Jesse Dickert
Co-Founder, CTO @ Spotz
About
Entrepreneur, team builder, and technologist who loves turning complex ideas into tangible, user-friendly solutions. Whether it's architecting scalable systems, leading cross-functional teams, or exploring emerging tech trends like AI and machine learning, I'm energized by the challenges of making innovation practical and impactful.I believe in fostering a culture of open collaboration, continuous improvement, and a healthy disregard for the status quo. There's no off-the-shelf blueprint for success — so I enjoy building my own, one iteration at a time.My approach? Think boldly, execute thoughtfully, and never settle for "good enough." I'm always open to connecting with fellow innovators, problem-solvers, and dreamers looking to make their mark. Let's explore what's possible together.Areas of Expertise:• Leadership & Strategy: Agile Execution, Iterative Delivery, Enterprise Software & CRM Implementations, Innovation Strategy & Product Development, Stakeholder Management, Cross-Functional Collaboration, Vendor Management• Technical & Development: AI & Machine Learning Exploration/Integration, Automation & Process Optimization, Cloud Architecture (Google Cloud, AWS), DevOps & CI/CD, Frontend/Backend Development (React, Node.js), Salesforce Platform (Sales Cloud, Service Cloud, CPQ, Marketing Cloud, Integrations)
United States
Stevens Point
Computer Software
User Setup, End User Training, Full Life Cycle Implementation, Offshore Team Leadership, Salesforce Platform, Insurance, Product Launch, Enterprise Software, Supply Chain Optimization, JD Edwards, Salesforce Sales Cloud, Rapid Revenue Growth, Salesforce Marketing Cloud, Business Process Automation, Vendor Management, Strategic Partnerships, E-commerce Optimization, Staff Development, Wellness Coaching, Business Operations
Experience

Co-Founder, CTO
Madison, WI
Co-founded and led technical strategy for a cloud-native booking platform that grew from athletic facilities to diverse venues, serving over 1,500 organizations across multiple states. • Architected scalable React/Node.js/MongoDB/Google Cloud infrastructure, enabling real-time availability, payments, and mobile interfaces while expanding venue types and supporting high-volume bookings. • Scaled offshore development team from 2 to 7 members (4 devs, 1 PM, 1 QA, DevOps), delivering user-centric features that improved booking efficiency and reduced operational friction. • Directed AWS to Google Cloud migration, upgrading code, purchase paths, and UI - boosting scalability, cutting costs, and enhancing performance for sustainable market growth. • Explored emerging trends in machine learning and data analytics via Google Cloud tools and internal pipelines to uncover usage trends to inform roadmaps and drive multi-state expansion initiatives.

Founder, President - Innovation
Stevens Point, WI
Founded and operated a solo innovation consultancy (with occasional contractors), delivering custom tech solutions for small businesses and enterprises by bridging expertise gaps with cost-effective implementations. • Led end-to-end projects from discovery to delivery, specializing in Salesforce customizations (Sales Cloud, Service Cloud, CPQ, workflows, integrations) and bespoke websites to solve unique business challenges. • Automated processes and enhanced CRM systems, improving efficiency and enabling long-term growth for clients facing overpriced or undelivered projects. • Fostered collaborative environments in engagements, helping clients adopt flexible innovations like process automation and CRM enhancements aligned with their specific needs.

Vice President
Led strategic initiatives in technology projects, including the TruLight Project, while balancing entrepreneurial ventures. • Oversaw product development and integrations, contributing to scalable solutions that support business growth and outcomes. • Utilize trends in AI/ML to generate safety ratings within the TruLight algorithm.

Owner
Waupaca, WI
Operated a community-focused fitness camp, demonstrating entrepreneurial leadership in wellness and team management. • Built and scaled operations, managing staff, client experiences, and facility optimizations to foster health and collaboration. • Implemented marketing strategies, growing participation and revenue while aligning with personal values of continuous improvement.

Owner
FIRE Fitness Camp Wega
Weyauwega, WI
Owned and grew a second location of the FIRE Fitness Camp brand, expanding entrepreneurial footprint in community wellness. • Led engaging fitness experiences that emphasized motivation, results, and open collaboration. • Drove sustainable growth and positive impacts on local health initiatives.

Director of Innovation and Growth
Greater Chicago Area
Partnered with Sales, Marketing, Operations, and Executives to automate processes and scale functionality, minimizing overhead while driving revenue growth. • Implemented Salesforce Sales Cloud and Marketing Cloud, automating business workflows and reducing the need for additional headcount. • Launched targeted advertising, affiliate/influencer partnerships, and media strategies, optimizing e-commerce journeys to boost sales opportunities and customer experiences.

Enterprise Software Manager
Pleasant Prairie, WI
Directed enterprise software strategy across supply chain and logistics, overseeing implementations and optimizations to enhance data visibility and decision-making. • Led cross-functional teams in deploying Salesforce and ERP (JD Edwards) integrations, streamlining operations and improving platform maintenance. • Optimized software tools for better execution, focusing on data-driven insights and operational efficiency in a logistics environment.

Salesforce.com Manager
Stevens Point, WI
Led Salesforce platform strategy and an 8+ person onshore/offshore team, implementing features to support insurance operations and product launches. • Architected and governed Salesforce Sales Cloud, Service Cloud, Marketing Cloud, Wave Analytics, and Shield, enabling streamlined workflows and data security. • Spearheaded the 6-month launch of AirCare production, building platforms for customer sign-up, purchases, auto-claims processing, and call center support - accelerating initial market entry.

CRM Application Consultant
Appleton, WI
Analyzed client requirements and configured CRM solutions through full-cycle implementations, from discovery to deployment and training. • Delivered Salesforce and Microsoft Dynamics customizations, ensuring seamless adoption and operational improvements for diverse clients.

Sales Operations - IT Specialist
Manitowoc, WI
Administered Microsoft Dynamics CRM and SharePoint environments, providing technical support and training for 100+ users nationwide. • Handled server installations, maintenance, integrations, email routing, and user setups, ensuring reliable system performance and user enablement.
Jesse Dickert's Contact Information
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