Office Manager / Executive Assistant

Cascade Management Inc; DeForest (WI); On-site; USD 55,000 - 70,000; Full time

Job summary

Cascade Development seeks a highly organized Office Manager/Executive Assistant to support the CEO and oversee daily office operations for a growing real estate development company in Wisconsin. The role requires proactive organization, strong tech skills, and the ability to adapt to changing responsibilities as the company grows.

The successful candidate will handle calendars, events, invoicing, filing, and compliance tasks, while coordinating with affiliated companies.

Qualifications

• Excellent organizational skills and strong attention to detail.
• Proficient with MS Office (Excel, Word, Outlook) and able to learn new software quickly.
• Experience with bookkeeping, accounts payable, or administrative support preferred.
• Comfortable managing multiple tasks and meeting deadlines.
• Strong written and verbal communication skills and professional demeanor.

Responsibilities

• Provide administrative support to company leadership and CEO, acting as a primary point of contact for documents.
• Manage calendars, meetings, and scheduling, including personal tasks for CEO.
• Coordinate follow-ups, action items, and deadlines to improve efficiency.
• Handle confidential information with professionalism.
• Coordinate mail, filing, and office supplies; support events and activities.

Skills

Organizational skills

Time management

Attention to detail

MS Office

Learning new software

Multi-tasking

Communication skills

Self-motivation

Bookkeeping / AP

Real estate industry exposure

Driver's license

Job description

The purpose of this job description is to communicate the responsibilities and duties associated with the position of Office Manager/Executive Assistant. While the following information should be considered a comprehensive description of this position, it should also be noted that some responsibilities and duties may not be specifically addressed. Every person is expected to perform any reasonable task or request that is consistent with fulfilling company objectives. It is imperative that you review these duties, and skills closely and that you understand that by signing this document you are verifying that you can perform all of the duties, have the skills and possess the physical abilities that are necessary to perform the job as described.

Location:

6240 Monticello Drive, DeForest, WI 53532

Compensation:

$55,000–$70,000 per year, depending on experience, qualifications, and overall fit for the role.

Position Summary

Cascade Development is seeking a highly organized, proactive, and adaptable Office Manager/Executive Assistant to support the day-to-day administrative and office operations of our growing real estate development company, while also providing executive-level administrative support to CEO. This role is ideal for someone who thrives in a fast-paced environment, is comfortable managing multiple priorities, and enjoys being a key resource who helps keep the business organized and operating efficiently. The successful candidate will be highly proficient with modern technology, able to quickly learn and implement new software and systems, and comfortable adapting to changing responsibilities as the company continues to grow.

Scope of Work

Executive & Leadership Support

• Provide administrative and organizational support to company leadership, serving as a key point of contact for retrieving requested documents and information across affiliated companies.
• Manage calendars, meetings, appointments, and scheduling as needed, including personal tasks for CEO.
• Coordinate follow-ups, track action items, and help ensure important deadlines and priorities are met.
• Handle confidential information with professionalism and discretion.
• Serve as a proactive resource to leadership, anticipating needs and helping improve efficiency.

Office Administration

• Coordinate incoming mail, packages, and office correspondence.
• Maintain digital and physical filing systems, ensuring documents are organized and accessible.
• Order and manage office supplies and equipment.
• Help coordinate office events and employee activities as needed.
• Support administrative needs across Cascade Development and its affiliated companies.

Accounting & Administrative Support

• Process, organize, and file invoices, receipts, and other financial documents.
• Print, prepare, and distribute checks for vendor payments.
• Perform data entry and maintain accurate company records.
• Maintain insurance policies and ensure timely renewals for company entities and properties.
• Track and coordinate vehicle registrations, renewals, and related documentation.
• Assist with business licenses, permits, and other recurring administrative compliance requirements.
• Coordinate with insurance brokers, vendors, and service providers to maintain accurate records and documentation.

Technology & Process Management

• Utilize and maintain proficiency in current business software, technology platforms, and digital tools.
• Quickly learn and adapt to new software, systems, and processes as the company continues to grow.
• Identify opportunities to improve administrative workflows, organization, and efficiency.

Qualifications

• Excellent organizational and time management skills.
• Strong attention to detail and accuracy.
• Proficiency in Microsoft Office, particularly Excel, Word, and Outlook.
• Comfortable using modern technology and learning new software and digital platforms.
• Ability to manage multiple tasks and prioritize effectively.
• Strong written and verbal communication skills.
• Professional, dependable, and self‑motivated.
• Experience with bookkeeping, accounts payable, or administrative support is preferred.
• Experience in real estate, construction, or a related industry is a plus.
• Valid drivers license

Work Hours:

40 hours per week, possibly more during peak hotel & apartment season.

In-office position, location may change

About Cascade Development

Cascade Development is a boutique real estate development company based in Madison, Wisconsin. As a vertically integrated firm, we develop, construct, own, and manage multifamily and hospitality projects throughout the region through our affiliated companies, Bluroc Contracting and Valewater Management. Our integrated approach allows us to oversee every stage of the development process, from concept and construction to long-term operations, while delivering exceptional communities and lasting value.