Outrigger Hospitality Group Appointed New CFO
The appointment signals a shift in financial leadership for one of Hawaii’s major hospitality operators.
Updated on Sept. 30, 2026 in Hospitality

Outrigger Hospitality Group has named Brian Regula as its new chief financial officer to steer the firm's financial and operational strategy. Regula brings extensive experience from previous senior roles at major hotel management companies.
Why it matters
The hire marks a strategic transition as Outrigger prepares for its next phase of growth, with the new CFO tasked with strengthening revenue performance through data-driven financial oversight.
Brian Regula joins the firm with over 20 years of senior finance leadership experience. He most recently managed a portfolio of 130 hotels while serving as SVP of finance operations at Pyramid Global Hospitality.
The players
Outrigger Hospitality Group
A major hotel and resort management firm with significant operations and real estate presence in Hawaii.
Brian Regula
A finance executive with over 20 years of experience who previously managed operations for a 130-hotel portfolio at Pyramid Global Hospitality.
The details
In his new role, Regula is responsible for leading Outrigger's financial strategy and enabling data-driven decision-making across the organization. He will focus on executing strategic, financial, and operational initiatives intended to bolster the company's revenue performance.
Timeline
September 30, 2026: Brian Regula was officially named CFO of Outrigger Hospitality Group.
Market Landscape
Regula’s hiring follows a broader industry trend of recruiting executives with experience managing complex, multi-property portfolios. This move parallels the 2026 consolidation of regional management roles at Pyramid Global Hospitality.
Local hospitality operators should monitor how the new financial leadership at Outrigger adjusts operational cost structures and revenue management models. Keep an eye on potential changes in procurement or partnership strategies as the company begins its next growth chapter.
The takeaway
Large-scale hospitality firms are increasingly prioritizing data-driven financial leadership to navigate tightening margins and scale. Operators should review their own financial reporting cadence to ensure it supports similar executive-level decision-making.
Further reading
For more on shifts in the state's travel and lodging market, see our Hospitality section.
Source note: This article includes information reported by Hotel Business.








