Consulting and project work for the professionally managed vacation rental industry and the businesses that serve it.
My career within the vacation rental industry started immediately after college with Paragon Group Properties in Tampa, FL. I was an IT major in college but, needing a job right after graduation, decided to take a job with Paragon Properties Group until I found my “real” IT job. Who knew that one temporary job would set me on a much different career path straight into the world of vacation rentals. Since 1996, I’ve been fortunate to work in this industry as a property manager (most important), then a short combined 16 years on the technology/software side, and finally ten years in fintech/payment processing. I was lucky enough to have gotten a front-row seat to the growth and explosion of that once pre-mainstream vacation alternative. What a ride it has been!
I am utilizing my 25 years of experience to provide professional consulting services to the industry I love. From strategic planning to innovative solutions, my focus is always on building an efficient and results-driven relationship. I’ll work with you to create a customized plan of action for yourself or your organization. I work with both property management teams as well as the supplier business that support the industry. Get in touch to learn more about my vision and consulting approach.
What I do.
Vacation Rental Industry Product Strategy and Partnerships
Attention suppliers, do you have a project or idea that you’d love to bring to life? Need help defining your go-to-market strategy? Or looking to create a never seen before solution or partnership? Maybe you need the most bang for your buck or want to make a splash at the next industry tradeshow? I provide my clients with a wide range of consulting services such as these. To find out more, get in touch.
Payment Processing Optimization
My extensive background in payment processing, specifically for the short term rental industry, allows me to analyze your current processing setup (processing company, gateway, PMS, MCC setup, payment types accepted) and recommend services to meet your specific needs, provide cost savings, and lower your risk. And, let's face it, who understands that stuff? It is complicated. And how do you know you are getting the best rates and service you deserve? I am here to guide you in setup, chargeback prevention, alternate payment options, and risk mitigation. I work collaboratively throughout the entire process and guarantee measurable results.
Property Management Operations &
Property Managers have one mission, to provide exceptional vacation experiences to their guests and provide the highest quality management services to their owners. I guess that is two missions.
So why take precious time and resources away from your business to find ways to save money, save time and find the best solutions to scale your business. We can review your current tech stack including PMS, payments, operations, marketing, niche markets, untapped revenues streams etc. You see where I am going here? Let's set up time for a free evaluation call to see if I can help.
Check out what others have to say
As a longtime owner of a vacation rental company, I’ve been a client of Dawn’s at two different companies, spanning 15 years. In each company, Dawn was my go-to executive. I find Dawn extremely knowledgeable about products, software, policy and protocols, and of course, industry best practices. Most of all, I trust Dawn to be smart, honest and candid about my company needs and where they intersect with her products
- Claire Reiswerg
Sand N' Sea
Dawn has definitely been a leader in our industry for the past several years. From the first meeting I had with her and discussing a potential plan and going through the onboarding process, she was there every step of the way. Her recommendations and planning helped our company see substantial savings in our industry. She is definitely a great asset for any company!!
- Kevin Futural
I had the absolute pleasure of working with Dawn at TravelNet Solutions. Dawn came in as a proven leader in the hospitality and vacation rental space, and immediately made an impact on the company in a very positive way. She led by example in every sense of the word, from her tireless passion to help partners succeed, to her forward thinking strategies that helped grow TRACK Hospitality Software into one of the leading SaaS products in the rental space. As a leader, you will not find anyone more dedicated to helping their team members succeed. If you are looking for an executive in the hospitality/vacation rental space who will drive tangible results beyond your expectations and provide a lift to your company morale, Dawn Yeskulsky is your answer.
- Paul Manzy
I have known Dawn for over 20 years, first as a friendly competitor then as a partner but always as a friend and a respected colleague. She is an extremely talented executive with a well-deserved reputation of Trust, Honesty, Hard Work, and Attention to Detail. She has built new products and grown companies that she has worked with and continues to donate her time to volunteer for industry organizations. If you were looking for a more talented person in our industry, you would have difficultly finding one