From concept to reality:
Crafting success together.
Real Estate
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Hospitality
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Food & Beverage
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Startups
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Digital Presence
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Real Estate • Hospitality • Food & Beverage • Startups • Digital Presence •
Helping Hospitality & Real Estate Professionals Thrive: Scale, Streamline, & Succeed
With over 15 years of experience in real estate investment, hospitality operations, and brand development, I specialize in helping boutique hotel owners, real estate investors, and entrepreneurs turn vision into reality. Whether you’re considering or launching a new venture, optimizing operations, or scaling for growth, I craft practical, results-driven strategies that increase profitability, enhance guest experiences, and streamline operations.
Let’s work together to outline and achieve your goals, maximizes your revenue potential, and positions your business for long-term success.
✅ 10 years of property management and hospitality leadership
✅ 15 years of multi-media production, media relations, and digital marketing experience
✅ 9 (and counting) successful businesses launched including boutique hotels, restaurants, and service-based businesses
GET REAL ESTATE, HOSPITALITY & MARKETING INSIGHTS DIRECTLY TO YOUR EMAIL
Industries
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Open, expand, or reinvent your café, fast-casual restaurant, or specialty food business with precision. With hands-on experience developing three successful cafés in Nova Scotia, I provide expert guidance in financial forecasting, recipe and menu pricing strategies, branding and digital marketing, and human resources/hiring strategy to help you build a profitable and sustainable operation. Whether you're launching a new venture or optimizing an existing one, I’ll help you streamline operations, maximize margins, and create a standout brand that attracts and retains customers.
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With hands-on experience developing three boutique hotels and hundreds of vacation rentals in Nova Scotia and Newfoundland, I provide expert guidance at every stage of your hospitality investment. From pre-purchase analysis and ROI projections to regulatory guidance and portfolio expansion, I help you make informed, strategic decisions. Optimize guest experience, pricing, operations, and technology integration, while ensuring seamless design and fit-up. Whether launching, expanding, or refining your business, I’ll help you create a high-performing, guest-centric operation that stands out.
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With experience developing nine and counting distinct brands across hospitality, professional services, and beyond, I provide expert guidance to help turn your vision into a scalable, revenue-driven business. From business planning and startup roadmaps to revenue modeling, forecasting, and licensing guidance, I offer the strategic foundation needed to launch and grow successfully. Optimize workflows, hiring strategies, sales processes, and customer journey mapping while integrating the right technology for efficiency. Whether launching your first venture or refining an existing one, I’ll help you build a profitable, efficient, and sustainable business positioned for long-term success.
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With 13 years of experience in digital presence consulting, I’ve helped clients across real estate development, hospitality, professional services, and provincial government build and refine their online brands. Whether you need a professionally designed Squarespace or WordPress website, a strategic social media audit, or a customized content strategy, I provide the expertise to make your brand stand out. Elevate your reach with user-generated content strategies, influencer collaborations, and expert social media management. I also offer social media training to empower you or your team with the skills to maintain a strong and effective digital presence. Whether you’re launching a brand or optimizing an existing strategy, I’ll help you create a digital footprint that delivers real results.
Advisory Specialties
Business Planning & Startup Roadmap
Revenue Modelling
Forecasting
Licensing & Regulatory Guidance
AI & Technology Integration
Workflow Optimization
Hiring Strategies
Sales Process Design
Customer Journey Mapping
Startup & Business Operations
Specializing in boutique hotels, vacation rentals, and residential rentals
Pre-Purchase Analysis
Return on Investment Projections
Design & Fit Up
Regulatory Guidance
Guest Experience Optimization
Technology Integration
Platform Distribution & Expansion
Pricing Strategies
Operations Guidance (Housekeeping, Maintenance & Customer Service)
Portfolio Expansion Planning
Real Estate
Squarespace & Wordpress Website Development
Social Media Audit
Content Ideation and Planning
User-Generated Content Strategy
Influencer Collaboration
Social Media Training
Social Media Management
Digital Presence
Working with Jordan
Ready to Roll Products
Return on Investment (ROI) Forecasts, 1-Hour Discovery Calls, and Managed Social Media packages are available for immediate purchase with fast turnaround times. Start now.
Hourly Advisory Services
The advisory solutions outlined above are available à la carte with flexible timelines and are billed on an hourly basis. Simply complete the form below to take the first step toward tailored guidance and actionable results.
Project Based Advisory Services
The advisory solutions outlined above can be combined to support your project and are available with project-based pricing. Fill out the form below to get started on a customized plan tailored to your goals.
Let’s Get Started
I’m relentlessly focused on delivering results—no fluff, no small talk. Let’s dive in and get to work. Please submit your details and I will reach out to schedule a call.
Jonathan Fleisher
We became aware of Over Sea by staying at one of their properties in the summer of 2021 while on vacation in Nova Scotia . We were interested in buying a property in Nova Scotia as a vacation spot but would only be able to undertake this if it made financial sense, which would require us to make the property available for short term rentals . Needless to say we had no expertise in this market nor the management of the property and we could only do this with expert advice. This is where Jordan and his team stepped in. They assisted us in locating a property that we both loved and could be a financial success in the short term rental market. They gave us their expert advice as to which properties we were interested in would also appeal to the short term market. They also gave us some parameters as what we could expect as rental income and occupancy (clearly not hard representations but what they expected). Based on that advice we found the right property that meet these goals. This was part one of the experience.
Part two was after purchase assistance in furnishing the property to appeal to short term rentals and sourcing the furniture (and this was during the height of covid and supply chain issues). Jordan and his team (I will not mention them all but a shout out to Kate) stepped up to this challenge and while it was a bit more expensive then I had hoped (do to supply chain issue) they did an awesome job and the house looks great and appealing.
Part three is the marketing and hosting services . Suffice it to say that we are having more rentals then expected in the financial model and only 5 star reviews on Airbnb.
Thanks to Jordan and his team – they really care
Iris Chantrelle, Previous Owner of Harbour Mist
Working with Jordan at Over Sea (and in fact the whole team!) was, from the beginning, a fantastic experience! From our first meeting, envisioning the potential of our property as both a vacation rental and event venue, to bringing that vision to life, Jordan and his team showed dedication and passion. They encouraged my participation in many decisions when I chose to be involved; however, it was their careful planning, hard work and dynamic vision which truly brought this beautiful property to its full potential. From the initial planning stages to creating a well-respected and sought-after brand, I was amazed how it all came together given the remote location of the property and how intricately designed and decorated the home was. The detail required to maintain everything from landscaping to dusting the many antiques was done with such care, ensuring the unique and serene guest experience the property became known for. All this while working within the unique constraints of the house simultaneously being for sale - a challenge they met and supported with ease. With the eventual sale of the property, we said goodbye as business partners, but not as friends! I hope to work with Jordan again with another property in the future, but in the meantime, I can’t wait to see how he continues to influence this growing industry!”
James Surrette