Dominic Sylvester
Dallas, TX | [email protected] | +1 (617) 407-1025 | https://www.linkedin.com/in/dom-sylvester/
Finance and technology professional with experience spanning Big Four public accounting, corporate finance, and private capital. Dual business and technical background with expertise in automated solutions using JavaScript and Python to enhance business operations and increase margins.
Dallas, Texas · CPA · EY Tax Technology & Transformation
Dominic Sylvester builds software and puts technology to work to remove pain points and make processes productive.
The through-line of my career is digital transformation — leveraging technology and building software to enhance productivity. Finance and risk management are the domains where that thread has been applied, not the story itself.
The arc
Discovery — the pattern, found at PwC
I found the pattern at PwC. As a Digital Accelerator and then a Senior Digital Accelerator, I advised public and private clients on financial reporting, controls, and process optimization — and built automated solutions with Alteryx, Python, and UiPath. The work was never really about the spreadsheet; it was about removing the pain from the process, so the work ran faster and more reliably than the way it had always been done.
Scaling — the pattern, carried into enterprise finance
At Cisco I carried the pattern inside enterprise finance as a Senior Financial Analyst. I supported enterprise financial operations and digital transformation initiatives, brought a business-architect mindset to financial optimization, and led cross-functional transformation efforts and design-thinking workshops. The question was the same, only at enterprise scale: where could automation remove the pain from how finance worked?
Owning — the pattern, applied as a founder
As a founder, I applied the thread directly. I founded Volare Capital in December 2021 and Volare Risk Management in November 2023, and built a risk management platform for insurance portfolio management. Diligence, underwriting, and reporting that once lived in spreadsheets were automated, so risk work happens in software rather than in manual files.
Now — tax alpha, at scale
In April 2026 I joined EY as a Manager in Tax Technology & Transformation for Financial Services. The thread now runs on a Big Four platform: working with leading asset managers and insurance companies to identify where AI and process improvement can raise profitability and deliver optimal tax alpha. The question has not changed — only the stage it plays on.
“Where is the pain in this process — and what does the software need to be to remove it?”
Journey
- 2026Now
Manager, Tax Technology & TransformationNow
AI and process improvement that raise profitability and tax alpha for asset managers and insurers.
- 2023Owning
Principal
Founded a specialty risk advisory firm for institutional asset managers and family offices.
- 2021Owning
Founder & CEO
Founded an investment and advisory firm bridging managers, family offices, and sponsors.
- Scaling
Senior Financial Analyst, Finance Transformation
Carried the automation pattern into enterprise finance transformation.
- Milestone
M.S. in Finance — Digital Transformation
Graduate study pairing finance with digital transformation.
- 2019Discovery
Senior Digital Accelerator
Led digitization and process improvement for high-priority client engagements.
- 2018Discovery
Digital Accelerator
Executed process transformation across audit and advisory functions.
- Milestone
Certified Public Accountant (CPA)
Licensed Certified Public Accountant.
- 2017Discovery
Associate
Built audit and assurance foundations across complex client environments.
- Milestone
B.S. in Accounting & Information Systems
Undergraduate foundation in accounting and systems.
Experience — the most recent roles
A fiduciary mindset
A fiduciary mindset
Risk management should reinforce — not distract from — investment strategy. I approach every engagement as though the capital deserves to be treated with care.
Clarity over complexity
The measure of good software and good advice is the same: it removes friction instead of adding it. I value deliberate, well-understood decisions.
Discipline under stress
Work worth doing holds up when tested. I build for the downside — processes and protections that behave the same way on the worst day as the best.
Selected projects
Portfolio-Wide Risk Assessment
Multi-Family Office
Conducted comprehensive risk evaluation across a $500M+ diversified portfolio spanning real estate, operating companies, and alternative investments. Identified coverage gaps, restructured insurance programs, and established ongoing risk monitoring protocols.
- Reduced premium spend by 18% while improving coverage quality
- Established quarterly risk review cadence
- Created standardized diligence framework for new acquisitions
Real Estate Insurance Program Design
Institutional Real Estate Manager
Redesigned property and casualty insurance program for a 40-property commercial portfolio. Aligned coverage structure with lender requirements, investor expectations, and operational realities across multiple asset classes.
- Consolidated coverage under unified program structure
- Improved carrier relationships and renewal predictability
- Reduced claims cycle time through better documentation