Join a team where employees truly are our greatest resource. At Cassaday & Company, we've created an award-winning workplace built on radical inclusion and a culture where everyone thinks like owners. We're looking for outstanding professionals who want to grow with a firm that values collaboration, continuous improvement, and putting clients first. If there are no current openings that match your experience and interests, we invite you to submit a general application for future consideration.
What Makes Cassaday Different?
Invested In Employee Development
At Cassaday & Company, your career is more than a job — it's a long-term path of development, learning, and leadership within a team that's collaborative, driven, and genuinely committed to delivering exceptional guidance to the families who rely on us.
From day one, you'll be empowered to contribute meaningfully, sharpen your skills, and grow as we work together to make Cassaday the most competitive choice for clients.
With an average employee age of 37, we're intentionally building careers that span decades — developing today's talent into tomorrow's industry leaders.
Award-Winning Culture
Although a common slogan, we truly believe that our employees are our greatest resource. Being recognized as an outstanding workplace celebrates this belief and fulfills one of our founder’s key objectives: to create a workplace that attracts and retains top talent while ensuring our professionals "think like owners."
Our culture has earned us consistent recognition as a "Best Place to Work" by Washingtonian, Virginia Business, InvestmentNews, and others. Learn more about our culture and why we truly value our "Best Place to Work" awards here.
Commitment to Giving Back
At Cassaday & Company, we're committed to giving back by investing in our community and improving lives. Our Charitable Fund matches employee donations at 200%, supporting local and national organizations that provide basic necessities and create opportunities for those who need them most.
Team members also receive paid volunteer time off and can take part in firm-sponsored service initiatives throughout the year — making it easy to get involved, whether you're giving back on your own or alongside colleagues.
Benefits
We've designed our benefits to support your health, wealth, and happiness at every stage of your career. Our comprehensive and competitive program goes beyond traditional offerings because we know that taking care of your whole self isn't just good for you - it's essential to the meaningful work we do together.
Traditional Medical Benefits
Peace of mind starts with proactive care, which is why we provide access to high-quality coverage, preventive services, and resources that help you care for yourself and those you love.
- Health insurance with fully employer-paid option
- Dental insurance with fully employer-paid option
- Vision insurance
- Life insurance, fully employer-paid
- Short & long-term disability insurance, both fully employer-paid
- Flexible Spending Account option
- Health Savings Account option
Health & Lifestyle
Exceptional work starts with exceptional well-being. From mental health resources and time off to wellness stipends and mindfulness programs, we're committed to helping you thrive in every aspect of your life.
- Paid gym membership/health and wellness benefit
- Hybrid work schedule
- Tax-free dependent and childcare reimbursement
- Paid time off
- Summer Fridays & early release days
- Transportation benefits:
- Free, covered garage parking
- Metro benefits
- Uber voucher program from metro station
- Quarterly office massages
- Annual flu shot clinic
Professional Growth & Development
We center our talent strategy on credentials, continuous improvement, and institutional knowledge. We support your decision to continually invest in yourself.
- Paid time off for studying and exams
- Tuition reimbursement
- Licensing & exam reimbursement
- Mentorship opportunities
- Professional conferences
Financial Wellness
Your financial wellness – today and tomorrow – matters to us. We want to help you plan for the future, protect the people you love, and make the right financial decisions for you.
- Access to financial advisory services
- 401k plan participation
- Competitive compensation with bonus opportunities
Creating Community
We've worked hard to develop a workplace that is unique and distinguishes our firm, where colleagues truly enjoy working together. Our culture is rooted in camaraderie, cross-team collaboration, and creating space to connect beyond the day-to-day.
- Company holiday party
- Social outings (paintball, wineries, concerts, movies, hiking, etc.)
- Happy hours/theme parties
- Company golf outings
- Volunteer opportunities
- Paid time off for volunteering opportunities
- Referral bonus program
- And more!
Internship Opportunities
Ready to gain real-world experience in wealth management while learning from an award-winning team? Our summer internship program offers the opportunity to work alongside seasoned professionals, contribute to meaningful projects, and develop practical, transferable skills you can carry into any professional environment.
Apply Now:
- Submit your resume and cover letter to hr@cassaday.com
- Include information about your academic background, relevant coursework, and career interests
- The internship application window opens annually on October 1st for the upcoming summer. Applications are reviewed on a rolling basis.
We're particularly interested in candidates pursuing degrees in finance, economics, business, or related fields who demonstrate strong analytical skills and a genuine interest in helping others achieve their financial goals.
Questions about our internship program? Contact hr@cassaday.com or 703-506-8200.
