President / Chief Operations Officer (Remote) - AkitaBox, Inc.

Rock Oak Capital•Madison, WI

4d•Remote

About The Position

AkitaBox is seeking a President/COO to lead the next stage of growth for its market-leading facility intelligence platform. This is a full-time, remote position with limited travel, reporting to the Chief Executive Officer. AkitaBox provides a cloud-based facility intelligence platform that integrates facility condition assessments, mobile data capture, asset and maintenance management, inspections, cost estimation, and capital planning. The platform is designed to help organizations understand their assets, their condition, and where to invest next, with a unique focus on purpose-built facility condition assessment solutions enhanced by AI-enabled workflows. The company serves a substantial market, as an estimated 75% of engineering firms still rely on spreadsheets for facility asset tracking. AkitaBox supports customers across various sectors including healthcare, higher education, K-12 education, government, commercial real estate, and the AEC market. The President/COO will have broad operating and P&L leadership, partnering with the CEO and Board to drive market positioning, commercial execution, and profitable growth. This is a hands-on role requiring strategic thinking, customer engagement, leadership coaching, product prioritization, and resource management. The ideal candidate will be a commercially minded, operationally capable builder experienced in scaling B2B SaaS businesses, with a strong focus on go-to-market strategies and operations, complemented by strategic judgment, financial leadership, and functional breadth. Key attributes include being a thoughtful listener, effective mentor, low-ego leader, highly driven, and people-smart.

Requirements

At least 10 years of progressive leadership experience in B2B SaaS.
Five or more years in a senior executive, general management, or comparable enterprise leadership role.
Demonstrated record of driving revenue growth and improving go-to-market execution in a scaling B2B SaaS company.
Successful leadership experience at a comparable stage of growth.
Experience translating complex products and workflows into a clear, differentiated customer value proposition.
Strong product-market judgment, including experience using customer evidence to set priorities and align product investment with commercial opportunity.
Full P&L leadership experience, including disciplined capital allocation and direct responsibility for leading a business to profitability.
Experience building repeatable operating and commercial disciplines in a scaling SaaS environment and translating strategy into sustained execution.
Ability to lead across sales, marketing, product, technology, implementation, customer success, and operations with a hands-on, highly collaborative approach.
Demonstrated applied use of AI to improve personal and team effectiveness, supported by concrete examples of workflow improvement, adoption, productivity gains or business impact—and sound judgment about accuracy, confidentiality and human oversight.
A humble, hungry and people-smart leadership style: low ego, high drive, strong listening skills, personal accountability, emotional intelligence and the ability to mentor leaders and build trust across functions.
Excellent communication skills and the executive presence to engage customers, employees, partners, investors and a Board of Directors.

Nice To Haves

Experience in facilities technology or an adjacent market serving building owners, operators or AEC firms—particularly FCA, capital planning, asset management, CMMS, IWMS or EAM.
Experience selling into healthcare, education, government, commercial real estate or other institutional and multi-stakeholder environments.
Leadership experience in a private equity-backed, investor-backed, founder-led or otherwise entrepreneurial company.
Experience managing a SaaS business with meaningful onboarding, implementation, professional services or partner-delivered components.
A strong enough technical foundation to engage credibly with product and engineering leaders, evaluate tradeoffs and translate platform decisions into commercial and operating priorities.
Experience leading complex, cross-functional product and technology initiatives through market launch, customer adoption and measurable business impact.

Responsibilities

Assume broad operating and P&L leadership.
Partner with the Chief Executive Officer and Board to convert strengths into a sharper market story, a more repeatable commercial engine, and sustained, profitable growth.
Set strategy, engage directly with customers, coach leaders, evaluate product priorities, and make disciplined resource decisions.
Apply proven leadership judgment thoughtfully.
Focus the company on the opportunities that matter most.
Build the capabilities needed to win.
Drive revenue growth and improve go-to-market execution in a scaling B2B SaaS company.
Translate complex products and workflows into a clear, differentiated customer value proposition.
Use customer evidence to set priorities and align product investment with commercial opportunity.
Allocate capital and lead the business to profitability.
Build repeatable operating and commercial disciplines in a scaling SaaS environment.
Translate strategy into sustained execution.
Lead across sales, marketing, product, technology, implementation, customer success, and operations with a hands-on, highly collaborative approach.
Demonstrate applied use of AI to improve personal and team effectiveness.
Mentor leaders and build trust across functions.
Engage customers, employees, partners, investors, and the Board of Directors.