and equipment you need to make your home office a place where you can thrive.

We're an equal opportunity employer. All applicants will be considered for employment without attention to age, race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status. We are committed to maintaining a drug-free workplace in compliance with applicable state laws.

The salary range for this role will be $150,000-$185,000, DOE.

General & Administrative

Remote (United States)

Back to blog

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...