San Diego, CA – Montgomery Ostrander, Sales Performance Director at Sandler, has been honored with the prestigious Sales Enablement Excellence Award for two consecutive years, winning in 2024 and 2025. Recognized by Value Selling Magazine at the Sales Enablement Society Annual Conference, Ostrander’s groundbreaking work in sales enablement has earned him a reputation as one of the top sales trainers in the industry.
Sandler, known for transforming sales teams and increasing performance by an average of 40% in the first year of training adoption, continues to lead the charge in redefining the sales landscape. With Sandler’s proven methodologies, sales cycles are reduced, conversion rates increase, and sellers experience higher margins as they stop discounting, leading to significant revenue growth. These results are based on a combination of internal data and client feedback.
Ostrander, who also brings a deep understanding of human behavior to his training techniques, has a unique approach that blends the disciplines of business and psychological insights. His expertise in understanding decision-making processes has been pivotal in improving performance for his clients, using a human-centric selling style that focuses on authentic and empathetic connections with prospects.
“Sales is more than just techniques and scripts. It’s about understanding the psychology behind human decision-making,” said Ostrander. “By examining a prospect’s pain points, we are tapping into universal human drivers of behavior. This approach allows sales professionals to connect with their prospects on a deeper level and ultimately close more deals.”
At his previous company, Ostrander was able to increase conversion rates from 8% to 24% within just one quarter using Sandler’s principles. His track record of success in sales enablement has earned him features on numerous podcasts, where he has shared insights into the psychology of discovery and how identifying a prospect’s pain point can significantly impact the sales process.
Sandler’s approach to sales training, especially Ostrander’s emphasis on behavioral techniques, has been a game-changer for businesses looking to enhance their sales strategies. The integration of human behavior principles has not only led to immediate improvements in conversion rates but also a lasting, sustainable impact on long-term business performance.
As the Sales Enablement Excellence Award winner for 2024 and 2025, Ostrander’s methods and expertise continue to set the gold standard in the field. He remains dedicated to helping sales professionals achieve success through Sandler’s comprehensive training programs and human-centric approach to selling.
Additionally, it has been officially announced that Ostrander has been recognized as the “Best Tech Sales Trainer in the United States of 2025.” This prestigious recognition, announced by BestofBestReview.com, further cements his reputation as an industry leader in sales training. The award has been recognized across various platforms, and Ostrander’s achievement is now live on BestofBestReview.com. The announcement can be shared with clients, added to websites, and included on social media profiles. For more details, visit Best Tech Sales Trainer in the United States of 2025.
For more information on Sandler’s sales training methods and Montgomery Ostrander’s approach to sales enablement, visit Go.sandler.com/discoveryscience.
About Sandler
Sandler Sales Training is a leading global provider of sales training solutions, helping businesses increase their sales performance by an average of 40% within the first year of training adoption. Sandler’s proven strategies empower sales teams to reduce sales cycles, increase conversion rates, and stop discounting, leading to greater profitability. For more information, visit Sandler.