Jonathan Liebert is an AI thought leader, author, and advocate for ethical, human-centered technology. As CEO/Executive Director of the Better Business Bureau of Southern Colorado and founder of The Colorado AI Collective, he leads initiatives that help businesses and communities understand, adopt, and thrive with AI. He is also the creator of the BLAZE AI Summit, chair of a national AI and Quantum Taskforce, author of Thought Partner, and writer of the weekly AI Advantage column.

Small Business Week
2026
Small Business Week in the Pikes Peak Region
Small Business Week (SBW) in the Pikes Peak Region is a lively weeklong celebration of entrepreneurship, innovation, and the small businesses that are the backbone of our local economy. Established over 20 years ago through a partnership between the Pikes Peak Small Business Development Center (SBDC), Colorado Springs Chamber & EDC, and Better Business Bureau of Southern Colorado, this annual event has grown from a one-day banquet into the largest local Small Business Week in Colorado and in 2020 we were the largest in the United States!
At a glance Event Schedule
MONDAY
Awards Celebration | 4:30-7:00 PM | Colorado Springs
TUESDAY
AI in Marketing | 8:00-10:00 AM Woodland Park
WEDNESDAY
Business Listening Tour | 11:30-1:00 PM | Colorado Springs
THURSDAY
Pitch Competition | 4:00-7:00 PM | Colorado Springs
FRIDAY
Closing Ceremonies | 4:00-7:00 PM | Colorado Springs
Tickets are now available
Tickets are now available for Small Business Week 2026! Don’t miss your chance to be part of an exciting lineup of events celebrating local entrepreneurs, innovation, and community.
Reserve your spot today and be part of the celebration.
Award Categories
Young Entrepreneur of the year Award
Finalists:
- LINE-X of Colorado Springs
- Sam Talarico - Gormai/EventFlow/Talarico Ventures
- Kelsee Swenn - Good Intentions
The Young Entrepreneur of the Year award honors an entrepreneur younger than 35 years of age with at least a one-year track record – demonstrating innovativeness, commitment to the community, and potential for long-term business success.
Small Business Champion Award
Finalists:
- Beth Taylor - Colorado APEX Accelerator
- Trevor Dierdorff - Amnet
- Melissa Scruggs - Financial Talent Group
The Small Business Champion of the Year award honors an individual who has fulfilled a commitment to the advancement of small business opportunities – dedicating time and effort to advocating for, promoting, and serving small businesses.
Family-Owned Small Business Award
Finalists:
- Sevan Stryker - Penkhus Motor Company
- David Leinweber - Angler's Covey
- Eva Robinson - Smith Plumbing and Heating
This award honors a family-owned and operated business, with multiple generations represented with at least a ten-year track record – demonstrating commitment to the community and other family-owned businesses, prioritizing family, and having potential for long-term business success.
Small Business Person of the Year
Finalists:
- Jackie Lujan - The Lighthouse Early Care and Education
- Fred Ramirez - Apache Electric
- Brandy Dietz - Elevated Entrances
This award honors a business owner/operator (or team) with at least a three-year track record who meets multiple criteria defining a successful entrepreneur. Criteria includes demonstrating exceptional increase in sales, net profit, and net worth, sustained growth in number of employees, staying power, innovativeness in product or service, overcoming adversity, and community contributions. This is the most elite and prestigious award due to the number of criteria the business must meet.
Veteran-owned Small Business Award
Finalists:
- Sam Westfall - Valor Archery Challenge
- James Garofalo - Lokiten Behavioral Health
- Adelmarie Rivera - Bellona Financial Solutions
This award honors a U.S. Armed Forces veteran who has owned and operated a business with at least a two-year track record demonstrating commitment to the community and other veteran-owned businesses, incorporating their experience as a veteran into their business model, and having potential for long-term business success.
Micro Business of the Year Award
Finalists:
- Melissa Scruggs - Financial Talent Group
- Karene Williams - Colonel Mustards Sandwich Emporium
- Sandi Griffin - Colorado Springs Health and Fitness Expo
This award honors a small but mighty micro business with 10 or fewer employees that has operated for at least one year, demonstrating resilience, innovation, and meaningful contributions to the local economy. This award recognizes the unique impact micro businesses make in strengthening our communities while building a strong foundation for continued success.
Small Business Week 2026 Agenda
MONDAY MAY 4TH | 4:30-7:00 pm
BUSINESS AWARDS CELEBRATION
CHEYENNE MOUNTAIN ZOO | Colorado Springs
Kick off Small Business Week with an evening dedicated to celebrating the entrepreneurs, business owners, and community leaders who help Southern Colorado thrive. This lively networking event will bring together small business champions, local professionals, and community supporters for a meaningful evening of connection, recognition, and inspiration.
Guests will enjoy appetizers, a cash bar, and plenty of opportunities to network with fellow entrepreneurs, business leaders, and partners who are passionate about supporting small businesses. Food and networking will begin at 4:30 p.m., creating a welcoming space to build relationships, exchange ideas, and celebrate the spirit of local entrepreneurship.
Attendees will also have the opportunity to tour the new animal enclosure and event space, with guided tours offered at 4:00 p.m. and 4:30 p.m. Comfortable walking shoes are recommended, as the tour route includes steep terrain.
The evening will include a special awards presentation honoring outstanding entrepreneurs, advocates, and business leaders whose dedication, innovation, and resilience make a lasting impact in our region. Awards will recognize a wide range of achievements across the small business community, including veteran-owned businesses, family-owned businesses, young entrepreneurs, micro businesses, small business champions, and exceptional business owners who have demonstrated growth, perseverance, innovation, and meaningful community contributions.
Honorees represent the strength and diversity of our local business community, from entrepreneurs building bold new ventures to family businesses with deep community roots, advocates working to expand opportunities for small businesses, and small but mighty teams making a powerful impact on the local economy. These awards celebrate not only business success, but also leadership, service, resilience, and the commitment it takes to build something that strengthens the community around it.
Join us as we celebrate the success, perseverance, and community impact of local small business owners while kicking off Small Business Week in a memorable and meaningful way.
TUESDAY MAY 5TH | 8:00-10:00 AM
HOW AI IS CHANGING MARKETING
TAVA HOUSE | Woodland Park
Discover how AI is reshaping marketing. Join Jonathan Liebert & Taylor Draper as they discuss how to move beyond keyword marketing strategies & align with AI-driven intent based marketing.
Search is changing—and if your marketing strategy hasn’t evolved, you’re already behind. Google and AI-powered platforms are no longer focused solely on keywords—they are prioritizing user intent, using data, behavior patterns, and context to understand what customers actually want and when they are ready to act.
In this forward-looking session, Jonathan Liebert, CEO of the Better Business Bureau of Southern Colorado, joins Taylor Draper to break down what this shift means for small businesses.
Attendees will learn how to move beyond traditional keyword strategies and begin aligning their marketing with AI driven intent —understanding not just what people search for, but why they search, what stage they are in, and how to meet them with the right message at the right time. As AI continues to power search and advertising, businesses that adapt to intent-based strategies will see stronger engagement, more relevant connections, and higher conversion rates.
Designed for small business owners and marketers, this session delivers practical insights on how to rethink content, messaging, and campaigns in an AI-driven world—helping you market more strategically, connect more meaningfully, and convert more effectively.
This is not just a marketing trend—it’s a fundamental shift in how customers are discovered and decisions are made. If you want your business to stay visible and competitive, this is a session you won’t want to miss.
Taylor Draper is the founder of Draper Company LTD, a performance marketing and lead generation agency specializing in helping businesses grow through Google Ads, Meta Ads, AI-driven automation, and conversion-focused strategy. With years of experience scaling campaigns across industries—from finance and real estate to healthcare and hospitality—Taylor focuses on helping small businesses move beyond traditional marketing tactics and build systems that generate measurable results. His work centers on combining paid media, AI tools, customer data, and automation to create smarter marketing that drives real revenue, not just clicks.
WEDNESDAY MAY 6TH | 11:30-1:00 PM
SMALL BUSINESS LISTENING TOUR
HARVEY HOUSE–CATALYST CAMPUS | Colorado Springs
A collaborative session where small business owners share challenges and opportunities directly with policymakers. Lunch tables will be structured as working groups to facilitate meaningful feedback and discussion.
Moderator: Craig Carle, Vice President of Membership, Marketing & Events at the Colorado Springs Chamber & EDC, brings more than a decade of experience in strategic sales leadership, revenue growth, team development, and member engagement. As moderator, Craig will help guide the conversation with a people-first approach rooted in strong relationships, clear strategy, and practical execution. Known for building high-performing teams and creating cultures of accountability, empowerment, and pride, Craig is passionate about strengthening partnerships and supporting a thriving small business community in the Pikes Peak region.
Brian Risley, Colorado Springs City Council President Pro Tem, brings a deep understanding of local government, community planning, infrastructure, and economic development to his service on City Council. A Colorado Springs native and Colorado Springs Leadership Institute alumnus, Brian has spent years working at the intersection of civic leadership, architecture, land use, and public policy. His experience includes service on regional boards and committees, leadership with the El Paso County Planning Commission, and extensive work helping communities plan for responsible growth and secure funding for major public projects. Brian is passionate about bringing people together, listening to community needs, and finding practical solutions that support a strong and thriving small business environment.
Crystal LaTier, Economic Development Executive for El Paso County, leads a holistic approach to economic development across the Pikes Peak Region, supporting businesses, communities, housing, and long-term regional vitality. Her work focuses on strengthening a diversified economic ecosystem by leveraging business incentives, federal and state resources, community development tools, and strategic partnerships. Serving a region that includes eight municipalities and unincorporated areas across El Paso County, Crystal is committed to thoughtful, transparent, and collaborative economic development that builds trust and delivers meaningful impact. Through her leadership, the County’s Economic Development team advances programs, outreach, and initiatives that support a strong, resilient, and business-friendly environment for residents, entrepreneurs, and small businesses.
Jessie Kimber, Economic Development Officer for the City of Colorado Springs, brings extensive leadership, military, and economic development experience to her role supporting the city’s business community. A 24-year U.S. Navy veteran, Jessie has held command, executive, operational, human resources, and policy development roles, with deep experience building collaboration across diverse stakeholders. She previously served as Vice President of Defense Development at the Colorado Springs Chamber & EDC and as Special Assistant to former Mayor John Suthers. In her current role, Jessie works to strengthen Colorado Springs’ economic vitality by supporting business growth, attracting new opportunities, and helping create a vibrant environment for entrepreneurs, job seekers, and small businesses.
Commissioner Lauren Nelson, El Paso County Board of Commissioners District 5, brings a practical, service-oriented perspective to local government. A Colorado Springs native and proud District 11 graduate, Lauren was appointed to the Board of County Commissioners in June 2025 after serving on the Colorado Springs School District 11 Board of Education, where she focused on academic growth, fiscal responsibility, and community engagement. Before entering public service, she worked as a food scientist in product development, managing large-scale launches and cross-functional teams. Lauren remains active in the community through volunteer leadership, children’s ministry, and the Pikes Peak Philharmonic, and is committed to transparency, accountability, and supporting families, businesses, and residents across El Paso County.
THURSDAY MAY 7TH | 4:00-7:00 PM
PITCH COMPETITION
MENTALLY STRONG | Colorado Springs
Join us for an exciting pitch competition spotlighting innovative small businesses and startups that are using artificial intelligence to solve real-world problems. In partnership with Predictive AI, this event will showcase forward-thinking entrepreneurs who are exploring the power of AI to improve operations, create new solutions, strengthen customer experiences, and drive meaningful business growth.
Attendees will hear live pitches from participating entrepreneurs as they present their ideas, business models, and AI-driven solutions to a panel of judges. Each pitch will highlight the creativity, problem-solving, and innovation happening within the small business and startup community.
Entrepreneurs will compete for a $50,000 prize package of AWS AI services, providing valuable tools and resources to help advance their work and support continued growth. This competition is a unique opportunity to see emerging businesses in action, learn how AI is being applied in practical and impactful ways, and celebrate the leaders shaping the future of business innovation.
Whether you are a business owner, startup founder, technology enthusiast, investor, or community supporter, this event offers an inspiring look at how artificial intelligence is helping small businesses tackle challenges, unlock opportunities, and build what comes next.
FRIDAY MAY 8TH | 4:00-7:00 PM
CLOSING CEREMONIES
TRAINWRECK | Colorado Springs
Wrap up Small Business Week with a celebratory closing event at Trainwreck! After a full week of honoring local entrepreneurs, spotlighting innovation, and celebrating the impact of small businesses, this final gathering is the perfect opportunity to come together, reflect on the week, and close out the celebration in a fun and meaningful way.
Guests will enjoy light refreshments, a cash bar, and one drink ticket per guest while connecting with fellow business owners, community partners, local professionals, and small business supporters. This relaxed networking celebration is designed to create space for conversation, relationship-building, and continued collaboration across the small business community.
The evening will also include a prize giveaway drawing, giving attendees the chance to take home something special as we celebrate the people and businesses that make our community stronger.
Join us at Trainwreck as we raise a glass to the resilience, creativity, and success of small businesses and close out Small Business Week with connection, appreciation, and celebration.
Small Business Week 2026 Hosts




Presenting Sponsor
Back for the 20th Year!

Small Business Week Awards Ceremony Sponsor

Award Sponsors

Young Entrepreneur of the Year Award Sponsor

Small Business Champion Award Sponsor

Family-Owned Small Business Award Sponsor

Small Business Person of the Year Award Sponsor

Veteran-Owned Small Business Award Sponsor

Micro Business of the Year Award Sponsor















