Tommy Guildford

Executive with sixteen years of progressive leadership across banking, corporate finance, consulting, technology, and business ownership, available for fractional CFO engagements, financial modeling and business case work, deal structuring, and operational turnaround projects. Has built financial models and valuations supporting transactions exceeding $44,000,000, previously served as Fractional CFO for two technology companies, and personally structured acquisition financing, negotiating a purchase price down by 37.5 percent through direct negotiation. As CEO of an early-stage company, built the full financial operating model, including budgeting, forecasting, and board-level reporting, from the ground up.

Applies AI tools directly to financial modeling, scenario analysis, and research as daily working practice rather than a stated initiative. Holds a five-year foundation in commercial banking, including credit analysis, portfolio management, and risk assessment. Comfortable moving quickly across industries, from technology and construction to energy, mining, and financial services, and brings both the analytical discipline of formal finance training and the practical judgment of someone who has run P&L directly.

Holds an MBA in Finance.

Chief Executive Officer at HELM OS Holdings Ltd. (Athlete Arena) (2026-02 – 2026-09)

• Held full ownership of the finance function, closing a $284,000 seed capital raise and a $300,000 to $475,000 commercial credit facility, negotiating both directly with the bank from first call to close.
• Built the company's three-year financial model and a full business valuation using three weighted methodologies, and built a non-dilutive government funding pipeline across four federal and provincial programs.
• Designed and implemented internal financial controls from day one, including a dual sign-off payment approval system, and built the weekly KPI dashboard used for board-level reporting.
• Used Claude and Claude Code daily for financial modeling, research, documentation, and workflow automation, and Grok to convert requirements into structured documentation for engineering handoff.
• Directed a build-versus-buy technology infrastructure analysis across a 2,000-to-50,000-user growth scenario, avoiding $15,000 to $25,000 in unnecessary spend and informing three board-level decisions.
• Built the company's accountability chart and weekly operating cadence, and led hiring, performance management, and termination decisions directly for a team of over 8 direct reports.

Managing Director at WP Trading Ltd. (2020 – Present)

• Fractional CFO, ViMach (US-based microchip manufacturer, 25 engineers across Vietnam and Japan): Provided financial strategy, modeling, and operational oversight for a hardware technology company operating a distributed, international engineering team.
• Lead Advisor, Progressive Engineering Acquisition (2021 to 2022): Served as buy-side advisor on the acquisition of a civil engineering firm, personally negotiating the purchase price down from an $800,000 asking price to a $500,000 close, a 37.5 percent reduction.
• Directed a critical minerals mine-purchase and capital-raising strategy in British Columbia and the Yukon, and advised GOVPAMA on project finance for an airport development project in Ghana.
• Advised Westmoreland Enterprises LLP on corporate finance in the United Kingdom and Bullhead Mining on operating capital strategy for an active gold mining operation in Arizona.
• Uses ChatGPT to accelerate research and build repeatable AI-driven workflows across every client engagement, personally originating and managing 100% of the practice's client pipeline.

Director at GSR Capital Group (2015 – 2017)

• Structured and negotiated a $44,000,000 condominium development in White Rock, British Columbia, a $350,000 acquisition in Calgary, and a $15,000,000 real estate financing fund.

President at Infinity Corporate Consulting (2015 – 2021)

• Fractional CFO, InEvoWare (Halifax-based virtual reality operating system): Provided financial strategy and reporting oversight for a pre-revenue technology company.
• Business Development, Key Energy (Dawson Creek, BC) and LTD Oilfield Services (Redwater, AB): Personally originated and managed the sales pipeline for both clients, building the plan behind a 100%+ year-over-year revenue increase and 12 new RFP opportunities.
• Structured and financed acquisition activity for Enhance Holdings Inc., provided financial consulting to Arcadia Construction, and led a multi-year business development engagement with two oil and gas construction companies.

Owner / Operator at Frosthammer Construction (2022-07 – 2025-11)

• Held full P&L accountability for a residential and commercial construction company, personally managing pricing, vendor relationships, crew leadership, and client contracts.
• Used AI-assisted tools directly to sharpen estimating accuracy and automate project tracking, improving cost and margin performance.

Managing Director at AVALON Strategic Fixed Income Fund, Ltd. & 12 Peers Capital Markets (2017 – 2018)

• Founded and licensed a fixed income hedge fund and broker-dealer, building the governance, risk management, and regulatory reporting framework covering liquidity, cash flow, and risk-based capital reporting required to operate across the British Virgin Islands and the Cayman Islands.
• Managed the fund's listing on Bloomberg and a securities exchange, overseeing compliance and institutional reporting through to exit.

Manager, Commercial Banking at CIBC Commercial Banking (Calgary & Halifax) (2012 – 2015)

• Managed a portfolio averaging 50 credit clients and 25 cash management clients, including two pharmaceutical companies, multiple oil and gas services clients, and franchise accounts, conducting credit and risk analysis on each.
• Developed 23 new client acquisitions against an annual target of 5, exceeding target in every review cycle, and built a Know, Like, Trust relationship-selling framework used across the team.
• Recruited, trained, and managed a team of 2 to 4 associates.

Associate at CIBC Commercial Banking & Wood Gundy (Halifax) (2010 – 2012)

• Completed foundational commercial banking, credit analysis, and relationship-based sales training ahead of promotion to Manager.

Master of Business Administration (MBA) in Finance – Sobey School of Business, Saint Mary's University (2009 – 2011)

Bachelor of Science, Honours in Molecular Biology and Physiology – Bishop's University (2003 – 2007)