Frequently Asked Questions

Unlike traditional firms built on compliance and volume, Scott Rudolph operates as a virtual, advisory-only tax strategist. He serves a select group of clients—typically founders, executives, and family offices—providing deep, proactive guidance rather than transactional tax work. His approach focuses on strategic tax planning, entity structure optimization, and long-horizon wealth design, ensuring every decision supports long-term financial outcomes.

Scott’s clients are high-net-worth individuals, business owners, and organizations with complex financial structures. They often manage multiple entities, operate across states, or are preparing for liquidity or succession events. The ideal client values proactive planning, high-level access, and a trusted strategist who integrates seamlessly with their existing financial and legal teams.

No. Scott’s model is advisory-only—he does not handle tax compliance or filing. Instead, he partners with clients’ existing CPAs or filing teams to ensure that implementation aligns with his strategic guidance. This separation allows him to remain focused on forward-looking planning, structure design, and long-term optimization.

Scott’s areas of expertise include:

  • Strategic Tax Planning and Tax Projections & Modeling

  • Entity Structure Optimization and Inter-Company Flow Design

  • Multi-State Tax Planning and Cross-State Exposure Strategy

  • Real Estate and Equity Tax Strategy

  • Cost Segregation and Exit Planning

  • Founder and Executive Compensation Planning

  • Family Office Tax Advisory

Each engagement is fully customized to the client’s portfolio, goals, and timeline.

Scott’s virtual CPA advisory model allows him to work seamlessly with clients nationwide. All consultations, reviews, and planning sessions are conducted remotely through secure communication channels. Clients receive continuous access, data-driven modeling, and collaborative strategy updates without the limitations of traditional firm structures.

The Take Two® Review is Scott’s in-depth evaluation of your current tax strategy and structure. It’s designed to uncover inefficiencies, identify missed opportunities, and highlight areas where restructuring or new planning can improve outcomes. Many clients begin with this review to benchmark their current position before engaging in long-term advisory.

Scott frequently collaborates with clients’ existing accountants, attorneys, and financial advisors. His role is to provide strategic oversight and coordination—ensuring that entity structures, compensation plans, and tax strategies work together rather than in silos. The result is a unified, forward-looking approach to tax and wealth management.

Because his model is intentionally selective, Scott works with only a small roster of clients at any time. The process begins with an introductory conversation to assess fit, review goals, and outline potential areas of impact. If alignment exists, he develops a proposal for ongoing strategic engagement tailored to your needs.

Still Have Questions?

Scott’s advisory model is designed for those who expect precision, discretion, and depth from their tax strategist. Whether you’re preparing for an exit, navigating multi-entity complexity, or building a family office structure, Scott Rudolph can help you take a more strategic approach.

Contact Scott today to schedule an introduction and discover how proactive, high-level tax planning can redefine your financial strategy.

Get in Touch