Oak Road Wealth Management
Industry: Financial Planning & Wealth Management

Case Study:
David Versus Goliath – Transforming a One-Person Wealth Advisory into a National Firm
The founder of Oak Road Wealth Management had the expertise but lacked the confidence and support needed to grow the business beyond its current state. While the firm was capable, it was not positioned to compete with larger wealth advisors, and the founder struggled with aspects of the business that solopreneurs often find challenging, such as marketing and scaling operations.
Diffactory worked closely with the founder to build a growth strategy, allowing the small firm to punch above its weight. We provided the confidence, tools, and resources necessary to solicit and secure 401k management contracts from larger companies. In addition, we facilitated a key partnership by introducing the founder to his now business partner who complemented the founder’s skills and filled gaps in the firm’s operations.
- Confidence Building
Worked with the founder to build a strategic approach for soliciting and managing 401k accounts for large companies, positioning the firm as a capable and professional alternative to larger wealth advisors.
- Partnership Introduction
Introduced the founder to a business partner who took on critical roles that the founder wasn’t as comfortable handling, such as operations and business development, enabling a stronger and more balanced company structure.
- Growth Strategy
Developed a plan to expand the firm’s client base through targeted partnerships and outreach to companies needing wealth management and 401k administration services.
- Increased Client Base
The firm began securing 401k management contracts with larger companies, significantly increasing its revenue and expanding its service offerings.
- Business Partnership Success
The new business partner played a crucial role in stabilizing and growing the firm, handling aspects of the business that allowed the founder to focus on client relationships and financial planning.
- Reputation Growth
The firm, once a small, independent operation, is now recognized as a high-class wealth advisory on the radar of major businesses and organizations in the market.
Through strategic guidance, partnership facilitation, and confidence building, Diffactory helped a small, one-person wealth advisory firm transform into a competitive, high-class operation. By securing larger clients and building a solid business foundation, the firm thrives in a competitive space traditionally dominated by much larger players.