Our Team
Jessica Hellwarth-Rosenbaum
Jessica brings over 20 years of experience as a seasoned professional in the medical field, with a strong background in Home Healthcare for Seniors, Corporate Finance, Medical Insurance Claims, Auditing, and Business Office Management. This diverse skill set has shaped her compassionate, detail-oriented approach and the high level of care she brings to every client interaction.
Motivated by a desire to make a meaningful impact beyond the healthcare industry, Jessica transitioned into the legal field, working as a paralegal under the supervision of a licensed Florida attorney. During this time, she gained hands-on experience in multiple areas of law, with a growing focus on estate planning. Her passion for this work deepened after experiencing the emotional and financial toll of a lengthy probate process in her own family—a life event that inspired her to help others plan ahead and avoid the same hardship.
With the support of her husband, Blake, and under the continued mentorship of an experienced Florida attorney, Jessica founded Encompass Pro Se in Port Orange. Her mission is to offer accessible, attorney-backed estate planning solutions—including wills, trusts, Lady Bird deeds, powers of attorney, and other vital legal documents—at a fraction of the cost charged by traditional law firms.
Jessica holds a Bachelor’s degree in Psychology with a minor in Medical Business Management from Daytona State College. Her unique blend of healthcare empathy, legal training, and business expertise makes her a trusted advocate for individuals and families looking to protect their loved ones with clarity, compassion, and confidence.
Blake Rosenbaum
Blake Rosenbaum is a seasoned Operations Manager with over 15 years of experience leading multi-million-dollar businesses across a variety of industries. With a background in negotiation, business development, and strategic operations, Blake has built a strong reputation for driving growth, streamlining efficiency, and delivering results.
Blake studied Business Management and Accounting at Valencia College, laying the foundation for his deep expertise in operations, finance, and client service.
A proud U.S. Army veteran, Blake brings a mission-first mindset, a strong sense of discipline, and an unwavering commitment to integrity in all that he does. His leadership reflects his military background—dependable, focused, and always service-driven.
Blake’s journey into the estate planning world was shaped by personal experience. After losing both of his parents, he witnessed the emotional and legal challenges that arise when families are unprepared. Motivated to help others avoid the same hardship, he joined his wife, Jessica, in building Encompass Pro Se in Port Orange—a business dedicated to helping people plan ahead and protect their families.
As co-owner and operations lead at Encompass Pro Se, Blake oversees the daily business functions, long-term planning, and client support. He works closely alongside Jessica to ensure that each client receives thoughtful, respectful, and personalized care. All documents are reviewed and drafted by a licensed Florida attorney, ensuring legal accuracy and full compliance.
For Blake, this business is more than just paperwork—it’s personal. He takes great pride in the peace of mind Encompass Pro Se brings to Florida families, and he is deeply committed to helping others secure their futures with clarity and confidence.