Summary

Overview

Work History

Education

Timeline

Stephanie Anderson Stroup

Enterprise,OR

Summary

Small business owner, consultant, and business advisor with 18 years of experience supporting for-profit businesses through startup, growth, operations, marketing, financial planning, and exit strategy. Proven ability to deliver one-on-one advising, develop practical business strategies, and connect clients to appropriate resources. Strong communicator and trusted partner known for attentive listening, empathy, and translating real-world business problems into actionable guidance.

Overview

years of professional experience

Work History

Business Consultant / Principal

Uphill Edge Consulting

01.2019 - Current

Provide experienced, one-on-one advising to small business owners and organizational leaders across for-profit, nonprofit, and public-sector environments.
Advise on business startup, operations, revenue strategy, marketing, organizational systems, and customer experience.
Develop business plans, pricing and revenue strategies, budgets, SOPs, and staff training programs tailored to client capacity and goals.
Translate complex business challenges into practical, actionable recommendations grounded in real-world ownership and management experience.
Build and maintain trusted relationships with clients and community partners, maintaining a high degree of confidentiality.

Revenue Management & Operations Advising

Select Client: Salt Hotel & Pub

01.2025 - Current

Analyze and track occupancy, ADR, and revenue performance to inform pricing and demand strategies.
Serve as revenue manager, developing and adjusting pricing strategies to optimize occupancy and profitability.
Manage property management software and online travel agency (OTA) platforms to ensure accuracy, consistency, and optimal distribution.
Streamlined guest communication workflows to improve response times, clarity, and overall guest experience.
Reviewed operational systems, policies, and procedures to identify gaps, inefficiencies, and opportunities for improvement.
Developed strategic plans to strengthen operational performance, guest satisfaction, and long-term sustainability.

Operations, Communications & Community Engagement

Select Client: BendFilm

09.2019 - 10.2024

Provided senior operational and strategic leadership for a four-day independent film festival serving diverse community audiences.
Directed logistics, scheduling, and volunteer coordination across multiple venues and virtual platforms.
Established SOPs ensuring ADA compliance, accessibility, and equitable participation.
Oversaw budgets, contracts, permitting, and post-event evaluation and reporting.

Event Program Strategy & Operations

Select Client: Lake Creek Lodge

07.2021 - 07.2023

Provided strategic leadership and operational oversight for event programming during a management transition.
Designed and implemented comprehensive event systems including sales strategies, marketing plans, contracts, SOPs, and customer service standards.
Advised clients from initial inquiry through post-event evaluation, serving as a trusted point of contact.
Supervised, trained, and mentored staff with a focus on service excellence and inclusive guest experiences.

Property Manager

Vacation Rental Property Management

05.2014 - Current

Owner and operator of a small vacation rental business managing three properties.
Oversee day-to-day operations including pricing strategy, marketing, guest communications, and maintenance coordination.
Develop and manage budgets, track expenses and revenue, and analyze performance to optimize occupancy and profitability

Founder / CEO / Sales & Operations Director

Twist Cocktail Catering Co.

01.2008 - 01.2019

Founded, scaled, and led a for-profit small business from concept through successful sale of the business.
Created and executed business plans, operational systems, contracts, training programs, and financial guidelines.
Managed annual budgets, revenue targets, and financial performance, using data to guide strategic decisions.
Recruited, trained, and led a team of 30+ employees, fostering accountability, autonomy, and client-centered decision-making.
Negotiated and completed the successful sale of the business, exceeding financial goals and maintaining staff employment.
Managed logistics for event planning, ensuring timely delivery and setup of services.