Top Rated Digital Marketing Agency
Meet the Pack Behind WolfPack Advising
A team of digital marketing experts united to help your business dominate online through transparency, strategy, and real results.
WolfPack Ownership
Ownership Team
Aaron Shishilla is the Founder and CEO of WolfPack Advising, a digital marketing agency known for helping businesses dominate online through transparent, data-driven strategies. As a marketing leader and entrepreneur, Aaron combines real-world small business experience with deep knowledge in SEO, advertising, marketing automation, and AI-powered growth systems.
Before founding WolfPack Advising, Aaron was first a home inspector and then a marketing manager, giving him firsthand insight into what business owners truly need from an agency — accountability, clear communication, and measurable ROI. That experience shaped WolfPack’s performance-driven model, where every campaign is tracked, optimized, and tied directly to results.
Today, Aaron leads a team of digital marketing experts serving small-to-mid-sized businesses, franchises, and home service industries nationwide. He continues to innovate in areas like AI optimization (AEO), lead tracking, and conversion-focused design, ensuring clients stay ahead in an ever-changing digital landscape.
As a national speaker and thought leader on digital marketing, Aaron’s mission is simple: to bring honesty, clarity, and real growth back to marketing — one business at a time.
Jenna Shishilla is the Chief Operating Officer at WolfPack Advising, where she combines leadership, organization, and creativity to enhance every part of the business. A former elementary school teacher, Jenna built a strong foundation in communication, empathy, and process development—skills that became invaluable as WolfPack grew from a startup into a leading digital marketing agency.
Since WolfPack’s earliest days, Jenna has played a key role in building the systems and culture that keep the agency running efficiently and collaboratively. She oversees internal operations, team management, and professional development, ensuring the Pack stays aligned, motivated, and continually improving.
Outside of work, Jenna enjoys exploring new coffee shops and spending time with her pets—Milo, Apollo, and Olivia. She also loves staying active at the gym and hosting game nights with friends.
WolfPack Leadership
Leadership Team
Since joining WolfPack in fall 2023, Ashlyn has made continuous learning a core part of her workflow. After working her way up from Content Specialist to Content Team Lead, she is now WolfPack's Marketing Director — driving the strategy and decisions that help WolfPack grow.
In her role, Ashlyn oversees WolfPack's marketing efforts across blog, email, brand, and beyond. She makes strategic decisions about how WolfPack shows up, reaches new audiences, and builds lasting visibility — bringing a thoughtful, data-informed perspective to everything from campaign direction to channel priorities.
Guided by curiosity and compassion, Ashlyn is always looking for new opportunities to move the needle for WolfPack, while fostering a team culture built on collaboration and growth.
Sammi Holt is the Social Media Team Lead, where she brings a strong background in client communication and content strategy. She works with clients across multiple industries, creating social media strategies that drive meaningful connections and measurable results. Sammi enjoys diving into the details that help brands grow online, crafting strategies that are practical, personalized, and aligned with each business’s goals.
With experience on both the creative and analytical sides of social media, Sammi is comfortable managing content planning, platform strategy, performance analysis, and community engagement. She focuses on creating clear, actionable plans that help clients see progress and understand the impact of their social efforts.
Outside of work, Sammi enjoys Pilates, traveling, and hanging out with her two dogs, Smiley and Captain.
With a background in English literature and business writing from Rollins College, Sarah brings analytical thinking and strategic insight to every campaign. She previously worked as a middle school English teacher, where she discovered her passion for work that keeps her on her toes - something she found again in the ever-changing world of advertising.
Sarah enjoys working directly with clients, understanding their goals, challenges, and vision. Her client-first mindset ensures every campaign is strategically grounded and designed to deliver real results. She thrives on learning and sharing new strategies, helping her team stay ahead in a fast-moving digital landscape.
In her current role, Sarah leads paid advertising campaigns across multiple platforms, combining performance insights with strong copy and thoughtful design. She loves problem-solving, experimenting with fresh ideas, and finding innovative ways to help clients grow.
Outside of work, Sarah enjoys reading mystery novels, trying new recipes, and going to yoga.
WolfPack Sales Team
Client Success Team
Jack is the Account Executive and brings a client-first, consulting-style approach to WolfPack Advising. In his role, he drives revenue growth by proactively reaching out to prospective clients, leading sales conversations, closing new business, and managing client accounts to ensure satisfaction and long-term retention.
Rather than pushing a one-size-fits-all pitch, Jack works closely with each client, digging into their business goals, asking the right questions, and helping them understand exactly how WolfPack’s services align with their needs. It’s all about giving clients the knowledge and clarity they need to confidently choose what’s best for their company.
Outside of work, Jack enjoys embracing the Florida lifestyle and catching sporting events because whether it’s business or downtime, it’s all about enjoying life with purpose.
With nearly a decade of experience in customer service and operations support, Aby brings a dynamic and outgoing approach to her role as Operations and Client Success Coordinator.
She is known for her vibrant communication style and her ability to act as a seamless bridge between leadership and clients, ensuring every interaction is both productive and personable.
Driven by a passion for operational excellence, her mindset is centered on proactive problem solving and a service first heart, ensuring that every client’s vision is met with an effective and personalized strategy.
Aby thrives in fast paced settings that require both creative thinking and meticulous organization, consistently delivering results that foster long term growth and professional alignment.
WolfPack Specialists
Servicing Team
Tania Calderon is a Paid Ads Specialist originally from Colombia who manages high-performing campaigns across Google Ads, Meta, and Amazon. Fluent in both English and Spanish, Tania brings a strong blend of strategic thinking, creativity, and audience insight to every project.
Detail-oriented, proactive, and inventive, Tania enjoys supporting clients directly while also diving deep into campaign performance. She’s passionate about understanding each client’s goals and challenges, then turning those insights into smart, results-focused advertising strategies.
She thrives on problem-solving, exploring new ideas, and staying ahead in the fast-paced world of digital marketing.
Outside of work, Tania enjoys Pilates, going to the gym, reading, and cooking.
Haley is an Advertising Specialist at WolfPack Advising with a strong education in business administration, developing advertising assets, and rapid problem-solving. Her mindset revolves around being data-centered and result-oriented. She has a strong passion for communicating with each brand, making sure their advertising plan is personalized and optimal for them.
Haley enjoys collaborating with clients and communicating in a way that is productive and clear. Additionally, making sure their online presence is effective and matched to their vision. She works best in a fast-paced environment where her skills of problem-solving and creativity can shine.
Outside of work, Haley enjoys spending time with family, going to the beach, and having movie nights.
Daneev is a Paid Ads Specialist at Wolfpack Advising who manages high-performing, data-driven campaigns across platforms like Google Ads and Meta. With a strong eye for strategy and optimization, Daneev enjoys turning insights into impactful advertising that helps brands grow sustainably.
Daneev enjoys partnering with clients and getting into the details of campaign data to see what’s working and where there’s room to grow. Understanding a brand’s vision and challenges allows her to create ad strategies that feel intentional, effective, and results-focused.
Daneev thrives on problem-solving, testing new ideas, and staying curious in the ever-evolving world of digital marketing.
Outside of work, she enjoys staying active, going on spontaneous trips, and painting and drawing.
Jenny has a background in web design and development, with a focus on creating websites that are functional, clean, and accessible. She applies market research and user experience principles to develop websites that align with client goals and stakeholder needs. Jenny is passionate about staying up-to-date with emerging web trends and technologies to continually enhance her work.
Outside of work, Jenny enjoys walking through local parks with friends, spending time with family, and relaxing with a good cup of tea.
Rhiannon was born in Canada and raised in a small town east of Toronto before relocating to Tampa in 2023. She holds a Bachelor of Commerce Honours degree, where she competed as a dual-sport varsity athlete. With over 5 years of experience in marketing, Rhiannon specializes in SEO and social media content creation, combining her competitive drive, creativity, and passion for helping brands grow.
Outside of work Rhiannon enjoys running, lagree, spending time with her horse and exploring national parks.
Cate bridges a background of design and analytics for a creative problem-solving approach. She enjoys taking the time to get to know clients to better understand what tailor each approach. Cate has studied all things digital marketing, and enjoys cross-collaboration of ideas and platforms, especially with other team members.
When she's not working, you can find her painting, finding new foods to try, or exploring new places.
Claire Hughes is a recent graduate of Kutztown University of Pennsylvania, where she earned her degree in Social Media Theory & Strategy and built a strong foundation in SEO, digital strategy, and data-driven content creation. She brings a background in graphic design along with a strong analytical mindset and a passion for turning data into clear, strategic optimization for growth.
Claire enjoys researching new SEO trends and collaborates effectively with team members. With a background in social media branding, she has a keen eye for the creative side of SEO. She is enthusiastic about learning about different businesses and identifying opportunities to encourage growth.
Outside of work, Claire enjoys going to the beach and spending time with family and friends.
Since joining WolfPack as a CRM Specialist, Olivia has focused on making systems feel more organized, intentional, and reliable. She supports clients by creating workflows that simplify communication, strengthen follow up, and keep important details from falling through the cracks.
Her background in marketing operations and campaign management helps her see both the big picture and the small moving pieces that keep things running smoothly. She enjoys solving problems, spotting inefficiencies, and building processes that give teams more clarity and confidence in their day to day work.
Outside of work, Olivia enjoys relaxing with a good book, experimenting in the kitchen, and exploring new places.
Kailey Hess is a CRM Specialist with a passion for creating streamlined systems, organized workflows, and efficient processes that help businesses and teams operate more effectively. With over four years of CRM experience, she enjoys finding ways to simplify day-to-day operations while improving the overall client and team experience.
Detail-oriented, creative, and solutions-driven, Kailey thrives on building systems that keep projects organized, communication flowing, and processes running smoothly. She enjoys understanding how teams work best and turning that insight into practical, easy-to-manage workflows that support growth and efficiency.
Kailey is especially passionate about organization, process improvement, and making complex tasks feel more manageable through thoughtful CRM strategy and support.
Outside of work, she enjoys traveling, exploring new restaurants, spending time at the beach, and discovering new ways to stay creative.
Natalie holds a passion for branding, content creation, and digital storytelling. She's passionate about creating content that feels both strategic and authentic, blending trends, creativity, and community to connect with audiences.
Outside of work, you'll find her attending a pilates class, poolside with her kindle, or staying at home with her two kittens: Finn and Mango!
As a Servicing Support Specialist at WolfPack, Ron keeps clients’ systems running smoothly and helps make their workflows feel effortless. A dedicated member of the WolfPack team since 2021, he thrives on solving problems, simplifying processes, and delivering support that feels fast, friendly, and reliable.
Ron works across marketing automation and CRM platforms—setting up accounts, building automations and campaigns, troubleshooting integrations, and supporting clients through email, chat, and video. He’s the go-to resource for seamless setup, smooth systems, and quick answers. In addition to assisting with review management, creating help center resources, publishing SEO-optimized blogs, and contributing to lead qualification and keyword research, Ron brings a well-rounded skill set that elevates both client experience and team efficiency. His strengths shine through clear communication, proactive problem-solving, and the ability to turn complex challenges into simple, effective solutions.
He’s a proud pet parent to Laurie and Orange. Outside of work, Ron can often be found tucked into a cozy coffee shop, exploring new music, or watching movies. He loves discovering new stories, new sounds, and new ways to create.
Lara ensures efficiency across multiple departments by handling essential daily servicing tasks. By taking small, repetitive tasks off the servicing team’s plate, she helps them to focus on strategy and account performance.
With over four years of experience as a Virtual Marketing Specialist for a Tampa-based home inspection company and nine years in the BPO industry as an agent and Team Leader, Lara built a strong foundation in data management, social media engagement, email campaigns, and operational support. She brings these skills to help servicing teams streamline processes and deliver a smoother, more impactful client experience.
Detail-oriented and highly organized, she keeps operations running smoothly, avoids rework, and works with minimal supervision while always striving to do her best.
Outside of work, Lara enjoys mountain hiking, participating in running events, and traveling. She also loves watching anime and her favorite series.