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Industry: Software Development
Company Size: 5,001-10,000 employees

DataAnnotation

Savvy Admin PROD

DataAnnotation is committed to creating high-quality AI. We are looking for a Chief Financial Officer to join our team to help train the next generation of AI while enjoying the flexibility of remote work and the freedom to set your own schedule. This role is designed to fit a variety of lifestyles — whether you’re looking to contribute part-time alongside a current position, pursue it full-time, or engage periodically as a flexible professional opportunity.

We're currently expanding into an exciting new area – teaching AI Assistant models to be a more useful tool for finance professionals. We're seeking experienced finance professionals with advanced degrees (MBA+) and professional experience to use their expertise to help shape how AI understands financial principles and decision-making.

**Role**

We’re growing a team of finance experts, and as the team grows, so will your opportunities. In this role, you might:

- Review and improve AI Assistant answers to questions about macro trends, corporate finance, and capital markets

- Leverage your education and work experience to check the reasoning and accuracy of an AI Assistant's work

- Push the models with complex, real-world scenarios and edge cases to see where their reasoning holds up – and where it doesn’t.

- Share clear, structured feedback to help make each new version of the AI smarter and more reliable.

To succeed in this position, you should have expert-level financial reasoning and formal training in a finance-related discipline. A Master’s or PhD (completed or in progress) is strongly preferred. Relevant backgrounds include Financial Accounting, Investment Banking, Corporate Development, Wealth Management, and Insurance Planning.

**Benefits**

- This is a full-time or part-time REMOTE position

- You’ll be able to choose which projects you want to work on

- You can work on your own schedule

- Projects are paid hourly starting at USD $50-$60 per hour, with bonuses on high-quality and high-volume work

**Responsibilities**

- Give AI chatbots diverse and complex problems and evaluate their outputs

- Evaluate the quality produced by AI models for correctness and performance

**Qualifications**

- Fluency in English (native or bilingual level)

- Detail-oriented

- Proficient in financial analysis, financial modeling, data analysis, and other reasoning exercises related to finance management

- A current, in progress, or completed Masters and/or PhD is is preferred but not required

Note: Payment is made via PayPal. We will never ask for any money from you. PayPal will handle any currency conversions from USD. Only applicants in the United States will be considered for this role. This is an independent contract position.

#finance

Chief Financial Officer

As business owners ourselves, we experienced first-hand how unnecessarily cumbersome it was to find proven partners to manage the aspects critical to our success. It became immediately obvious to us that there was a better way to start and grow a business: Daaxit!

Like Dax, the German Shepherd that inspired our logo, Daaxit is loyal, confident, courageous, and steady; all the qualities you want in a business partner! Our executive team has over 60 years of proven experience in finance, marketing and branding, and IT management across diverse fields of business, including business-to-consumer, business-to-business, and non-profit associations.

We serve with your company’s future in mind, going the extra mile to make your business sustainable and vigorous. Count on Daaxit to handle all of your contractor businesses’ financial needs.

Industry: Business Consulting and Services
Company Size: 2-10 employees

DAAXIT

**About DAAXIT**

Founded in 2021 and built on more than 20 years of construction‑specific financial leadership, DAAXIT exists to help construction and skilled trades businesses grow **profitably, sustainably, and with confidence **.

We provide fractional CFO services that deliver financial clarity, stronger cash flow, and better decision‑making for contractors who are exceptional at their trade - but need experienced financial leadership to scale.

Our work is guided by five core values: **accountability, education, transformation, profitability, and transparency. ** We operate as true partners to our clients, not outside advisors.

**The Role**

As a **Fractional Chief Financial Officer **, you will act as the strategic financial leader for multiple DAAXIT clients in the construction and skilled trades industries.

This is **not a bookkeeping or transactional accounting role **.

You will serve as a trusted advisor and coach - helping business owners understand their numbers, make data‑driven decisions, and build stronger, more profitable companies.

This is a **part‑time, fractional leadership role **. Most clients require an average of **8–12 hours per month **, allowing you to work with multiple clients while maintaining flexibility and autonomy.

The role is fully remote. **Candidates ****must reside in Wisconsin ****, preferably in the southern half of the state to support clients in the Milwaukee and Madison markets. ** Occasional onsite visits may be required, particularly during new client onboarding.

**Why This Role Is Different**

This role is ideal for experienced construction finance leaders who want to stay engaged in meaningful, strategic work-without the demands of a traditional full‑time executive position.

**You Will Have**

- A highly flexible schedule

- A manageable client load

- The ability to focus on advisory and strategy-not internal corporate politics

- Direct influence on the success of growing construction businesses

Success in this role is measured by **client outcomes- **financial clarity, improved profitability, stronger cash flow, and consistent execution-not hours logged.

**What You’ll Do**

**Client Financial Leadership (Strategic, Not Transactional)**

- Serve as the acting CFO for multiple construction and skilled trades clients

- Lead monthly and quarterly financial review meetings with business owners

- Translate financial data into clear, actionable insights

- Develop and monitor annual budgets and rolling forecasts

- Guide clients through strategic planning and goal setting

- Create company Budgets

- Perform and analyze WIP calculations and construction‑specific financial metrics

- Develop, track, and report on key performance indicators (KPIs)

**Advisory & Coaching**

- Coach owners and leadership teams on financial literacy and decision‑making

- Help clients understand job costing, cash flow, and profitability drivers

- Support improvements in profitability, cash flow, and operational efficiency

- Build financial confidence and accountability within client leadership teams

**Relationship Management**

- Integrate into client teams as a trusted, service‑oriented partner

- Maintain strong, professional client relationships

- Meet communication and responsiveness expectations consistently

- Provide regular internal updates to DAAXIT leadership on client progress and needs

**General Responsibilities**

- Uphold DAAXIT’s mission, values, and code of conduct

- Protect client and company confidentiality

- Manage time effectively and meet deadlines

- Escalate issues proactively when support is needed

- Participate in ongoing training and professional development

- Support process improvement and documentation efforts

- Take on additional projects as assigned

**Qualifications**

**Required Industry Experience**

**Construction Industry Experience Is Required.**

We are seeking candidates with senior‑level financial leadership experience supporting:

- General contractors

- Subcontractors or specialty trades (electrical, plumbing, HVAC, concrete, painting, etc.)

Experience limited to manufacturing, logistics, software, transportation, or private equity-without direct construction financial exposure-will **not ** be considered.

**Required Skills**

- Advanced proficiency in Microsoft Excel and the Microsoft Office suite

- Strong experience with QuickBooks and construction‑specific ERP systems (Sage, Timberline, Spectrum, Trimble, Acumatica, Viewpoint, or similar)

- Expert‑level experience with WIP calculations and construction job costing

- Excellent written and verbal communication skills

- Ability to explain complex financial concepts in a clear, practical way

- Strong client service and relationship‑management skills

**Education & Experience**

- Bachelor’s degree in Accounting or Finance required

- 8–10 years of progressive accounting or finance experience within the construction industry

- 5-10 years in a senior financial leadership role (CFO) within the construction industry

**Who Thrives In This Role**

You will enjoy this role if you:

- Have deep construction financial experience and enjoy mentoring business owners

- Prefer flexible, autonomous work over traditional corporate structures

- Like building long‑term client relationships as a trusted advisor

- Want your work to have visible, meaningful impact on small‑to‑mid‑sized businesses

This role is not a fit if you prefer highly structured corporate environments or primarily transactional accounting work.

**Work Environment & Travel**

- Primarily remote

- Occasional travel to client sites, especially during initial onboarding

- Prolonged computer use and sitting

- Valid driver’s license and reliable transportation required for occasional travel

**Compensation & Structure**

Compensation is based on a **per‑client retainer model ** and varies by experience, client complexity, and workload. Additional paid administrative time may apply in accordance with DAAXIT’s compensation structure.

Role structure (W‑2) will be determined based on availability, workload, and mutual agreement.

**Ready to Make an Impact?**

If you’re an experienced construction CFO or finance leader looking for meaningful, strategic work with the flexibility to design a schedule that fits your life, we’d love to connect.

Apply to explore how you can grow with DAAXIT - and help construction business owners build stronger, more profitable companies.

**Equal Employment Opportunity**

DAAXIT is an Equal Opportunity Employer. Employment decisions are made without regard to race, color, religion, sex, national origin, age, disability, genetic information, veteran or military status, or any other characteristic protected by applicable law.

Fractional Chief Financial Officer

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