Professional

Wins

  • My 10 years in sales was a journey of growth, adaptability, and building meaningful relationships—skills that have laid the foundation for my transition into sales/revenue operations and Salesforce consulting.

    As a Territory Sales Rep for Spectrum Healthcare, I secured my first major client—despite a botched haircut before my sales presentation—which ultimately became my highest-grossing account. Starting with just one client, I expanded my territory to over 30 accounts across the southeastern U.S., working closely with medical professionals like doctors, nurses, and therapists. This experience honed my ability to navigate complex stakeholder relationships and identify opportunities for growth.

    At ProctorU, I advanced from Account Manager to Territory Manager, leading a loyal and high-performing team while growing our territory by 30% year over year. Presenting at conferences—including a standout talk on the connection between academic cheating rings and terrorist organizations—helped me sharpen my public speaking and thought leadership skills. Working with college professors and academic leadership, I learned to manage diverse and challenging personalities, an invaluable skill for consulting and operations.

    As a Business Developement Manager Miracorp, I worked alongside impressive organizations like NASA and the Department of Energy. I managed my first Salesforce implementation (GovBD), which sparked my interest in leveraging technology to streamline processes and improve outcomes. My wide-ranging responsibilities included proposal writing, IT work, conference preparation, and relationship building with government officials, further broadening my perspective and reinforcing the value of operational excellence.

    These experiences taught me the importance of understanding stakeholder needs, building trust, and creating scalable processes—all of which have become key to my success in delivering impactful solutions and fostering long-term, productive partnerships.

  • When I joined Local Motors as an Inside Sales Leader, it quickly became clear that the organization lacked a foundational Sales Operations function. The CRM (Zoho) was underutilized, reporting was nonexistent, and there were no formalized sales processes, metrics, or forecasting beyond tracking closed deals. Recognizing this critical gap, I took the initiative to build the Sales Operations function from the ground up.

    I implemented and optimized the CRM, established clear sales processes, developed comprehensive reporting, and introduced forecasting methodologies. These efforts transformed the sales team's effectiveness and provided leadership with critical insights. Over time, my role evolved to include direct reporting to the CEO, president, and board of directors, delivering key metrics and forecasts that supported strategic decision-making and drove the company forward.

  • As our CRM needs at Local Motors became increasingly complex, it became clear that an upgrade was necessary. I led the effort to evaluate various tools, including HubSpot, Zoho, and Salesforce, ultimately deciding on Salesforce as the best fit for our growing needs. Initially, we engaged a Salesforce Partner for implementation, but it quickly became evident that their services were far beyond our budget.

    Recognizing the urgency and opportunity, I took it upon myself to learn everything I could about Salesforce during the holiday downtime. With the sales team off for a few weeks, I dedicated my time to performing the entire implementation and data migration myself. By the time the team returned, we were fully up and running in the new system without a single hiccup, enabling a seamless transition and immediate productivity gains.

  • At Trakstar, I worked closely with executive leadership, particularly partnering with the VP of Sales, to establish meaningful sales team metrics and create a system to visualize them effectively. Our goal was to provide clear, actionable insights for the weekly all-hands meetings. Rather than a traditional superior-subordinate dynamic, our collaboration felt like a true partnership, blending strategic planning with hands-on execution.

    Together, we brainstormed a vision for an all-encompassing Salesforce dashboard that would display easy-to-digest metrics. The idea was sketched on the back of a napkin while the VP was at a coffee shop. He snapped a photo of the "final napkin draft" and sent it my way. From there, I iterated and refined the design, incorporating feedback and making adjustments until we arrived at a final solution.

    The resulting dashboard not only highlighted the team's successes but also surfaced areas needing improvement, such as incomplete or missing data entry. By showcasing both the "good" and "bad" metrics, we were able to reinforce positive behaviors among the sales team while reducing the frequency of negative habits. This dashboard became an essential tool—not only was it used weekly by the sales team, but it was also heavily referenced by the C-suite and the private equity firm that owned the company. This project demonstrated my ability to translate high-level ideas into practical, impactful tools that drove alignment, accountability, and improved performance across the organization.

  • In early 2022, sales at Better Place Forests began to slow unexpectedly, despite no clear indicators of why. Marketing spend remained steady, the number of leads was comparable to the previous year, and the "death" industry—a traditionally resilient sector even during economic downturns—was expected to weather minor slowdowns. Still, my curiosity was piqued. Could the markets be affecting our clients' willingness to purchase? After all, these expenses are often paid from accounts tied to market performance.

    To explore this hypothesis, I brainstormed ways to find evidence. Ultimately, I decided to analyze "interest form submissions" over a few months, using software to identify and count mentions of terms like "price" or "cost" in the open-text fields. The results were astonishing: there was a clear, inverse correlation between mentions of these terms and the direction of the S&P 500—when the market went down, cost-related concerns went up, and vice versa.

    Presenting this data to our CRO elicited an enthusiastic "F*%$ Yeah!" response. While no company wants sales to decline, understanding the why is the first step toward correction. This discovery helped us gain deeper insight into our customers' behavior, allowing us to adapt our strategies in response to broader market trends.

  • My regular conversations with sales team members at Better Place Forests uncovered a significant challenge they faced daily: handling two very different types of customers. One group, "Pre-need" clients, consisted of those interested in purchasing a tree as their future burial or ceremonial site. The other, "At-need" clients, included those dealing with the recent or imminent loss of a loved one—or even facing their own mortality. As one can imagine, these two conversations required completely different tones. Transitioning between a sales-oriented discussion of a unique idea and emotionally heavy, deeply personal conversations was exhausting for the team.

    Hearing this feedback from multiple team members, I decided to investigate whether this dynamic was impacting performance. After analyzing our sales metrics, I discovered that close rates dropped by 25-35% when a salesperson handled one type of client immediately after the other. Recognizing the need for a solution, I took action.

    First, I identified ways to categorize customers before their calls. Through A/B testing landing page forms, I developed a system that accurately determined whether a client was "Pre-need" or "At-need." Next, I redesigned our lead routing process in HubSpot and Salesforce to ensure that sales team members focused exclusively on one client type per day. While this meant some days were emotionally taxing, the elimination of constant mental switching significantly reduced their overall emotional strain.

    The results were immediate and impactful: close rates increased, and bottom-line revenue increased by 15-30% in the following months. This initiative not only improved sales performance but also created a more sustainable and supportive environment for our team.

Key achievements and milestones that go beyond the typical resume.

Colleague Recommendations

Colleague Recommendations

  • "Over the last year, I've had the pleasure of knowing and collaborating with Jamie Oliver on my team's new system implementation. Using Salesforce's Program Management Module as the framework, Jamie transformed our 7 year old decentralized Salesforce legacy system into a modern CRM that we could expand upon and grow into for many years to come.

    During this time, Jamie was so positive, polite, and knowledgeable that I never felt like I wasn't the customer or that my ideas or input didn't matter. To the contrary, Jamie went far and beyond in helping us achieve a system we could only have dreamt of, including several last minute adjustments.

    Jamie took the time to truly understand our vision, our work, and our data before tackling our challenges head-on. Jamie made sure at every step the system would be impactful to our families while still being flexible to adjust as needed. Jamie gave us all possible solutions upfront, including any negatives or positives to be aware of, so that we were able to make the most informed decisions possible, leading to better outcomes and ones that matter most to our families.

    I highly recommend Jamie and wouldn't hesitate to work with him again in the future. Luckly, we have some updates to our work that will allow us to continue our partnership in the coming months and I couldn't be more thrilled than to have Jamie's continued assistance. With Jamie at the helm, I have zero concerns regarding these outcomes, which is an enormous relief to both myself and my leadership.”

    James F. - Denver Public Schools Office of Family and Community Engagement

  • Jamie has something that few other technically savvy sales/revenue operations folks do: experience as a rep in the field. Knowing what it's like to be in that role, what kinds of challenges reps face, and how frustrating their tools can be when not optimized gives Jamie a unique perspective when he tackles a project. His ability to relate to both the reps and his other internal partners (Marketing, Ops, Engineering, etc.) makes him an extremely valuable asset to the team. He has a can-do attitude and an amazing ability to pick up new tools quickly. I would highly recommend him to any organization.

    Melanie M., Vice President of Revenue Operations

  • Accolades are fine, but numbers are absolute - and Jamie brings the whole suite of Inside Sales know-how to deliver results. Jamie’s deep understanding of CRM technology and digital solutions has provided invaluable support to the Sales, Marketing and Product Management teams at Local Motors. Additionally, Jamie’s dedication and critical thinking was paramount in providing data instrumental to LMI’s capital raise efforts. His proactive, collaborative and open approach makes working with him a delight. His ability to navigate strong personalities and high demands in a fast-paced environment, always responding in a direct and decisive manner, finding creative solutions to identify, capture and follow-up on sales leads makes him an invaluable asset to any organization. I hope to work with him again in the very near future.

    Debra K., Marketing Executive