Rob Howland

Rob Howland, CERTIFIED FINANCIAL PLANNER® works with multi-generational families, professionals, and business owners to make confident, long-range financial decisions rooted in clarity and purpose. As managing partner of Howland and Associates, Rob represents the next generation of leadership in a fiduciary firm with more than three decades of portfolio management experience. Rob blends deep, disciplined research with a forward-thinking approach.


Guided and inspired by a family with a long legacy in wealth management, Rob brings a steady hand and a trained eye to every relationship. He specializes in designing customized investment strategies and expanding the firm's emphasis on sustainable investments. Rob has also broadened Howland and Associates’ philanthropic reach through support for education, environmental initiatives, and the arts—areas reflecting both personal passion and community responsibility. 


Rob completed his financial planning program of study at the University of Miami and holds degrees in History and Media from Southern Methodist University. His interests outside the office reflect his curiosity and pursuit of lifelong learning, with a particular focus on sailing and ceramic arts. 


Dedicated, erudite, and considerate, Rob continues to build on his family’s legacy in wealth management, guiding trusted clients toward their financial values and long-term goals. 

 

Rob Howland
Displaying 3 results
Cybersecurity has become part of the advisory relationship itself
EXPERT ADVICE JUN 10, 2026
Cybersecurity has become part of the advisory relationship itself

Cybersecurity is often framed as a technology problem. In my experience, the biggest vulnerabilities rarely sit inside a server room

The Great Wealth Transfer Is a Defining Moment for RIAs
EXPERT ADVICE MAR 17, 2026
The Great Wealth Transfer Is a Defining Moment for RIAs

Rob Howland explains why the Great Wealth Transfer will reward RIAs who listen, educate, and guide families through complexity - not those who simply chase more assets.

Challenging 60/40 and hype-driven themes
EXPERT ADVICE JAN 08, 2026
Challenging 60/40 and hype-driven themes

A veteran adviser pushes back on default portfolio rules and buzz-fueled bets.