Jack Waddle, Black Diamond Real Estate Group

9200 SE Sunnybrook Blvd, 97015, Gladstone

Jack Waddle is one of the top Real Estate Agents in the state of Oregon, and has been highly awarded throughout his career. In addition to his glowing recommendations, he is the Owner of the Black Diamond Real Estate Group with Keller Williams Realty where he is a coach and mentor to many of those around him. Jacks success stems from consistently providing top level professionalism and services, putting his team and clients first for optimal success, and clear communication. Jack is a father and a family man and while his clients are his top priority so is being with his family. Jack is a big believer in surrounding yourself with the best and that is what he brings to the table.

"Make your next move with confidence"

Opening hours

  • sunday: 0h-24h
  • monday: 0h-24h
  • tuesday: 0h-24h
  • wednesday: 0h-24h
  • thursday: 0h-24h
  • friday: 0h-24h
  • saturday: 0h-24h

Jack Waddle, Black Diamond Real Estate Group: Reviews

4.9/5 (61 Reviews)

Reviews are the opinions of their authors. We do not verify that the author was a customer.

Reviews on Google

4,9 out of 5 from 61 reviews

Laura Frashour Published on Google

Fantastic experience: Working with Jack was an amazing experience! He was kind, patient and a great listener. He was very responsive when we had questions and took time to explain everything! I felt that Jack really cared about the well-being of my family when we purchased :) I will absolutely work with Jack again when we buy another house- it was a very wonderful experience!! I Would recommend him to anyone I know buying or selling a home.

Danielle Waddle Published on Google

Fantastic experience: We had our house listed for 7 months with Redfin...SEVEN months...multiple failed offers/sales. It all boiled down to pour representation during the negotiating period. I called Jack after following him on social media (he is technically distant family) and asked if he would consider listing our house for us for 30 days before we rented it out. He literally said, I will have it sold in days but sure I will list it for a month. He wasn't kidding. It was pending within 72 hours with multiple offers, and It was sold (closed and funded) in under 3 weeks. INSANE. Shout out to Jack and his team for a job well done!

Jack Waddle, Black Diamond Real Estate Group
Jack Waddle, Black Diamond Real Estate Group

thank you for listing with us! We strive for the best white glove experience!

Patricia Payne Published on Google

Fantastic experience: Jack & Angelia & his team stepped up & got the job done (after we had been trying to sell by owner with no luck) I would not hesitate to use Jack & his team @ Black Diamond Real Estate Group again! Thank you Jack & Angelia & team for everything !

Jack Waddle, Black Diamond Real Estate Group
Jack Waddle, Black Diamond Real Estate Group

Thank you so much it was an honor to help!

steve payne Published on Google

Fantastic experience: Jack Waddle & his team @ Black Diamond Realty sold our home for us. We highly recommend them. Very personable & helpful. If you are selling or looking for a house call him !!!!

Jack Waddle, Black Diamond Real Estate Group
Jack Waddle, Black Diamond Real Estate Group

Thank you steve!

Angela Chasteen Published on Google

Fantastic experience: Best realtor in happy valley. He is super kind to work with, very quick to respond via text or phone call. He helped my kids buy their first home and was amazing. I really appreciated feeling like he had my kids best financial interest at the forefront of his mind.

Jack Waddle, Black Diamond Real Estate Group
Jack Waddle, Black Diamond Real Estate Group

Thank you angela! I love your kids great boys greatful i was able to be part of it

Cindy Wood Published on Google

Fantastic experience: Great to work with!

Jack Waddle, Black Diamond Real Estate Group
Jack Waddle, Black Diamond Real Estate Group

Thank you cindy

Stacy Livermore Published on Google

Fantastic experience: Jack was timely, professional, outgoing and very enthusiastic. He was very transparent and upfront about what his cost would be listing our home but also the benefits of his marketing plan. Once our home hit the market he had an open house 3 days later and we had three solid offers at least $10,000 over asking price. He helped us through the closing process and everything went smoothly. We highly recommend Jack for your real estate needs.

Tiffany Van Domelen Published on Google

Fantastic experience: Jack was the best! I tried selling my house by owner for several weeks before Jack listed it, within 48 hours Jack had my house pending With a full price offer! He made selling my house super easy! We’ll definitely use Jack again!

B Far Published on Google

Fantastic experience: He listened to our wants and needs throughly. So much so the very first home he found and showed us we loved and knew that was the one.

Amanda Panda Published on Google

Fantastic experience: Very professional and fun people. They do exceptional work! We thank you guys for being so caring and very well spoken!

Steven Roofing Geek Published on Google

Fantastic experience: Jack and Leah Waddle are amazing, not just as real estate consultants, but as people. From the first call to the keys in hand, they make the process smooth and stress-free. It's no surprise Jack was named Oregon’s No. 1 real estate agent in the 2024 Best of the Best reviews. They’re always leveling up, attending top industry seminars and events so their clients get the very best. As someone who attends seminars and conferences all over the country, I know how vital they are to the growth and development of building long term relationships. —their professionalism, drive, and rizz are unmatched. I couldn’t recommend them more!

Trish Nuno Published on Google

Fantastic experience: Jack is a great realtor and helped us all along the way. He sold our home in just 2 weeks and also helped us find our new home with a quick escrow. We definitely would recommend him if you're needing to buy or sell , he's your guy!

Christina West Published on Google

Fantastic experience: The best realtor you could ask for when looking for your dream home! Can’t express enough how wonderful Jack makes the experience, look no further! :)

Michelle B Published on Google

Fantastic experience: I haven’t had the chance to work with Jack and Leah from Black Diamond Real Estate Group professionally yet, but I’ve gotten to know them through our community, and their kindness truly stands out. For the past two years, they have generously offered free Christmas photos to local families—a gesture that shows how much they care and how committed they are to giving back. Their warmth, generosity, and genuine community spirit make them people I would trust without hesitation. I’m grateful for all they do and highly recommend them to anyone looking for realtors who lead with heart.

Matt Daniell Published on Google

Fantastic experience: Jack treated us like family and really takes pride in his business. He made sure we got the property we were looking for and really went to bat for us during negotiations. Highly suggest using him for all your real estate needs. Thanks, Jack and Leah for everything and taking care of your community.

Penny Ott Published on Google

Fantastic experience: Jack has helped me sell and buy a new home in the last 6 months. He has been friendly, professional, knowledgeable, always makes times for all the questions I have, and I love my new place! Its been quite a journey and Jack has made it so much easier. Thanks Jack!

Jason Deming Published on Google

Fantastic experience: Jack was awesome to work with. Diligent and timely in communication. Documents and deadlines were always met well ahead of time. Easy phone demeanor during negotiations, inspection period and closing. True professional in our industry. Look forward to working with him again.

Kendra Gentry Published on Google

Fantastic experience: Jack was great to work with. Very responsive, friendly, and hardworking.

Jessie Workman Published on Google

Fantastic experience: Jack was amazing with helping my husband and me with buying our first home. He answered the many, many questions we had, showed us numerous houses and listened to what we really wanted in a home and helped us find our dream home. I would highly recommend anyone looking for a new home to work with Jack.

kenny farley Published on Google

Fantastic experience: Was a great help throughout the entire process

Chandra Ashford Published on Google

Fantastic experience: I was the listing agent where Jack and I had a nice transaction. I believe both our clients felt like it was a win-win. I would definitely work with Jack again.

Esmeralda Munoz Published on Google

Fantastic experience: As first time homebuyers Jack, made sure to answer all our questions even if they were silly. His an honest and working man who helped us tremendously with choosing our forever home. He re assure we would be fine and that even after closing day he would be there for anything questions of any kind. Thank you Jack and company for helping make our dream come true!

Michael Fisher Published on Google

Fantastic experience: Jack’s service was phenomenal.

Jason Rice Published on Google

Negative experience: Zillow won't post bad reviews. Nor will they respond to my request to explain why. I'll summarize. Jack told me he'd get me 1.5M and would take care of cleaning and moving just to get me under contract. Sold for 1.305 with no movers like he promised. He also posted we sold for 1.32M on his social media. Why lie? He went missing in the middle of our deal after going on vacation to "no reception areas", with no backup to call. He will tell you half truths. And then back track and say that's not what he said when confronted. He used my house to film promo videos for himself behind my back while I took time off work to be out. For that he was an hour late to show and 2 hours late to leave. He said he'd "make it up to me", wanna guess if he did? Selling a house costs way more money than it should. Especially at this price point. Save yourself the stress and find someone who truely cares about their clients and won't lie to cover themselves and make a buck.

Lindsay Taylor Published on Google

Fantastic experience: Simply Amazing. Made selling my house (four days and sold!) so simple and stress free. I've owned other houses and always felt like it was such a stressful, hard, time consuming task and that was not the case with Jack AT ALL. I wish I could give him more stars than 5. Also, should mention, that while calmly selling my house and 8 others, he managed to get married AND be on honeymoon. Not one slip up or miscommunication. He was responsive and a joy to work with when selling my home.

Ilsa McCartt Published on Google

Fantastic experience: We met Jack at an open house and decided to use him to help us find our next home. He got us in to view several houses immediately and gave his professional opinion on each, but it never felt like he was polishing us to buy one just to make a sale. Once we picked the right one, he negotiated the price down and saved us almost 20k! That allowed us to buy the home we wanted and we are so grateful. 10/10, highly recommended Jack for your house buying needs!

Andrew McCartt Published on Google

Fantastic experience: Mr. Jack Waddle helped us find our perfect, family home. He is highly knowledgeable of the housing market and how to use it your advantage. Jack communicated consistently throughout our home buying experience and was fulling transparent with his proccess. I don't expect to buy another house and time soon but I will be reccomending Mr. Jack Waddle to everyone I can.

Aaron Pontius Published on Google

Fantastic experience: Jack is a true professional and a pleasure to work with. He was always easy to reach and focused on how we could partner together as agents to support both our clients!

Zach Bernards Published on Google

Fantastic experience: I worked with Jack on a transaction, and was pleased with his communication, and efforts to keep the transaction progressing.

Marcel DeHart Published on Google

Fantastic experience: I have worked with Jack several times, and he is always very conscientious and attentive to his clients needs. He helps explains things thoroughly and accurately so his clients can make good decisions.

Brandon Williams Published on Google

Fantastic experience: Jacks awesome, we worked together on a couple projects

Cassandraa Nuno Published on Google

Fantastic experience: Jack has been nothing short of amazing & has taken such great care of my family & I in the wild ride of selling & helping find a new home with a crazy timeline & strict budget! It’s been a whirlwind of a situation but he was always helpful, positive, & showed up with great energy! 1000 out of 10 would recommend him as a realtor!

Mark Rushford Published on Google

Fantastic experience: Jack did a great job selling our house. He was on top of whatever needed to be done, and was willing to help with anything we needed, and was very helpful through the whole process. We sold our house within few days of listing it, and got an offer better than we expected.

Cooper Callan Published on Google

Fantastic experience: As a fellow Realtor, I have had the pleasure to work with Jack on closing 2 transactions now, and this guy just simply knows how to get things done. He doesn’t just work hard, he is thoughtful, respectful, kind, and patient. He knows his stuff and is always great about communication and getting back to people about things. Thanks for all your help and cooperation. Can’t wait to work with you on the next one, Jack!

McCabe Real Estate Group Published on Google

Fantastic experience: Jack was wonderful to work with. We had an extremely challenging transaction and we worked excellent together to get to the finish line for our clients.

Allen Larkin Published on Google

Fantastic experience: Jack went above and beyond to get us into our house. This purchase was a rollercoaster of both emotions and challenges. He was always positive and cheerful! He had so many recommendations/solutions throughout the process. We would highly recommend working with Jack and his team!

Piotr Holubowski Published on Google

Fantastic experience: We are from California and were looking for a local agent near Oregon City. Our son noticed Jack’s billboard on the side of the street. He called him . Jack was very prompt. We decided right away to work with Jack to sell our son’s house in Oregon City. Jack was very profesional and with a great, friendly attitude. He helped us with personal matters as well. He seemed like an old friend. He answered the phone regardless the time. He madę a sale process very smooth and informed us with every step of it. IF we could, we would post a 20-Star review for Jack. He is our Oregon real estate man for any future needs. Thank You, Jack.

Jack Waddle, Black Diamond Real Estate Group
Jack Waddle, Black Diamond Real Estate Group

Thank you, Peter. It was absolutely an honor to help you and the family. Can’t wait to help you purchase your next home here in Oregon.

NA NA Published on Google

Fantastic experience: Our experience with Jack Waddle of Black Diamond Realtor was nothing short of phenomenal! From the moment we connected, Jack’s down-to-earth personality and genuine approach immediately put us at ease. As first-time homebuyers, we had countless questions—some of which felt outrageous—and Jack was incredibly kind and patient, taking the time to address each one thoroughly. One of Jack’s standout qualities is his unwavering availability. Whether it was early mornings, late evenings, or even weekends, he was consistently there to answer our calls, providing us with peace of mind during such a monumental process. Jack’s dedication went beyond just answering questions; he was present for multiple house viewings, always offering insightful observations and ensuring we felt confident in our decisions. When it came time to make an offer, Jack’s expertise truly shone. He walked us through every step of the process with clear and detailed explanations, making what could have been overwhelming feel manageable and straightforward. During negotiations, Jack’s ability to leverage his deep industry knowledge resulted in a fair and reasonable offer that worked in our favor. What sets Jack apart from other agents, like those from Zillow or Redfin, is his authentic connection to the Portland community. As a Portland native, he’s not just selling homes—he’s helping people connect to their dream homes while fostering a sense of community. His genuine investment in Oregon residents is unmatched, and it’s evident he’s passionate about helping families like ours achieve homeownership. If you’re looking for a realtor who’s professional, knowledgeable, and wholeheartedly committed to your success, Jack Waddle is the one to trust. He made our first home-buying experience a joyful and seamless journey, and we couldn’t recommend him more!

Jack Waddle, Black Diamond Real Estate Group
Jack Waddle, Black Diamond Real Estate Group

Thank you I always make sure to do my best and it helps when you have such an amazing client like you

Jamaica Samue Published on Google

Fantastic experience: Exceptional Service from Start to Finish! We had the pleasure of working with Jack, and we couldn't be more impressed! From the very beginning, the was quick to respond to our questions, persistent in helping us find the perfect home and connecting with the sellers agents, and incredibly patient with us throughout the entire process as we had so many questions and needs. His attention to detail and dedication to making sure we were informed every step of the way made all the difference. We felt truly supported, and trust his expertise. He really commits to his clients and does all the hard work so you can be at ease, Highly recommend!

Westley Colebank Published on Google

Fantastic experience: Jack has been a wonderful co-op agent to work with. Highly communicative and creative, Jack has been an agent that wants everything to work out for all parties. I hope to work with Jack again in the future!

Mike Ross Published on Google

Fantastic experience: When you engage in any type of business with Jack you get great communication, hard working and ethical business practices.

Guadalupe Hernandez Published on Google

Fantastic experience: We used Jack to help us secure our dream home, and he truly checked every box. He’s incredibly knowledgeable about different cities in Oregon and quickly understood exactly what we wanted. Jack was always attentive and easy to reach, no matter the time. He’s a great negotiator and made sure we got exactly what we wanted. Most importantly, he made us feel comfortable throughout the whole process. His work ethic is second to none, and knowing we had someone reliable in our corner made the experience so enjoyable. I would highly recommend Jack if you're looking for a home!

Mary Frances Hill Published on Google

Fantastic experience: Jack is amazing! He helped me through a very difficult and confusing situation with the sale of my mother's home. He and his team went above and beyond to clear the home, clean, the home, take pictures and get it listed. His communication throughout the process has been stellar! I would recommend him in a heartbeat! You're in good hands with Jack and his team!

Cristian Villanueva Published on Google

Fantastic experience: We first met Jack at an open house local to us just browsing for fun. While we were there he was very nice and welcoming letting us know to reach out if we had any questions or wanted to look into buying. A few months later we did reach out and from there it was a breeze. He sat down with us and went over basic information, and got us looking for a house as soon as we were ready. Within the next few weeks he answered every question, text, request for a viewing that we had. He was a great negotiator when it came to purchasing our home and made us feel very knowledgeable throughout the process. I would absolutely recommend Jack to anyone looking to purchase their first/next home. Thanks again!!

Tanya O Published on Google

Fantastic experience: Working with Jack was the best experience I ever had selling my house. From beginning to end he was on top of everything and even a step ahead, knowing what might come up and taking care of it. Jack bull-eyed best selling approach, competitive listing price, open houses were hit in turnaround, and his marketing skills are truly unprecedented - I felt my house topped Zillow viewing numbers from the moment it went live. He skillfully addressed all questions and concerns that came up. Response time was great. Knowledgeable, confident, top notch, good energy - he made house selling process a breeze for us and we could concentrate on packing and moving out, as he took care of everything related to sale. Can't be more grateful for work Jack did. Best choice of realtor if you need one.

Deborah Payne Published on Google

Fantastic experience: I used Jack for a home sale and a home purchase. He's a great negotiator and really on top of the market. I would fully recommend him to anyone in need of a great agent.

Margot Lea Published on Google

Fantastic experience: Jack was amazing to work with! I am super new to the real estate game. I feel Jack went above and beyond to explain and educate me about the market to help get the perfect investment property! I can’t wait to work with him in the future and would 1000% recommend him to anyone. I have to also mention that every person he connected me with from lender to inspection recommendations were just as amazing! Thank you Jack!

Stephanie Lathrom Published on Google

Fantastic experience: Jack thank you for being our realtor. We love our new home! ❤️

Travis Ryan Published on Google

Fantastic experience: We connected with Jack by chance when looking at a new property and we got so lucky. Jack did an amazing job giving us advice on how to market our property to sale quickly and helped get us a great deal on our new house. He is very responsive to questions at all hours! The pictures and video that he made were very well done and very professional. I am so glad that we were able to work with Jack. Great job. Please contact him if you need a great realtor! Highly recommended!

Thomas Moyer Published on Google

Fantastic experience: Jack went over and beyond to find my family a home we can grow in. I would highly recommend his professionalism and courtesy to anyone looking for a home!

Breanna Moyer Published on Google

Fantastic experience: Jack Waddle is THE best! From the first time we talked to him; my husband and I knew he knew what he was doing. He was on top of everything, and just motivated us more along the way. He goes above and beyond, and answers every question you have! We can’t thank him enough for what he’s done for our family by getting us into our forever home by Christmas! Thank you Jack!

Kiana LaBonte Published on Google

Fantastic experience: We met Jack incidentally at an open house he was hosting and knew right away he was the realtor for us - friendly, knowledgeable, and more than accommodating. He actually found this property for us based on other listings we sent him - it was like he knew what we wanted more than we did!! Can’t recommend him enough, if you’re looking for a stressless process while finding your dream home Jack is your guy.

Antonia Bonamigo Published on Google

Fantastic experience: Jack is a wonderful realtor who does everything he can to make the process go smoothly. He is very upfront and honest from the start, and is willing to go above and beyond to make his clients happy! He went above and beyond to help my family and I purchase our new home. His communication skills are above satisfactory when it comes to explaining in detail the process, what each paper meant and so forth. I would definitely recommend Jack to my family and friends as their realtor. If i could give 10 stars, I would!

Noah Schwab Published on Google

Fantastic experience: Jack was awesome, he runs his own company and was able to help me throughout the whole process. Any time I had questions about what was going on, no matter the time, he was available 24/7. I never felt once like I wasn’t taken care of. Especially in a fast and demanding market like right now. You can count on Jack to make sure that you get a home that’s going to fit your needs, budget, and location. With the way the market is changing you need a realtor who is willing to adapt and is going to fight for you to make sure you get the house you want. That guy is Jack Waddle. I recommend him to all my friends and family who are in the market whether it’s selling or buying. Jack is more then just a realtor, he’s the friend you can trust to get the job done right

Tori Demers Published on Google

Fantastic experience: Jack is very attentive to the needs AND the wants of his buyers. He didn’t mind showing us homes multiple times a week until we found what we were looking for. Super funny and nice to work with too. Extremely fast responses always on his cell. I recommend him to anyone looking in Oregon or Washington!!!!

Dave Lynch Published on Google

Fantastic experience: Jack is definitely a professional with a ton of enthusiasm. Jack went far and beyond to get us into our new home. He's pleasant to work with, and I almost believe he has no idea what the word stress means. I recommend Jack 100%.

Amanda Guthu Published on Google

Fantastic experience: Jack is very friendly and wants to the best for his clients! He was extremely helpful and dedicated to helping me find my perfect first home! He was always available for showings, answered all my questions. If you’re looking to buy a house, this is your guy!

Tim Christie Published on Google

Fantastic experience: We had a great experience and jack was great. We will be using him again.

Rayne Stolz Published on Google

Fantastic experience: Jack was amazing and found us the perfect home. He listened to all our needs and handled all the details to make home buying as easy as possible. We’ve worked with a few realtors in the past and Jack was the best.

Leave your opinion about Jack Waddle, Black Diamond Real Estate Group:

1 = Poor
5 = Excellent

Reviews are checked before they are published. We do not publish reviews containing insults, accusations of criminal conduct or references to specific individuals. We also do not verify that the author was a customer.

Jack Waddle, Black Diamond Real Estate Group appears in the following listings:

Other real estate agencies you might be interested in

5 (73)
Elizabeth Davidson | Cascade Hasson Sotheby’s International Realty
Elizabeth Davidson | Cascade Hasson Sotheby’s International Realty

Elizabeth Davidson | Cascade Hasson Sotheby’s International Realty

View address and contact details
310 N State St #102 - 97034, Lake Oswego
4.9 (67)
Yvonne Blewett, REALTOR® / CPA - Cascade Hasson Sotheby's International Realty
Yvonne Blewett, REALTOR® / CPA - Cascade Hasson Sotheby's International Realty

Yvonne Blewett, REALTOR® / CPA - Cascade Hasson Sotheby's International Realty

View address and contact details
310 N State St #102 - 97034, Lake Oswego
+1503-577-6262
5 (64)
Hustle & Heart Homes

Hustle & Heart Homes

View address and contact details
525 3rd St Suite 200 - 97034, Lake Oswego
+1503-704-9431
5 (69)
Julia Monaghan Real Estate Group
Julia Monaghan Real Estate Group

Julia Monaghan Real Estate Group

View address and contact details
22700 Salamo Rd - 97068, West Linn
+1503-735-5398
4.1 (489)
Community Management Inc
Community Management Inc

Community Management Inc

View address and contact details
2105 SE 9th Ave - 97214, Portland
+1503-233-0300
4.2 (516)
PURE Property Management of Oregon
PURE Property Management of Oregon

PURE Property Management of Oregon

View address and contact details
8401 NE Halsey St UNIT 201 - 97220, Portland
+1503-280-0241
4.3 (903)
Uptown Properties
Uptown Properties

Uptown Properties

View address and contact details
7401 SW Capitol Hwy - 97219, Portland
+1503-941-0276
4.2 (65)
Premiere Property Group - Corporate Office
Premiere Property Group - Corporate Office

Premiere Property Group - Corporate Office

View address and contact details
5000 Meadows Rd #150 - 97035, Lake Oswego
+1503-670-9000
4.9 (71)
Steve Nassar Team
Steve Nassar Team

Steve Nassar Team

View address and contact details
5000 Meadows Rd #151 - 97035, Lake Oswego
+1503-805-5582
5 (70)
Grady Nelson, REALTOR - Premiere Property Group LLC.
Grady Nelson, REALTOR - Premiere Property Group LLC.

Grady Nelson, REALTOR - Premiere Property Group LLC.

View address and contact details
5000 Meadows Rd #150 - 97035, Lake Oswego
+1503-487-7618
4.6 (581)
Sleep Sound Property Management, Inc.
Sleep Sound Property Management, Inc.

Sleep Sound Property Management, Inc.

View address and contact details
4415 NE Sandy Blvd #201 - 97213, Portland
+1503-919-0471
4.9 (596)
LongStreet Property Management
LongStreet Property Management

LongStreet Property Management

View address and contact details
2000 NE 42nd Ave Ste D, Unit 2348 - 97213, Portland
+1503-436-3300

Add your real estate agency to our directory for free

If you manage a real estate agency and want to appear in our guide, send us your company information and you can appear completely free of charge.

Add your real estate agency for free

The largest real estate directory in United States

Find the best real estate agencies near you