
How to partner with a tech vendor, broker insights with Vanessa Bergmark
Choosing technology vendors feels overwhelming when you're responsible for systems that hundreds of agents depend on daily. The consequences of wrong decisions extend far beyond wasted budget: disrupted workflows, frustrated team members, and months recovering from migrations gone wrong. Vanessa Bergmark has guided Red Oak Realty through vendor selections for 15 years as brokerage owner, learning that successful technology partnerships depend less on feature comparisons and more on something harder to quantify: relationships built on trust, transparency, and responsiveness.

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What you'll discover in this episode.

This episode explores:
- Why vendor relationships matter more than product feature lists when selecting technology partners
- How to make confident technology decisions without technical expertise yourself
- The foundation-first approach that prioritizes backend systems before marketing tools
- Due diligence strategies that involve your team and leverage industry networks
- When staying with current vendors makes more sense than switching to newer alternatives
- The real costs of vendor transitions that go beyond implementation fees
If you're evaluating technology vendors, managing brokerage operations, or advising brokers on technology decisions, this conversation offers practical wisdom from someone who has made these choices successfully for 15 years.
Insights you can apply starting today

Vanessa's selection process centers on a question that many brokers overlook: will this vendor return your call when you need help? You can find products with impressive feature lists, competitive pricing, and attractive interfaces everywhere. What you cannot easily find are vendors who treat your success as their responsibility, respond quickly when problems arise, and communicate transparently about limitations and challenges. Real estate operates on relationships in every dimension. Your vendor partnerships should reflect the same principle. Evaluate vendors based on how they make you feel during sales conversations, how quickly they respond to pre-sale questions, and whether they seem genuinely interested in your specific challenges rather than just closing deals.

About Vanessa Bergmark
Vanessa Bergmark owns Red Oak Realty, a boutique independent brokerage serving California's East Bay with 160-180 agents. The brokerage approaches its 50th anniversary while maintaining the independence and flexibility that differentiate it from large franchise operations. This combination of longevity and independence creates unique opportunities and challenges that shape how Vanessa approaches technology decisions.
Her 22 years in real estate include 15 years as brokerage owner, giving her perspective on both the agent experience and the operational complexity of running a successful independent brokerage. This dual understanding informs her technology strategy: she knows what agents need to serve clients effectively while managing the financial and operational requirements that keep the business healthy.
What makes Vanessa's perspective particularly valuable is her transparency about what she doesn't know. Rather than pretending technical expertise, she openly discusses how she makes technology decisions without deep technical understanding. This honesty resonates with many brokerage owners who face the same challenge: you're responsible for technology decisions that affect your entire organization, but you don't personally understand the technical details underlying those choices.
Her solution centers on relationships and networks. As a member of Leading RE and participant on Lone Wolf's customer advisory board, Vanessa stays connected with peers facing similar challenges. These networks provide trusted referrals when evaluating vendors, honest feedback about technology experiences, and strategic insights about where the industry is heading. She leverages these relationships to compensate for technical knowledge gaps, getting advice from people she trusts who can translate technical specifications into business implications.
Vanessa's vendor selection philosophy emphasizes patience over urgency. She has learned through experience that rushing into vendor relationships creates far more disruption than taking additional time during evaluation. Wrong technology decisions affect hundreds of agents, require expensive migrations to correct, and damage team confidence in leadership judgment. These consequences make deliberate, careful vendor selection not just preferable but essential.
Her approach demonstrates that successful technology leadership doesn't require becoming a technical expert yourself. What it requires is strategic thinking about business priorities, building relationships with trustworthy advisors and vendors, involving your team in decisions that affect them, and having the discipline to move deliberately rather than reactively.
For independent brokerages navigating technology decisions without large IT departments or unlimited budgets, Vanessa's experience offers a proven model: focus on relationships, leverage your network, prioritize foundation over flash, and never sacrifice careful evaluation for the appearance of decisive action.
Connect with Stacie Staub:
FAQ about this episode.
Vanessa discovered through experience that impressive product features become irrelevant if vendors don't respond when you need support. You can love a product, find the pricing competitive, and appreciate all the features, but if the vendor won't return calls when problems arise, the partnership fails. Real estate operates on relationships in every dimension, and vendor partnerships should reflect that same principle. During selection, evaluate not just what the product does but how the vendor treats you during sales conversations, how quickly they respond to questions, and whether they demonstrate genuine interest in your specific challenges. The best product from an unresponsive vendor delivers less value than an adequate product from a partner who treats your success as their responsibility.
Related episodes: Continue your learning journey.
If Vanessa's insights about vendor partnerships and strategic technology selection resonated with you, these episodes offer complementary perspectives on brokerage operations, technology strategy, and building sustainable systems:
Episode 2: Building a tech-forward brokerage from the ground up with Stacie Staub
Discover how strategic technology choices from day one create foundations for sustainable growth, complementing Vanessa's foundation-first approach.
Episode 4: The evolution and future of MLS with Greg Robertson
Learn about technology evolution from a long-term industry perspective, building context for why deliberate vendor decisions matter.
Episode 5: The future of MLS technology with Jeremy Crawford
Explore how MLSs evaluate technology partnerships and prioritize member needs, reinforcing themes about relationship-based vendor selection.
Mentioned in this episode
Red Oak Realty:
- Red Oak Realty Website
- Boutique independent brokerage serving California's East Bay with 160-180 agents, approaching 50th anniversary
Industry networks mentioned:
- Leading RE: Network for leading independent real estate companies
- Lone Wolf Customer Advisory Board: Forum for brokers to share insights and influence product development
Key concepts discussed:
- Vendor relationship management
- Due diligence strategies for technology selection
- Foundation-first technology investment
- Team involvement in decision-making
- True costs of vendor transitions
Connect with PropTech Pulse:
Ready to build your technology foundation?
Stacie's journey demonstrates that successful technology adoption comes from strategic choices made early and commitment maintained over time. At Lone Wolf, we build platforms designed to grow with you—from your first agents to your five hundredth and beyond. Our integrated solutions give you the scalable foundation Stacie describes: tools that work when you're small and continue serving you as you expand, eliminating the painful migrations that disrupt growing brokerages. We partner with you through implementation, training, and ongoing support because we know that technology alone doesn't create success—technology supported by people who care about your growth does. Discover how the right foundation enables the kind of patient, strategic growth that builds lasting competitive advantages.
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