Senior Financial Leadership From Someone Who Has Done the Work
360 Advisors was founded on a simple premise: growing businesses deserve CFO-level financial leadership — and they shouldn't have to hire a full-time executive to get it.
Tom Loveless
Tom Loveless is a seasoned financial executive with decades of experience leading the finances of complex healthcare organizations and technology companies. He founded 360 Advisors to bring that same executive-level financial leadership to businesses that need it on a fractional basis.
Tom's background is defined by operating experience — not advisory distance. He has served as CFO of one of Austin's largest pain management organizations, managing the financial complexity of multi-site clinic operations, ambulatory surgery centers, pharmacy, and laboratory services. He has also served as both CFO and CEO of a healthcare SaaS company, giving him a rare combination of financial rigor and executive leadership perspective.
That experience — running real organizations, managing real cash flow, navigating real transactions — is what 360 Advisors brings to every client engagement.
Executive Experience Across Healthcare and Technology
CFO — Advanced Pain Care
Austin, Texas
Served as Chief Financial Officer of one of Austin's largest pain management organizations — a complex, multi-site operation encompassing multiple clinics, ambulatory surgery centers, in-house pharmacy operations, and laboratory services. Responsible for all financial reporting, cash flow management, revenue cycle oversight, provider compensation modeling, and strategic financial planning across the enterprise.
CFO & CEO — VisionWeb
Austin, Texas
Served as both Chief Financial Officer and Chief Executive Officer of VisionWeb, a healthcare SaaS company serving the optometric industry. Led financial strategy, investor relations, product direction, and company operations — bringing both the financial discipline of a CFO and the strategic leadership of a CEO to a growth-stage health tech business.
Advisor — Healthcare & SMB Companies
Ongoing
Provides fractional CFO and strategic advisory services to physician practices, healthcare startups, skilled nursing technology companies, PE-backed healthcare platforms, and growing small to mid-sized businesses across industries.
Areas of Deep Expertise
- Healthcare practice finance and revenue cycle management
- Physician compensation modeling and provider profitability
- Multi-site financial consolidation and reporting
- ASC and ancillary service-line financial management
- SaaS financial modeling, unit economics, and investor reporting
- Cash flow forecasting and liquidity management
- M&A preparation, quality of earnings, and EBITDA analysis
- PE-backed company financial reporting and board support
- Finance team leadership, mentorship, and infrastructure build-out
- Banking relationships, debt management, and covenant compliance
How We Think About This Work
Operators, Not Consultants
There's a meaningful difference between someone who has advised on healthcare finance and someone who has run it. Tom has run it — as a CFO and CEO inside complex organizations. That operating experience shapes every engagement.
Cash and Margins First
Every engagement starts with the same question: where is the cash, and where are the margins? Not frameworks. Not slide decks. A clear-eyed look at the numbers that actually drive the business.
Practical Over Perfect
The best financial analysis is the one that gets used. 360 Advisors builds reporting, forecasts, and financial tools that leadership teams actually rely on — not reports that sit in a folder.
Right-Sized Engagement
Most growing businesses need senior financial leadership, not a full-time CFO. The fractional model delivers executive-level expertise at the right scale and cost for where the business actually is.
Ready to Work Together?
Most engagements start with a conversation about your business, your challenges, and where senior financial support would make the biggest difference.