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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.

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WolfPack Ownership
Aaron Shishilla, Founder & CEO
CEO, Founder

Aaron Shishilla

Aaron founded WolfPack Advising to transform how businesses experience digital marketing. With a background in running and scaling small businesses, he built WolfPack to deliver transparent, results-driven strategies that help clients truly dominate online.

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 β€” 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 β€” one business at a time.

Jenna Shishilla, COO
COO

Jenna Shishilla

Jenna helped shape WolfPack Advising from its earliest days, bringing organization, structure, and heart to the Pack. A former educator turned operations leader, she now oversees internal systems, team growth, and performance β€” ensuring every client experience runs seamlessly.

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 developmentβ€”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 petsβ€”Milo, Apollo, and Olivia. She also loves staying active at the gym and hosting game nights with friends.

Austin Hintze, Co-Founder & CTO
CTO, Co-Founder

Austin Hintze

As Co-Founder and CTO of WolfPack Advising, Austin built the foundation of our web design and marketing automation services. With a background as CEO and Marketing Manager at Waypoint Property Inspection, he brought real-world business insight into every system he designs. Today, Austin leads all technology, integrations, and process innovation that power both our clients and our team.

Austin Hintze is the Co-Founder and Chief Technology Officer of WolfPack Advising, where he drives innovation across technology, automation, and digital infrastructure. From the beginning, Austin helped shape WolfPack’s service offerings β€” first leading web design, then pioneering the agency’s marketing automation and CRM services that now form a core part of the business.

Before co-founding WolfPack, Austin served as CEO and Marketing Manager at Waypoint Property Inspection, where he developed hands-on experience running and marketing a fast-growing home service company. That background gave him deep insight into the challenges business owners face and inspired the systems-driven, ROI-focused solutions WolfPack delivers today.

Now, Austin oversees all technology, processes, and integrations at WolfPack Advising, ensuring the agency and its clients operate efficiently and intelligently. His leadership bridges strategy and execution β€” turning complex technology into practical tools that drive growth, clarity, and performance.

WolfPack Leadership
Ashlyn Haworth, Content Team Lead
Content Team Lead

Ashlyn Haworth

Ashlyn blends creativity, strategic thinking, and genuine care to shape high-performing content strategies.

Since joining WolfPack in fall 2023, she has made continuous learning a core part of her workflow. She supports the Pack’s blog strategy, email marketing, and internal content operations with a focus on clarity, consistency, and meaningful growth.

Ashlyn leads the content department with an organized and thoughtful approach. She creates and improves SOPs, supports team training, and builds scalable content processes that help businesses communicate with confidence. Her strengths in writing, research, and problem-solving allow her to translate complex topics into clear, engaging, and search-focused content that performs well across both human readers and modern AI-driven search experiences.

Guided by curiosity and compassion, Ashlyn is always looking for ways to improve systems, strengthen collaboration, and help her teammates grow.

Sammi Holt, SMM Team Lead
Social Media Team Lead

Sammi Holt

Sammi focuses on creating clear, actionable plans that help clients see progress and understand the impact of their social efforts.

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.

Sarah Bryant, Ads Team Lead
Advertising Team Lead

Sarah Bryant

Sarah combines a data-driven approach with creativity to help clients excel in advertising.

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
Jack Eshleman Account Executive
Account Executive

Jack Eshleman

Jack brings a client-first, consulting-style approach to WolfPack's clients, prospects, and partners.

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.

WolfPack Specialists
Tania CalderΓ³n, Advertising Specialist
Advertising Specialist

Tania CalderΓ³n

Tania, who loves diving deep into campaign performance, manages high-performing ad campaigns in both English and Spanish.

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.

Kyle Strabbing, Advertising Specialist
Advertising Specialist

Kyle Strabbing

Kyle contributes to the Advertising Team with a thoughtful, results-focused approach to client success.

Since joining WolfPack in March 2024, Kyle has contributed to the Advertising Team with a thoughtful, results-focused approach to client success. With a background in paid ads and campaign management, Kyle works alongside the team to turn strategy into measurable outcomes that help clients save time, increase revenue, and confidently become Alpha in their industry. Kyle takes time to understand each client’s needs, translating their goals into clear, actionable campaigns that deliver dependable, data-driven results.

Rooted in WolfPack’s commitment to communication and genuine care for client growth, Kyle brings curiosity, initiative, and a collaborative spirit to every project. He focuses on building advertising processes that are transparent, effective, and aligned with long-term success. His dedication to problem-solving and continuous improvement helps ensure every client feels supported and sees meaningful progress in their marketing efforts.

Outside of work, Kyle enjoys staying active through fitness and sports, going to concerts, discovering new music, cooking, and spending time outdoors.

Isabelle Gagnon, SEO Specialist
SEO Specialist

Isabelle Gagnon

Isabelle uses her strong background in computer science, web design, and technical problem solving to assist WolfPack's SEO clients.

Isabelle is a SEO Specialist at WolfPack Advising with a strong background in computer science, web design, and technical problem solving. She works with clients across many industries, including a deep focus on home services, and she enjoys digging into the details that help businesses improve visibility and performance. Her approach is practical and personalized. She takes the time to understand each business, then builds strategies that match how they operate and what they want to achieve.

With experience in both the technical and creative sides of digital marketing, Isabelle is comfortable moving between site structure, content updates, keyword research, and data analysis. She focuses on creating clear, achievable plans that help clients see progress and understand their own growth. She also values collaboration within WolfPack, and she enjoys working with teammates to bring together well rounded solutions.

Outside of work, Isabelle likes going to the beach, concerts, making pottery, and doing Pilates.

Jenna Gold, Web Design Specialist
Web Design Specialist

Jenna Gold

Jenna G. works closely with a variety clients who want to showcase their products and services through clean, functional, and high-performing websites.

Jenna G. is a Web Design Specialist at WolfPack Advising with a strong background in WordPress, web design, and web hosting. She works closely with a variety clients who want to showcase their products and services through clean, functional, and high-performing websites. Jenna is highly detail-oriented and approaches each project with a collaborative, hands-on mindset. She enjoys troubleshooting issues quickly and efficiently, ensuring clients receive fast solutions that improve both user experience and overall site performance.

With over four years of experience in the web space, Jenna is comfortable moving between site structure, content updates, design refinements, plugin optimizations, and technical problem-solving. She focuses on creating clear, achievable plans that help clients understand their website’s growth and feel confident in their online presence. She also values teamwork within WolfPack and enjoys working with cross-department teammates to deliver well-rounded, strategic results.

Outside of work, Jenna enjoys going on walks, doing Pilates, and taking funny videos of her cat.

Maurice Wallace, Web Design Specialist
Web Design Specialist

Maurice Wallace

Maurice works closely with a variety clients who want to showcase their products and services through clean, functional, and high-performing websites.

Maurice is a Web Designer Specialist with WolfPack Advising. With a strong foundation in graphic design, branding, and visual storytelling, he has experience working across digital products, marketing, and web design, helping teams and clients turn complex ideas into clear, thoughtful experiences. His work often centers on education, accessibility, and products that empower users to feel more informed and confident.

With experience spanning research, wireframing, prototyping, and high-fidelity UI, Maurice is comfortable moving between strategy and execution. He enjoys digging into user needs, shaping intuitive interfaces, and refining visual systems that feel both intentional and human. His approach is collaborative and empathetic. He takes the time to understand the problem, the people behind it, and the context before designing solutions that align with real goals.

Outside of work, Maurice enjoys photography, traveling, live music, yoga, and exploring creative projects that keep him inspired and curious.

Maddie Conley, Social Media Specialist
Content Specialist

Maddie Conley

Maddie brings together creativity and strategy to develop content that is intentional, engaging, and aligned with each brand’s voice.

As WolfPack Advising’s Content Specialist, Maddie brings together creativity and strategy to develop content that is intentional, engaging, and aligned with each brand’s voice.

Since joining the team in the summer of 2025, she has embraced a pack mentality, staying driven, collaborative, and always learning while refining how brands communicate their value in a way that truly connects. This mindset has shaped the way she approaches her work, encouraging her to dig deeper into each client’s identity and create content that communicates value with clarity and purpose.

Maddie also has a background in communication, professional writing, and visual design. This knowledge helps her bring a sharp and thoughtful perspective to digital marketing. She has an instinct for capturing brand voice and a genuine interest in showcasing what makes each business stand out. Whether she is crafting polished client social posts, developing WolfPack Advising’s feed, or writing long-form blogs, she aims to build content that stands out, tells a story, and ultimately drives results.

Collaboration is a core part of what motivates Maddie. She values working closely with teammates and clients to understand goals, brainstorm ideas, and create content that resonates on a deeper level. With a curious mindset and a passion for continuous growth, she is always looking for new ways to elevate the brands she works with and make a meaningful impact through her work.

In her free time, Maddie enjoys traveling, yoga, and trying new coffee shops!

Olivia Chruscial
CRM Specialist

Olivia Chruscial

Olivia enjoys making systems feel more organized, intentional, and reliable. She supports clients by creating workflows that simplify communication, strengthen follow ups, and more.

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.

Ron De Vera, Support Specialist
Support Specialist

Ron De Vera

Ron keeps clients’ systems running smoothly and helps make their workflows feel effortless. He has been a dedicated member of the Pack since 2021.

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 platformsβ€”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 Umali, Support Specialist
Support Coordinator

Lara Umali

As the Servicing Support Coordinator, Lara ensures efficiency across multiple departments by handling essential daily servicing tasks.

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.