
Advisory & Consulting
Whether you need help making a decision, strengthening something already in motion, or bringing a new idea to life, I provide practical strategic support designed to create clarity, momentum, and growth.
People often come to me not because they lack capability, but because they are carrying too much, facing an unfamiliar challenge, or need an outside perspective. I can help you clarify decisions, strengthen what you have already built, create what comes next, or bring people together to move important work forward.
How can I help you shine?

Get Started/Unstuck
One challenge. One plan. One follow-up.
A focused 90-minute strategy session to clarify a decision, opportunity, or roadblock and identify practical next steps.
Includes a 30-minute follow up after you have had time to reflect and begin taking action.
Advisory & Accountability
A trusted thought and growth partner.
Ongoing support for leaders and businesses who want space to think, make better decisions, and maintain momentum.
Engagements range from a monthly check-in to dedicated strategic advisory sessions.
Strategic Initiatives
Build what's next together.
Whether you're starting something new, growing what you've built, or navigating what's next, I'll help you move forward with clarity and momentum.
We'll take big ideas and take practical action to build what's next together.
Facilitation
Align people and move ideas forward.
Facilitation for strategic planning, leadership teams, and board retreats.
Each engagement is designed around meaningful participation, clear objectives, and actionable next steps.
Looking for fractional support?
I take on a limited number of fractional and embedded engagements for organizations navigating significant growth, change, or strategic initaitives.
Testimonials
Helping you gain clarity:
"I had the pleasure of working with Anna at the Denver Botanic Gardens and she brings a kind, grounded presence that makes collaboration easy and genuinely enjoyable. One of Anna’s real strengths is her ability to see what’s going on beneath the surface. She helped us sort through competing needs, asked smart questions, and offered ideas that were both creative and practical. Anna facilitated a strategy session that was focused and extremely fruitful but still light and fun - and we walked away with clarity we hadn’t been able to reach on our own. What stood out most was how much she cared about understanding our work, our values, and the direction we wanted to go. Every suggestion she made connected back to what mattered to us. We wholeheartedly recommend Anna to anyone looking to clarify their ideas, strengthen their business or nonprofit, and build both short-term and long-term plans with confidence." - Melissa Schaap
"Working with Anna has been an absolute joy. Her genuine warmth and strategic insight made every session both energizing and productive. She has an incredible ability to cut through surface-level requests and help us clarify what we truly needed, offering creative, values-driven ideas that always aligned with our vision. I am truly grateful for the thoughtful partnership she brought to our work together and I highly recommend her to anyone looking to grow their business or organization with clarity and intention." - Michelle Sugerman
“I cannot recommend working with Anna enough. She really took the time to understand my business goals and challenges and asked great questions that helped me clarify my vision. She was so skilled in uncovering insights that help unlock new opportunities, as well as leveraging tools to prioritize the ideas with the largest business impact potential. And, she helped keep me accountable and on track for the benchmarks we identified. I feel a clear sense of direction moving forward and am so grateful for Anna’s guidance. Plus, she’s pure sunshine to work with!” - Erin King
Helping you build momentum and growth:
"Anna changed the trajectory of the company. Through her innovation of systems, insights into trends, eye for revenue opportunities, and ability to establish impactful relationships and partnerships, she helped us become an award-winning division that included national
recognition and setting revenue records." - Matthew Pearson
“I’ve owned and operated a small box subscription business for 4 years now. When I launched the business in 2018 it took off like wildfire and the momentum continued to gain more and more speed. The Pandemic took place and as other small businesses needed to adjust we found ourselves acting accordingly. Almost to the point of thinking to close our doors. I reached out to Anna Costello for some sound advice as I was inspired by Ship Sunshine and how it continued to thrive. After our first three meetings, my business began to see an entirely different light and change. Since then we have been able to open new product lines and our growth has been steady. The information, resources, and creative ideas we gathered collectively have helped increase the bottom line and allowed for more value to be provided to the marketplace. Thank you, Anna!” - Emily Mckissick Diaz
"Anna hears what you don't say and facilitates a conversation that illuminates ideas and real possibilities for how to move forward. She helped me identify gaps in my thinking in a way that encouraged my progress. I enjoyed my session with her and hope her well-developed business acumen rubs off on me!" - Raymael Blackwell
"Anna has consistently demonstrated a remarkable ability to navigate from strategic planning to effective implementation. Her high-achieving nature extends to securing support from stakeholders at all organizational levels, resulting in successful outcomes. Our collaborative relationship has evolved into a reliable source for brainstorming, problem-solving, and personal guidance. Anna possesses a unique ability to identify opportunities, offer creative solutions, and tactfully challenge perspectives in a constructive manner. Beyond her professional capabilities, Anna stands out as an exceptional connector and community advocate. Her philanthropic contributions, involvement in multiple boards of directors, and dedication to various causes showcase her commitment to making a positive impact." - Michelle Mitchell