​James "Jim" Olin – CEO C2G Advisors, LLC

Godfather

• Only person to be CEO of both the nation’s largest privately owned vacation rental company (Abbott Resorts), and largest public vacation rental company (ResortQuest).
• Holds CRE, CRB, RSPS, SRES, and CNE designations in Real Estate. Jim Olin is one of only 8 Realtors in the entire US that currently holds CRE and CRB designations simultaneously.
• Served as part of the elite Settlement Team for one of the largest Class Action Settlement for Economic and Medical Damages in US History.
• Real Estate Broker and Vacation Rental Management expert since 1992.
• Involved in Tourism and Economic Development industries since 1984.
• Has been involved in more M&A activities in vacation rental industry than anyone.
• Florida Secretary of Commerce appointee to 3 different state-wide committees.
• Fellow in the Royal Institute of Chartered Surveyors.

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Jim Olin has been involved in some of the most complex and intricate business acquisitions and business restructurings from both a Wall Street "public" company scale, to small private companies. Jim has also served as a litigation consultant on one of the largest class action settlements in US history.

Previously, Olin was the Managing Partner of The Sterling Companies LLC. He managed the merger of three of Northwest Florida’s leading privately owned resort development, resort management and real estate sales companies into one powerful regional company servicing all facets of the resort industry. His leadership propelled The Sterling Companies from a regional powerhouse to a national player in the industry. Jim was responsible for the growth of the rental management company to over 3,000 units under contract, an active resort, residential and commercial real estate operation with over 50 licensed agents in Florida, Alabama and Mississippi, and the construction of over 550 high rise resort condominiums in 7 towers.

Jim is the former President and CEO of ResortQuest International (NYSE: RZT), the world’s largest vacation rental property management and resort real estate firm. Under his leadership at ResortQuest, Olin guided the network of more than 20,000 vacation rental properties in 52 premier resort destinations and developed alliances and partnerships that gave ResortQuest a truly global reach. During Jim’s tenure, ResortQuest had more than 5,000 employees and managed a vacation rental portfolio valued at over $7 billion. Olin also oversaw a real estate brokerage network of more than 350 agents, who traditionally managed an excess of $1 billion in real estate listings.

Olin had been with ResortQuest and its subsidiaries for 10 years. He was appointed COO of the company in January 2000 and was then promoted to President in April 2002. Previously, he was President and CEO of Abbott Resorts, based in Destin. As President and CEO of Abbott from 1992 until January 2000, Olin engineered the company’s growth from 900 units to more than 2,500 units, and real estate sales from $35 million to $250 million annually. Prior to joining Abbott Resorts, he served in various capacities within the tourism and economic development fields in Florida, beginning with the Florida Department of Commerce.

Olin has served on several state-level task forces, appointed by Florida Governors Bush and Mixon, and is a founding Board Member of the Florida Vacation Rental Managers Association. Jim currently sits as a founding Board Member of the Onsite Property Managers Association (OPMA), and is also on the Advisory Council of Host Compliance LLC.

Jim is also a former faculty member at the Nashville campus of the University of Phoenix, and a member of the Vacation Rental Managers Association and the American Society of Trial Consultants. Jim holds Real Estate Broker licenses in Tennessee, Florida, Mississippi and Alabama. Olin has been married for over 32 years to his wife June, and they have four children and five grandchildren. Active in his community, Jim is a founding Board Member of Serve & Protect – www.ServeProtect.org.

Awards and Certifications

• Both an invited member of the Counselors of Real Estate (CRE) and a Certified Real Estate Brokerage Manager (CRB), which means he has received the highest designations achievable for both Brokers and Advisors to Brokers. Only 8 Realtors in the entire United States (out of approximately 1.2 million) currently hold both honors simultaneously.
• Holder of the prestigious Resort & Second Home Professional Specialist (RSPS) designation from the National Association of Realtors, and also has received the Seniors Real Estate Specialist (SRES) Designation by the same agency. Less than 1,000 realtors in the US have this RSPS designation.
• Certified Negotiations Expert; a designation achieved by less than 1% of the Realtors in the entire US.
• Fellow in the Royal Institute of Chartered Surveyors.

C2G creates consortiums for each assignment from a hand-picked list of experts in the appropriate fields. Since each job is not a "one size fits all" we bring to the table only the best individuals who have a wide array of specialty areas designed to meet the particular business needs of our clients.

Jacobie Olin, Managing Partner at C2G Advisors

President

• Closed dozens of buy/sell M&A transaction over the past 5 years
• Introduced and negotiated full building master leases on behalf of VC-backed operators with class a multi-family developers and landlords
• Sourced and performed feasibility studies for single-family owner/operators and developers
• Member of NASTRA str advocacy group
• Member of Supplier Advisory Council for VRMA
• Frequent speaker and contributing author for industry events and magazines
• Former Restaurateur

Jacobie has been involved in short term rentals, litigation consulting, food & beverage, and real estate for over a decade. Jacobie is one of the preeminent M&A consultants in the short-term rental industry. He specifically advises buy-side clients looking to expand into new markets through acquisitions and developer partnerships. He has worked as a subject matter expert on the BP Oil Spill, along with several other cases. A former restaurateur, he is currently a licensed RSPS REALTOR in Tennessee.

A graduate of Middle Tennessee State University (MTSU), Jacobie holds a Bachelor’s Degree in Economics, and has experience in actuarial accounting. He currently resides in Nashville with his wife, Kaitlyn, and goldendoodle, Jasmine.

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Dylan Burgess

VP of M&A

Dylan Burgess joins C2G Advisors as a nine year vacation rental M&A expert. Dylan has worked for some of the largest companies in the industry, including Vacasa and VTrips. He has acquired vacation rental companies and integrated those businesses into growing property management companies. Additionally, Dylan has represented smaller vacation rental managers, as a M&A Advisor, to help them buy or sell property management companies during his time at Vintory.

In total, Dylan has personally supported the purchase or sale of 36 acquisitions. He has also supported the integration efforts of another 12 companies, thus developing an intimate understanding of creating post acquisition value. Dylan is a great resource for buyers and sellers looking to sell their business or grow their business through acquisition.

Residing in Portland, Oregon, Dylan acquired and operates a neighborhood brewery. He has an entrepreneurial spirit and a degree in Tourism from Oregon State University. Dylan is an avid golfer and enjoys exploring vacation rental destinations.

Max Zani

Director of Sales

Max Zani is the Director of Sales at C2G Advisors, where he leads business development and client engagement initiatives across the firm. He works closely with entrepreneurs and leadership teams to understand their priorities, identify strategic opportunities, and connect them with the advisory resources needed to support successful outcomes.

Before joining C2G, Max built a strong sales foundation at Snowflake, where he was recognized as a top-performing Senior Sales Representative and consistently ranked among the top of his peers. He brings a consultative, relationship-first approach grounded in clear communication, strong follow-through, and a deep understanding of what business owners need at pivotal moments.

Max graduated from the University of Tennessee’s with a BA in Marketing, where he also competed as an NCAA Division I Track & Field and Cross Country athlete. Outside of work, he trains competitively with the goal of qualifying for the U.S. Olympic Trials Marathon, and enjoys traveling, exploring Nashville’s restaurant scene, cooking, and spending quality time with family and friends.

Scott Holt

Director of Sales & Marketing

Scott Holt is the Director of Sales and Marketing for C2G Advisors.

His role encompasses all aspects of marketing, from crafting effective SEO strategies to implementing social media and email marketing campaigns, while optimizing content for C2G's digital platforms.

With a background as a web developer at a digital marketing agency and a prominent property management software firm, he seamlessly transitioned to spearheading C2G's digital marketing efforts.

Residing in Colorado Springs, he finds joy in spending time with with his wife and two children in the great outdoors of Colorado.

​Jackson Thomas

Associate

Jackson Thomas is Associate for C2G Advisors, the leading advisory firm in the short-term vacation rental industry.

Before joining C2G, Jackson worked as a Strategic Consulting Analyst, contributing extensive proficiency in financial modeling, software implementaiton, benchmarking, and comprehensive market research. In this role, he collaborated closely with business unit leaders, primarily focusing on engagements within the energy/utility sector and banking clientele. Jackson is a distinguished graduate of the University of North Carolina with a Bachelor of Science in Business Administration with an area of emphasis in investment banking. Throughout his undergraduate years, he distinguished himself through two internships—one in private equity and another specializing in financial due diligence for high-net-worth clients.

Residing in Nashville, Jackson brings strong experience to C2G while also emboding a commitment to personal growth. Outside of the professional realm, he enjoys fitness and maintaining an ongoing pursuit of knowledge.

Michele Leonelli

JD, M&A Advisor

Michele Leonelli is an experienced corporate and M&A attorney. He graduated cum laude from The Georgetown University Law Center in 2011 and began his legal career as an associate in the Los Angeles office of global corporate firm Latham & Watkins. As an attorney with Phoenix boutique firm Phocus Law, he acts as outside general counsel to a range of investors, companies, and entrepreneurs. In this capacity he represents buyers and sellers in transactions across a wide array of industries. As part of his transactional work, Michele represents clients throughout the entire M&A process, from diligence and initial negotiation, to structuring and negotiation, through to close. With over a decade of experience, Michele plays a leading role in the structure and execution of transactions, as well as the management and negotiation of the interpersonal dynamics involved in each deal.

Michele was born and raised in Australia. He’s half-Italian and half-Australian and 100% passionate about music, reading, and meditation. His favorite band of all time is Pink Floyd and his favorite album Dark Side of the Moon. Some of his favorite authors include Herman Hesse, Leo Tolstoy, and William Shakespeare, and among his favorite literary characters are the Count of Montecristo and Ignatius J. Reilly. When he’s not working, Michele is often taking his dog Chloe for swims or to the dog park, or sitting outside with his fiancé, enjoying the birds in the trees around their home in Austin, Texas.

​Andrew Nash

CPA, M&A Advisor

Andrew Nash is a seasoned CPA with over a decade of experience in the banking industry. He started his career at a local Nashville accounting firm, where he eventually moved on to being a Director at Community Bank in Kentucky.

Andrew has built a robust career, demonstrating expertise in financial analysis, auditing, and regulatory compliance. His commitment to continuous learning and professional development ensures he stays at the forefront of industry trends and best practices.

Andrew Nash holds a Bachelor of Science degree in Accounting from the University of Tennessee and a Masters of Accountancy from Middle Tennessee State University.

Residing in Nashville, outside of his professional life, he spends his time on the lake with his wife, Erin, and two kids.

Jack Arnold

M&A Analyst

Jonathan Arnold is an M&A Analyst at C2G Advisors, a leading advisory firm specializing in the vacation rental industry. In this role, he supports the team across all aspects of deal execution and operations, assisting with financial analysis, market research, and due diligence to facilitate the buying and selling of property management companies.

Before joining C2G, Jonathan worked as a Senior Analyst on the Investments team for a publicly traded REIT and as a Production Analyst for an agency lender. He gained extensive experience in real estate finance, managing financial modeling, investment evaluations, underwriting, and acquisition strategies while working closely with executives on high-level decision-making. His background also includes financial reporting, revenue recognition, and M&A integration, supporting growth strategies in private equity-backed platform companies.

Jonathan holds a BA in Economics from Yale University, where he also played college soccer, developing a competitive mindset and strong leadership skills. He continues to build his expertise in real estate and M&A, with a focus on delivering strategic insights and value to clients in the vacation rental industry.

Dea Duka

M&A Advisor

Dea Duka is an M&A Advisor specializing in the short-term rental industry, with a strong background in financial analysis, strategic consulting, and business advisory. Prior to this role, she worked as a financial data analyst and business consultant in the healthcare space, where she built comprehensive financial models and advised on capital raises, equity structures, and M&A transactions.

Her work focuses on translating complex financial data into clear, actionable insights and for building strong, collaborative relationships with business owners and stakeholders. Dea is passionate about helping companies grow sustainably by aligning financial performance with long-term strategic goals.

Outside of work, she enjoys traveling, fitness, and spending quality time with family and friends.

Kyle Carmody

M&A Advisor

Kyle has a background spanning audit, Quality of Earnings reports, capital raises, and M&A transactions. That experience gives him a well-rounded perspective that he now brings to business owners ready to take their next big step.

His focus is on helping clients navigate the transition out of their business — making sure they get the most out of what they've built and that everything they've worked for is protected along the way. Kyle genuinely enjoys helping people. Getting to be a part of that journey and helping them showcase everything they have built is what it is all about.

Outside of work, you'll find him spending time with his wife, family, and friends, or catching a live sporting event.