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FinStrat Management is hiring: Chief Financial Officer (Remote) (Annapolis) in Annapolis

March 6, 2026

The Role FinStrat Management (FSM) is seeking a motivated individual to join our team as a client-facing Chief Financial Officer. This is a great opportunity to build a team, implement best practices, and help scale both our company and our clients. Responsibilities Manage FSM client engagements as a virtual Chief Financial Officer Provide insight and recommendations related to clients growth strategy, as well as input regarding the financial implications of major business decisions Implement controls, frameworks, policies and systems that capture and utilize timely and accurate data across clients business, as well as financial planning, budgets, forecasting and closing processes Analyze clients financial results with respect to profits, trends, arenaflex and compliance with budgets Present and provide insight on financial results with a narrative on results, variances to plan, trends, and key metrics Provide leadership in the execution of financial transactions, including financing, acquisitions, facilities, and partnerships Manage cash utilization, and debt facilitates to maintain a strong foundation of liquidity for clients growth Collaborate with clients CRO and sales team on contracts and contract processes Serve as a liaison between clients and their outside legal counsel Oversee clients stock option, commission, and benefit plans Direct and support FSM staff assigned to client engagements Ensure deliverables meet FSMs quality standard Provide five-star client service Job Requirements Professional background ~10+ years of financial experience with recent experience as CFO or VP of Finance at a growing SaaS or software company ~ Solid understanding of software revenue recognition, SaaS metrics, and associated best practices ~ Success implementing and optimizing process, procedures, and infrastructure to enable scale and support growth (organic and inorganic) ~ Experience in leading fundraising efforts, ideally at a growth stage company Soft Skills Capable, confident leader Ability to handle multiple client engagements simultaneously Commitment and ability to meet critical business deadlines Self-starter with strong organizational skills Exceptional attention to detail Excellent research and problem-solving skills Strong communication and social skills Able to receive constructive feedback Comfortable working in a dynamic environment Education Bachelors degree in Accounting or Finance is required CPA preferred but is not required (the company will reimburse exam costs following successful completion) Benefits and Perks Compensation commensurate with experience Flexible work schedule Unlimited vacation Medical, dental, and vision insurance Ongoing education and training Bonuses and profit-sharing #J-18808-Ljbffr Apply tot his job

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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...

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