The Succeeding Small Team

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We are proud to introduce the passionate experts that make up the team at Succeeding Small. As a digital marketing agency based in Colorado Springs, we deploy strategies that are as unique as the entrepreneurs we’re serving. With diverse skill sets and backgrounds, our in-house team of specialists comes together with a shared passion for innovation, creativity, and giving back to the small business community. We are dedicated to continuous growth and improvement, where we always take pride in the work that we create.

My name is Madeleine Costa, founder of Succeeding Small. I began my company when I realized I sought something different than the large-scale marketing companies that dominated the market. I wanted to serve the small businesses that reminded me of those that made up my family for generations. It was important to me to provide superior marketing at an affordable price.

After earning my Bachelor’s degree in English and Marketing, studying the complex algorithms that search engines use to rank websites and successfully managing dozens of digital marketing campaigns, I have been able to form a deep understanding of how to successfully grow small businesses online.

As a Colorado Springs native, I love that my job allows me to give back to the small business community that helped shape my Colorado Springs experiences. Whether you’re a family chiropractor or a photographer, I always enjoy being able to experience an entrepreneur’s journey to becoming a successful small business owner.

My favorite part about being an account manager at Succeeding Small is forming genuine relationships with our clients. As the communications bridge between our clients and the Succeeding Small team, I’m able to tap into our clients’ needs and help our team craft meaningful communication strategies.

As the operations manager at Succeeding Small, I have the pleasure of helping our team stay organized and making sure our clients’ needs are always met in a timely manner. During my career, I’ve helped startups and small businesses in the nonprofit sector implement organizational systems and processes. If there’s an area of opportunity for a business to run more efficiently, I’ll find it!

The most rewarding part about working for Succeeding Small is seeing people live out their dreams of becoming small business owners. My entire life, I’ve been surrounded by a family of entrepreneurs, including my husband and myself. I’ve grown to have an authentic understanding and appreciation for all of the courage and work that goes into becoming a successful small business owner.

I was first introduced to Succeeding Small as an intern while pursuing my business marketing and philosophy degree from UCCS. In the internship program, I fell in love with working with small businesses, seeing them grow, and getting them the digital visibility that they deserve.


I now work as a copywriter for Succeeding Small where I create unique content for local businesses to grow their online presence. It is incredibly rewarding to work with small businesses and their owners, hear their stories, and deliver engaging content to boost their brand awareness in today’s digital world.

I started working in the affiliate space in 2017, looking to create commercial websites while living in Asia. I dedicated a significant amount of time in those years to studying SEO principles and found some success in getting small websites to rank. Every year I would head to Thailand for the annual SEO Conference to try and learn new strategies from thought leaders in the industry. 

In 2019, I hosted the Shenzhen SEO Conference, introducing several notable figures from China and abroad involved in internet commerce. In 2021, I decided to approach what I’d learned professionally and apply the strategies to local SEO and joined Succeeding Small.

I grew up in a small town in Pennsylvania that loves and supports all small businesses which is how I fell in love with helping small business owners. As a website designer, I get to help small business owners in an impactful way. 


I’ve been designing websites for almost 3 years now and love to take a website that isn’t meeting the business’s goals and turn it into a converting website. I enjoy coming up with creative, innovative solutions to help small business owners succeed, which is exactly what I get to do at Succeeding Small.

I really enjoying working in the digital marketing space. I love that my job allows me to work with the small business community. Whether you’re a family chiropractor or a photographer, I always enjoy being able to experience an entrepreneur’s journey to becoming a successful small business owner.

My favorite part about being an SEO Specialist at Succeeding Small is being able to genuinely help our clients. I have been able to successfully spearheaded numerous comprehensive SEO campaigns, driving significant improvements in search engine rankings and online presence for our clients.

Growing up, I wanted to be a writer. I was told that was great and all, but writers will never make any money. So, I put that dream on the back burner until 2018 when I learned that content writing existed!

Not only does being a content writer allow me to do what I love, but I also get to help small businesses boost their SEO and drive more sales in the process. There’s nothing more rewarding than that! I consider myself to be the fairy godmother of content creation, and I’m thrilled to be a part of the Succeeding Small team and their mission to help small businesses thrive.

I’m Patric Massey, I embarked on my career as a freelance graphic artist at Succeeding Small, honing my skills in crafting captivating logos for small businesses. Driven by a passion for bringing visions to life, I found my niche in empowering entrepreneurs through creative design. Small businesses hold a special place in my heart, and being part of their growth journey is deeply rewarding.

Alongside my design endeavors, I lead a dynamic life as a professional athlete, proudly representing the Harlem Wizards on the basketball court. Whether on the court or behind the screen, my dedication to excellence and creativity shines through, defining my journey in both spheres.

One-of-a-Kind Digital Marketing Internship

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In addition to our incredible team, we are also proud to offer a digital marketing internship program. We prioritize education and continuous learning, and this program allows us to extend that culture into the student community. We partner with UCCS and other universities in Colorado Springs to educate students in digital marketing. During the internship, students learn every service we provide, work with real small businesses, and get the opportunity to find what they’re most passionate about within the world of digital marketing.

Want to Work with Us?

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Are you looking for a career in digital marketing? Learn more about our culture and what it is like to work at Succeeding Small! Whether you are a student, marketer, or community member ready to be a part of a full-service digital marketing agency, we’d love to meet you. Check out our marketing job opportunities or our internship program today.



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