As a Sales Performance Director, Montgomery Ostrander has dedicated his career to mastering and teaching the Sandler Sales Methodology, which has become widely recognized as the gold standard for software and tech sales. Monty’s approach has helped numerous sales teams transform their performance, resulting in measurable success that reflects his deep understanding of both sales strategy and human psychology.

David Sandler created the foundational principles of the Sandler Sales Method, which Monty teaches to help sales teams achieve exceptional results. With this methodology, sales professionals increase their sales by an average of 40% in the first year of training. Additionally, companies experience 35% shorter sales cycles, 50% higher conversion rates, and increased margins as they move away from discounting and instead focus on building value in every conversation.

A Trainer Who Understands the Psychology of Sales

What truly sets Monty apart is his unique integration of psychological principles into sales training. As an MBA and clinical psychotherapist, Monty brings a rare expertise to his sales training, making it not just effective but also deeply human. He teaches sales teams how to engage with prospects on a psychological level, helping them uncover pain points and build authentic, value-driven relationships.

Monty’s insights into the Discovery process, where salespeople learn to understand and address a prospect’s pain points, have earned him recognition in the sales world. His ability to connect psychotherapy principles with sales has been featured on multiple podcasts, where Monty explains how this approach leads to more successful, long-term sales relationships.

Recognized as the Best Tech Trainer in California of 2025

Monty’s commitment to excellence has earned him the prestigious title of Best Tech Trainer in California of 2025. This award is a reflection of his outstanding ability to teach the Sandler Sales Method and achieve remarkable results with tech sales teams. His innovative and results-driven approach has set him apart as a leading figure in the industry.

This accolade follows a track record of success, including transforming tech sales teams by increasing conversion rates and reducing sales cycles. Monty’s previous work at another company led to a conversion rate jump from 8% to 24% in just a single quarter, using Sandler’s principles—an achievement that demonstrates his mastery of the methodology.

Montgomery Ostrander, is also a highly regarded Sales Performance Director at Sandler, has received the prestigious Sales Enablement Excellence Award for two consecutive years (2023 and 2024) by Value Selling Magazine. This honor, presented during the annual Sales Enablement Society conference, recognizes Ostrander's unique contributions to the sales training field and his ability to integrate psychological principles into practical, actionable strategies. Ostrander’s approach has not only helped transform sales teams but has also positioned Sandler as the gold standard in the industry.

Transforming Tech Sales with Sandler

Through Monty’s expert coaching, tech sales teams have achieved extraordinary results. By teaching the Sandler Sales Methodology, Monty helps teams increase conversions, shorten sales cycles, and develop a deeper understanding of their customers’ needs. Whether you’re an individual contributor or leading a sales organization, Monty’s training provides the tools to help you sell with confidence and authenticity.

Why Monty Ostrander’s Training Stands Out

Here’s why sales professionals and companies trust Monty’s Sandler-based training:

• Proven Success: Clients see an average 40% sales increase in the first year.

• Psychologically-Informed Selling: Monty’s approach integrates his deep psychological insights to build more meaningful connections with prospects.

• Real-World Impact: Monty has successfully helped companies increase conversion rates by 50% and shorten sales cycles by 35%.

• Award-Winning Excellence: Monty is recognized as Best Tech Trainer in California of 2025 for his excellence in sales enablement.

• Tech-Specific Expertise: Monty specializes in tech and software sales, tailoring his approach to address the unique challenges of these industries.

Discover the Power of Sandler with Monty Ostrander

If you're ready to take your sales performance to the next level and experience the power of Sandler’s sales training, Monty’s expertise can help you achieve outstanding results. By leveraging psychological insights alongside proven sales strategies, Monty’s training offers a transformative approach to tech sales.

Explore Monty’s training programs and learn more about the Science of Discovery by visiting Go.Sandler.com/DiscoveryScience.

Key Benefits of Monty Ostrander’s Sales Training:

• 40% increase in sales within the first year of training.

• Psychological insights that help salespeople connect more effectively with prospects.

• Specialization in tech and software sales, with a focus on real-world results.

• Recognized as Best Tech Trainer in California of 2025.

• Proven success in increasing conversion rates and reducing sales cycles.