Lending Services by Win Win Lending
Win Win Lending offers private lending services that provide essential financial assistance and a variety of loan options to meet your needs.
Win Win Lending offers private lending services that provide essential financial assistance and a variety of loan options to meet your needs.

The Win Win Advantage in Real Estate Lending
Experience clarity at every stage with our straightforward funding workflow, designed to provide financial assistance tailored to your needs. We specialize in navigating the unique real estate landscapes of premier markets such as Myrtle Beach, Orlando, Miami, and Knoxville.
Our expertise is particularly deep in niche sectors like condo hotel (condotel) financing, where traditional lenders often fall short in offering suitable loan options.
From the initial discovery call to secure fund delivery, we eliminate hidden fees and complex jargon, ensuring you can move forward with total confidence with Win Win Lending.

Your Strategic Partner
Craig Winquist
Partner with industry expert Craig Winquist, who brings more than 30 years of specialized financial experience to your corner.
Dedicated to your long-term success, Craig provides personalized guidance and financial assistance to help you navigate high-stakes financial decisions. Whether you are a seasoned developer or a first-time investor, he ensures you secure the right capital structure and explore various loan options to scale your operations effectively and sustain growth in competitive coastal and urban markets through Win Win Lending.

Strategic Loan Programs
At Win Win Lending, we offer a diverse suite of loan options designed to provide financial assistance tailored to the specific needs of modern real estate investors:
Fixed Rate Loans: Secure, long-term financing for stable rental income and portfolio growth.
Hard Money Loans: Rapid, asset-based funding for time-sensitive acquisitions and fix-and-flip projects.
Bridge Loans: Flexible, short-term capital to bridge the gap between acquisition and permanent financing.
Ground-Up Construction: Specialized funding for new developments, from initial site prep to project completion.

The Realtor’s Secret Weapon for Non-Traditional Deals.
Stop letting rigid bank guidelines or slow timelines kill your momentum. We provide financial assistance through bridge financing and investment capital that prioritizes the asset and your exit strategy over a standard credit box.
For Realtors: Turn "No" into "Closed" and save commissions on unconventional deals with our diverse loan options.
For Investors: Secure your next property with the speed required to win in a competitive market thanks to Win Win Lending.

The Investor’s Edge – Unlock Equity to Scale Faster
Stagnant capital is the enemy of growth. Our refinance solutions provide essential financial assistance for high-velocity investors who need to pull cash out and pivot to their next acquisition without the traditional 45-day drag.
For Lenders: Partner with a specialist who understands property value and risk from the inside out, ensuring you can offer competitive loan options.
For Clients: Restructure your debt to lower carry costs or effortlessly fund your next 10 units with ease through our Win Win Lending approach.
Craig was great at helping with all aspects of securing the financial assistance needed for my rental unit. He is very diligent in his work, knowledgeable, and incredibly helpful throughout the entire loan options process.
Mary K – Willow Springs NC
Great mortgage broker! He picks up his phone even at night! Craig worked hard on my unique mortgage situation, explaining the entire process in easy-to-understand language. I will definitely do business again, thanks to Craig and Win Win Lending!
Tommy – San Jose CA
Craig Winquist has funded and assisted me with several business ventures, always going above and beyond. Most notably, he’s available to take my calls and help find the funds and answers for any project I’m considering. I appreciate his knowledge and candor when doing business and truly value his input.
I highly recommend using Craig for project funding through Win Win Lending and will be using him again in the future.
J Lepire – Fallon NV
"Craig is great to work with! He has helped my buyers secure financial assistance when other companies could not offer viable loan options. He is quick to respond and keeps you updated throughout the entire lending process, from start to the closing table."
Katie H - Myrtle Beach
"As an agent working with investment buyers, having the right lending partner like Win Win Lending is critical. Craig Winquist has been instrumental in helping my clients successfully acquire and scale their investment properties."
"Craig understands investment real estate at a high level—he’s efficient, transparent, and solutions-oriented. He knows how to structure deals, move quickly, and eliminate unnecessary friction, giving my buyers a real advantage in competitive situations.
I confidently refer Craig to my clients because I know he’ll deliver, communicate clearly, and close. If you’re serious about investing in real estate and want a lender who truly understands the space, Craig is someone you want on your team."
Kevin G - Myrtle Beach
Working with Craig as an Account Executive has been a true partnership that I’m so grateful for. We’ve collaborated for over 3 years on numerous transactions, and he consistently provides well-structured, well-documented files while communicating proactively throughout the process. His deep understanding of guidelines allows him to navigate challenges efficiently, minimizing unnecessary back-and-forth. Craig is an efficient and trustworthy broker, making him a pleasure to work with – exactly the kind of loan officer AEs value and prioritize. I’m always confident when I see a deal coming from him, knowing that he offers excellent financial assistance for all our loan options.
Jennifer – Irvine CA
I’ve had the pleasure of working with Craig for almost 8 years now, and he is one of the best loan officers I’ve encountered. His extensive knowledge and experience make my job significantly easier, and his great personality is an added bonus. I would recommend Craig to any clients seeking mortgage financing assistance through Win Win Lending.
Paul – Calabasas CA

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