FractionalCXO
Douglas Kikendall, CPA, CFE

Douglas Kikendall, CPA, CFE

Fractional CFO

CFO with Expertise in Financial Performance, Mergers & Acquisitions, Business Transformation, Operational Scalability, and Team Leadership.

Seattle, United States

About

I'm a highly experienced CFO with a proven track record in strategic planning, risk management, leadership, technology, innovation, and investor relations. My extensive experience spans critical CFO components such as management, system integrations, human resources, legal, finance, accounting, and financial statements.

I'm passionate about driving growth and helping companies reach their full potential, and I bring a unique blend of authenticity, boldness, and playfulness to my leadership style. With an unconventional approach and energetic spirit, I've successfully led numerous M&A deals, both domestic and international, and have a talent for thinking outside the box to find creative solutions that achieve results.

As an experienced leader in raising capital, I have a proven track record of success in helping companies raise significant amounts of capital in an ever-changing environment. My innovative and creative approach has consistently delivered results and helped companies achieve their financial goals.

With a strong academic background in Accounting and Finance, including a Masters in Accounting (MAcc) from Washington State University, I'm well-equipped to excel in fast-paced environments. I'm particularly passionate about working with start-up and middle-size companies, where I can leverage my expertise and experience to help them scale their operations.

Throughout my career, I've excelled in managing through high-growth environments and have a track record of success in strategic planning, risk management, technology, and innovation. My approachable and personal style and extensive expertise make me an invaluable asset to any company looking to succeed in today's dynamic and ever-changing business landscape.

Experience

Scalepoint Advisors

CFO (Fractional) ~ Startup Finance | Capital Strategy | Scaling Growth Functions

Scalepoint Advisors · Seattle, Washington, United States

Sep 2024 – Present(1 yr 8 mos)

Fractional CFO partnering with venture-backed startups and established firms to elevate financial strategy, implement scalable operations, and drive investor confidence. I work with organizations across fintech, proptech, insuretech, B2B SaaS, AI, logistics, and legal services. Building 0–1 finance functions from scratch for some, while augmenting and scaling the existing finance capabilities of others. Act as the first finance hire for early-stage companies, designing policies, controls, forecasting models, and investor reporting frameworks to establish a strong foundation for growth. Partner with founders and executive teams to develop capital strategies, guide fundraising, and manage investor/board relations. Collaborate with established finance departments (e.g., law firms and professional service firms) to optimize policies, elevate financial standards, and scale operations to meet growth demands. Implement scalable systems and processes that balance compliance with agility, ensuring finance functions are not just accurate but strategic drivers of business performance.

Stealth Startup

Chief Financial Officer ~ Capital Raises | Startup | Strategic Financial Leader

Stealth Startup

Jan 2024 – Sep 2024(9 mos)

Behind the financial curtain, I'm meticulously crafting something extraordinary. Brace yourself for thrilling updates on the horizon!

ProbablyMonsters

Chief Financial Officer ~ Strategic Financial Leader | Capital Raises | M&A Expertise | Startup

ProbablyMonsters · Bellevue, Washington, United States

Sep 2017 – Dec 2023(6 yrs 4 mos)

ProbablyMonsters, as an industry-defining developer of video game studios and interactive entertainment, provides a positive environment for developers to bring their creative visions to life. During my transformative tenure at ProbablyMonsters spanning more than half a decade, I have played a pivotal role in driving the Company's financial success and strategic growth. I have been involved in several critical transactions that have significantly shaped the trajectory of the Company: • In 2019, successfully secured a startup investment of $18.8 million, laying a strong foundation for subsequent growth; • In 2022, our team achieved an unprecedented milestone in video gaming history by securing a record-breaking Series A funding round of $250 million. At the time, this was the largest raise in video gaming history; • In 2023, I was a key contributor to the sale of one of our Studios to Sony Interactive Entertainment, a move that not only facilitated our growth but also strategically positioned us within the industry. My expertise in M&A, coupled with a strategic focus, has been instrumental in driving ProbablyMonsters' evolution. Working alongside a highly passionate team, we expanded our presence to encompass 47 states and significantly grew our workforce to over 450 professionals. Leveraging my experience in fiscal management, financial reporting, internal controls, strategic planning, and M&A, I have consistently ensured financial strength and stability while proactively preparing for future growth. I prioritize a culture-first approach, fostering a solid mentorship environment and cultivating a fun, community-oriented atmosphere. By implementing best practices in financial management, accounting, tax strategies, and risk mitigation, we have laid a solid foundation for ProbablyMonsters' ongoing success.

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Chief Financial Officer (CFO) ~ Startup | Growth | Expertise Driving M&A and Exit

TheTVDB.com · Greater Seattle Area

Mar 2013 – Jun 2019(6 yrs 4 mos)

As the former Chief Financial Officer (CFO) of TheTVDB, I had the pleasure of leading the financial and legal activities of an open database company that thrived on user-generated content. During my tenure, TheTVDB became a household name, thanks in part to the full XML API that was widely used by various add-ins and plugins. I provided operational and programmatic support to the organization, supervised the finance unit, and played a pivotal role in the acquisition process by TVTime (https://www.tvtime.com/) in 2019. The acquisition was a significant milestone for TheTVDB, and I am thrilled to have been a part of it. The synergies between TheTVDB and TVTime will pave the way for future innovation, and I am excited to see what the future holds. My passion for financial excellence and ethical standards ensured that the organization's finances were managed in accordance with state tax agencies, federal regulatory bodies, and the highest ethical standards. As CFO, I oversaw the successful management of the finances of the company and contributed to its growth through operational excellence. I feel honored to have been a part of this forward-thinking and cutting-edge organization, which was open source under the GPL, allowing for maximum collaboration and creativity. Our users directly impacted the site's success, which made my role as CFO especially rewarding. I strongly encourage you to check out our websites at www.thetvdb.com and TVTime at https://www.tvtime.com/ to see our user-generated content's impact and witness the synergy between TheTVDB and TVTime firsthand.

C

Engagement Director ~ Finance Executive (CFO/VP/Director) | Strategic Finance

CLA CAST · Greater Seattle Area

Sep 2017 – Sep 2018(1 yr 1 mo)

As an Engagement Director at CLA, I led strategic partnerships with clients and business executives to tackle accounting, finance, and internal audit challenges. I successfully built and maintained strong client relationships while overseeing project management, consulting, and accounting services. My focus on problem-solving and value delivery helped clients navigate complex business environments and streamline their workloads. In this role, I was responsible for managing the entire client engagement process from initial assessment to final delivery. I ensured that all stakeholders were informed, engaged, and satisfied with the outcome, utilizing my strong communication and interpersonal skills to collaborate with cross-functional teams and stakeholders for successful project outcomes. My tenure at CLA provided me with a deep understanding of the outsourcing industry, including best practices and trends, and expanded my network of industry professionals. With over 120 U.S. locations and a global affiliation, I had the opportunity to work with clients wherever they conducted business, meeting their needs and exceeding expectations. Overall, my experience as an Engagement Director equipped me with a unique blend of strategic thinking, project management, and client relationship skills essential for delivering high-quality accounting, finance, and internal audit solutions. I am passionate about creativity and committed to delivering exceptional value to clients. My extensive experience and expertise in delivering strategic solutions and driving results make me a valuable asset to organizations seeking to overcome complex business challenges.

Oak Harbor Capital, LLC

Chief Financial Officer ~ Strategic CFO | Transformation | Fundraising | Compliance | Risk Mgmt.

Oak Harbor Capital, LLC · Greater Seattle Area

Sep 2016 – Sep 2017(1 yr 1 mo)

Oak Harbor Capital (Ophrys, LLC.) is a Fintech SEC Registered Investment Adviser that purchases, services, and recovers certain asset classes of consumer receivables and non-performing mortgages. Combining expertise in law, technology, data analytics, and industry experience, Oak Harbor Capital delivers exceptional results for clients. Founded in 2010, the company has invested over $1 billion to date and employs a talented team of over 135 professionals based in Seattle, Washington. As the former Chief Financial Officer at Oak Harbor Capital, I played a key role in driving the company's growth and success. I oversaw all financial activities of the company, including accounting, finance, strategic planning, treasury, legal, and investor relations. I ensured financial stability and growth while enforcing policies and procedures. Some of my top achievements and responsibilities included: • Developing and implementing financial and operational strategies aligned with the company's goals and objectives. • Overseeing the financing, fund structuring, and accounting/tax aspects related to launching new funds and leveraged SPVs, contributing significantly to the company's growth and success. • Providing financial analysis and recommendations to support business decisions, contributing to the company's continued growth and profitability. • Building and maintaining relationships with investors, stakeholders, and partners to ensure effective management of financial resources. • Directing the issuance of 36 audited financial statements annually, including the preparation of required tax filings, contributing to the company's financial transparency and accountability. • Managing risk and ensuring compliance with regulatory requirements, protecting the company's reputation and financial stability. • Mentoring and leading a high-performing finance and accounting team of 18 members, inspiring them to deliver exceptional results.

Funko

Controller ~ Growth-Focused Finance Leader | Capital & Debt Raise | Scaling Ops | Team Leadership

Funko · Everett, WA

May 2015 – Sep 2016(1 yr 5 mos)

Funko is a rapidly growing, private equity backed company that designs, contract manufactures and wholesales its extensive line of proprietary products to a worldwide market. Funko’s exclusive and unique products are based on licensing arrangements with today’s most successful and influential creators of pop culture. As a member of the Management team, the Controller serves as a true business partner and financial leader to the Executives and Business leaders across the Company. Provides critical financial and operational tools to support the overall strategy and link the strategy to the annual financial plan using appropriate financial assumptions and improvement. Lead the review and analysis of financial results, trends, and key operational metrics, issue identification, and businesses’ decision making to improve performance and reduce costs (developing/implementing KPI’s). Provide effective means to evaluate profitability, operating efficiencies, comparisons to budget, cash flow improvements, and supervise all accounting and finance functions of the business providing leadership to the finance team, and business analysts as well as enhancing financial acumen in the other functional areas. The Controller position is accountable for the accounting and finance operations of the Company, which include the production of periodic financial reports, leadership for the processing of business transactions across the organization (AR, AP, payroll, royalty reporting, expense reporting, etc.), ensuring controls are effectively in place and opportunities for continuous improvement are implemented, and managing external relationships with auditors and financial institutions. The Controller also will focus on enhancing the accuracy of the company's reported and forecasting of financial results, while ensuring reported results comply with generally accepted accounting principles ; ensuring that Funko continues to be the leader in its industry.

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Vice President of Finance ~ Strategic Leader | Mergers and Acquisitions | Global Ops | Integration

Reischling Press Incorporated · Greater Seattle Area

May 2014 – May 2015(1 yr 1 mo)

RPI delivers personalized print services for businesses around the world. As a member of the Executive team, the Vice President of Finance plays a significant leading role in the overall strategic direction of the Company; including evaluating new initiatives and opportunities for growth and developing business plans for them, establishing goals and objectives for those initiatives, creating key performance indicators for all business units and managing performance towards those KPI’s, and designing/implementing processes to most effective manage revenues and maximize profitability. The Vice President of Finance will also lead and develop the Company’s finance and accounting teams within the U.S. locations and international offices to provide superior financial reporting and forecasting, risk management, budgeting and business planning, with the primary goal of creating operational excellence through all stages of company growth toward world domination. In addition to the operational activities, this role is responsible for preparing financial materials for the board of directors and other stakeholders, providing effective access to information for appropriate staff and business partners, and taking the lead in financial best practices. The Vice President of Finance is a highly visible position within the organization, which directly reports to the CEO, and plays a critical role in collaborating with other Executives, Board of Directors, and senior leadership in strategic decisions and operations; ensuring that RPI continues to be a market leader in the personalized products industry.

R

Director of Finance and Accounting ~ Strategic Planning | Budgeting | Optimization | Controls

Reischling Press Incorporated · Greater Seattle Area

May 2013 – May 2014(1 yr 1 mo)

The Director of Finance and Accounting is a Senior management position responsible for carrying out the mission, values and strategic initiatives of RPI; while at the same time ensuring effective strategic and operational financing planning, monitoring and reporting to enhance the decision making processes of the Executive team and external users Primary responsibilities include providing leadership and direction in the development and management of RPI’s financial oversight and accounting policies, procedures, and practices. This role is responsible for the accounting and auditing activities of the Company; as well as the consolidation efforts including monthly reporting, payroll, annual budgets, treasury services, and ensuring compliance with external regulatory requirements. This position is responsible for the appropriate application of US GAAP and documenting the Company's position related to critical accounting policies, and reporting processes throughout the organization’s U.S. locations and international offices.

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Financial Reporting Manager ~ Reporting Optimization | Business Intelligence | Data-driven Insights

Reischling Press Incorporated

Oct 2010 – Apr 2013(2 yrs 7 mos)

The Financial Reporting Manager is the primary go-to person for closing the books and reporting financial information on a monthly basis. This position works closely with the rest of the accounting team at RPI to ensure the payroll, debt, accounts payable and accounts receivable processes are being followed to allow for the timely and accurate representation of financial information on a monthly basis. In addition, this position work closely with the CFO to review financial information, note trends in the company’s financial performance for reporting to the Executive Committee, external users, and ultimately our Board of Director’s. In addition to the monthly activities, this position will also be the point person for other ad-hoc items that come up for the accounting department, such as taxes, licenses, segment reporting, annual audit, etc. This position reports directly to the CFO, and works closely with the rest of the Accounting Department, which consists of a Cost Accounting Manger, Senior Accountant, and Accounts Payable/Accounts Receivable Specialist.

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Senior Accountant ~ General Ledger | Budget Management | Process Improvement | Variance Analysis

Reischling Press Incorporated

Feb 2010 – Oct 2010(9 mos)

Responsibilities include the monthly close process, and the timely and accurate preparation of financial statements in accordance with GAAP. Lead the annual external financial audit, prepare tax schedules and returns, oversee accounts receivable and credit management, and perform treasury activities including bank compliance reporting and cash forecasting. Finally, senior accountant assists in the preparation of annual operating budget, as well as establish accounting policy and internal controls for protection of company assets.

University of Phoenix

Online Faculty Member ~ Empowering Minds | Nurturing Growth | Mentorship | Business Acumen

University of Phoenix

Oct 2009 – Feb 2014(4 yrs 5 mos)

In my role as an Online Faculty Member for the University of Phoenix, my passion lies in empowering students to achieve their academic and professional goals by utilizing the latest teaching methodologies and technologies. I guide students through complex course materials and provide personalized feedback to help them succeed in their chosen fields. As an Online Faculty Member at the University, I had the opportunity to teach a range of business courses, including: • Intermediate Financial Accounting I: This course provided a comprehensive overview of the conceptual framework of accounting, including topics such as cash versus accrual accounting, income statements, balance sheets, revenue recognition, and full disclosure issues. • Financial Reporting: Peeking Under the Financial Hood: In this course, students learned to analyze financial statements and value companies. The course covered techniques for analyzing the flow of business funds, selecting and interpreting financial ratios, and predicting and testing assumptions about a firm’s performance. • Foundations of Personal Finance: This course provided an overview of effective personal financial planning, including creating and managing a personal budget, understanding taxes, working with financial institutions, using credit cards and consumer loans wisely, financing homes and automobiles, and using insurance to protect one's family and property. Overall, these courses offered practical skills and knowledge that are essential for anyone interested in pursuing a career in business or improving their personal financial management.

Moss Adams LLP

Business Assurance ~ Audit Advisory | Financial Compliance | Regulatory Compliance

Moss Adams LLP

Jan 2007 – Feb 2010(3 yrs 2 mos)

As a former Business Assurance member at Moss Adams, I provided assurance, advisory, and consulting services to clients across various industries, including financial services, manufacturing and distribution, recreational, high-technology, and professional services. My primary responsibility was to identify and manage risks, improve processes, and enhance financial reporting while maintaining strong client relationships. Conducting audits of financial statements required a deep understanding of GAAP, GAAS, and PCAOB standards. I tested controls, evaluated financial statement disclosures, and communicated audit findings and recommendations to clients. I also participated in consulting engagements, identifying areas for process improvement and internal control assessments to enhance efficiency and effectiveness. Working with a wide range of clients provided an opportunity to develop a deep understanding of unique challenges facing each client. Mentoring less experienced staff members allowed me to share my knowledge and experience, help them grow and develop as professionals, and develop my own leadership and communication skills. Overall, my time at Moss Adams prepared me well for future professional endeavors and provided me with an opportunity to develop my skills and knowledge while working with a talented and dedicated team of colleagues.

Education

Washington State University

Washington State University

Masters of Accounting (MAcc), Accounting and Finance

2005 – 2006

Washington State University

Washington State University

Bachelor of Arts in Business Administration, Accounting and Finance

2001 – 2005

Expertise

Specialties

Microsoft ExcelQuickBooksStrategic PlanningAnalysisManagementLeadershipStrategyBusiness StrategyBoard RelationsInvestor RelationsFinancial ReportingAuditGAAPMergers & Acquisitions (M&A)AccountingStartupsInternal ControlsDebt FinancingEquity FinancingStrategic PartnershipsBudgetingProcess ImprovementAuditingFinancial AccountingFinancial AnalysisForecastingFinancial ModelingGeneral LedgerHuman ResourcesCross-functional Team LeadershipBudgetsCPAFraud DetectionManagerial FinanceStrategic Financial PlanningBudget ProcessAccounts ReceivableFinancial StatementsCost AccountingPayrollAccounts PayableTaxTax PreparationUS GAAPNetworkingFinanceCorporate FinanceBusiness Process Improvement

Past companies

Scalepoint AdvisorsStealth StartupProbablyMonstersTheTVDB.comCLA CAST

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