Executive Assistant

Executive Assistant / Personal Assistant to the CEO

PROSPR Financial Wellness · On-site, Toms River, NJ · Full-time

About the role

We’re looking for a proactive, highly organized Executive & Personal Assistant to work directly with our CEO/Founder. You’ll handle both business and personal support: managing schedules, coordinating logistics, and handling time-sensitive tasks with discretion. The goal is to keep day-to-day details off the CEO’s plate so they can focus on the big picture.

What you’ll do

• Manage the CEO’s professional and personal calendars, appointments, and task tracking
• Coordinate business and personal travel, errands, and correspondence
• Act as the main point of contact between the CEO, the team, and vendors
• Protect the CEO’s time by filtering requests and fixing issues early
• Own day-to-day workflows in Asana and Gmail, including task routing and reminders
• Document and improve internal processes, and help roll out AI and automation tools

What we’re looking for

• Proactive, sharp-thinking, and calm in a fast-paced environment
• Exceptionally organized, with strong multitasking and attention to detail
• Clear, prompt communication, both written and verbal
• Trustworthy with confidential business and personal matters
• Experience with Asana (or similar) and Google Workspace, especially Gmail
• Comfortable with travel planning, scheduling, basic budgets, and expense tracking
• Quick to learn new tools with little guidance

Details

Location: On-site, Toms River, NJ
Schedule: Full-time
Compensation: Commensurate with experience

Apply Now

Submit your resume and a short note explaining why you’re a great fit.

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Chava Caplan

Financial Coach

Chava brings warmth, clarity, and practical tools to her role as a Financial Coach at PROSPR. She works with individuals and couples to help them feel more confident and empowered with their money, especially during times of change.

She is a Certified Life Coach (Darco Coaching) and Certified Mesila Financial Coach, combining her financial training with a compassionate, client-centered approach. Her background in grief support allows her to guide clients with sensitivity through emotionally charged financial decisions.

Chava creates a supportive space where clients can feel safe, seen, and successful in their financial journeys.

Milena

Concierge Coach

Milena supports day-to-day operations at PROSPR as our Concierge Coach, working closely with founder Simi Mandelbaum to keep clients organized and on track. She keeps your financial plan running smoothly: handling updates, tracking transactions, and offering real-time support so nothing falls through the cracks.

She holds a BA in Business and is currently pursuing further studies while working full-time. Outside of work, she enjoys reading, snowboarding, and spending quality time with friends over coffee.

Shira Rubinstein

Tech & Concierge Lead

Shira leads PROSPR’s tech operations and concierge services, combining her background in Computer Science with a thoughtful, people-first approach. She’s passionate about making systems more efficient and ensuring every client has a seamless, supportive experience.

Shira loves family safaris and staying closely connected to her roots. She brings warmth, precision, and care to every aspect of her work.

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Kimberly Olson, AFC Candidate

Financial Coach

Kimberly brings her many years of experience as an analyst and accountant to the PROSPR Coaching team. Her desire to help others overcome their obstacles and achieve financial freedom has led her to pursue financial coaching with PROSPR.
Kimberly has passed the rigorous Accredited Financial Counselor® exam and is in the process of completing her certification. In her spare time, she volunteers at a number of community centers helping those in need of financial counseling. She enjoys spending time outdoors with her family and dog in her home state of Minnesota.

Meir Neiman, MBA

Financial Coach

Meir has been the recipient and received the benefit of PROSPR financial coaching. He has a deep passion for passing those benefits on to others.
Meir earned his MBA in Business Administration with a concentration in Finance from Bellevue University. He has 10+ years of experience in the financial services area, specifically in the complex Home Buying or Mortgage process.
Meir lives in New Jersey with his wife and 6 children.

Ariella Gofman, FFC

Lead Financial Coach

As PROSPR’s Lead Financial Coach, Ariella blends strategic insight with a deep understanding of human behavior. She helps clients build money systems that reflect their values, reduce stress, and support long-term growth, using the PROSPR Plan Software as a guide.

Ariella is a Certified Family Financial Coach (Esh Lidor) and Certified Financial Literacy Educator (Mesila International). She also teaches at Michlalah College for Women in Jerusalem, where students describe her classes as “life-changing,” “practical,” and “transformative.”

She’s the founder of My Sister’s Closet, a nonprofit clothing boutique that supports women in need with dignity and care. Across all her work, Ariella is driven by one goal: helping people live more intentionally, with clarity and alignment. She brings a heartfelt and grounded energy that makes big ideas feel manageable and achievable.

Simi Mandelbaum CFT™, AFC®, FBS®

Founder & CEO

Simi is the Founder and CEO of PROSPR Financial Wellness. She launched PROSPR after experiencing firsthand the stress and confusion that often comes with managing money—and made it her mission to help others find clarity, confidence, and calm.

A Certified Financial Therapist (CFT™), Accredited Financial Counselor (AFC®), and Financial Behavior Specialist (FBS®), Simi has helped hundreds of clients reduce debt, grow income, and align their finances with their values. She’s also the creator of The PROSPR Plan Software™, a cash flow management tool designed for both ADHD and non-ADHD users.

Simi has been featured on Kosher Money, Nerd Wallet, The Voice of Lakewood, Ami Living, Mishpacha Magazine and various other podcasts and publications. She has spoken at national conferences including the 2024 International ADHD Conference, the AFCPE National Convention, and the Financial Therapy Association Annual Conference.

Christopher Stuart

Software Specialist

Chris is PROSPR’s all-around Software Guru. He is certified in a number of technologies and specializes in Data Architecture, Zapier, Web Design, Google Workspace Administration, JavaScript, Node.js, GitHub, WordPress, and Google Apps Script, among others.
Chris brings his skills as a former Firefighter at Elk Creek Fire Protection District, with expertise in Problem Solving and Incident Management, to his position at PROSPR. He is always up to the challenge of solving any IT crisis the Company may face.