Meet Jamie Cresto
Jamie Cresto is the founder of Alpine Advisors, a consulting firm that helps B2B companies translate strategy into scalable, sustainable growth. With more than 15 years of executive experience leading sales, partnerships, and go-to-market organizations, Jamie brings a proven track record of helping businesses achieve measurable results through clarity, structure, and disciplined execution.
Strategic Leadership Rooted in Results
Jamie has built her career at the intersection of strategy and execution, leading revenue growth, organizational transformation, and commercial excellence for technology companies across multiple industries.
Before founding Alpine Advisors, Jamie served as Vice President of Sales at a private equity-backed technology company, where she led sales and partnerships, implemented verticalized go-to-market strategies, and consistently drove year over year revenue growth. Her leadership extended beyond numbers. She built scalable teams, defined performance frameworks, and created revenue systems that sustained growth long after implementation.
Earlier in her career, Jamie held multiple leadership roles at Groupon, one of the fastest-growing startups in the world at that time. She played a key role in leading Groupon’s largest revenue producing markets before going on to launch and scale Groupon’s Health, Beauty, and Wellness category during a period of significant growth and transformation for the company.
At Alpine Advisors, Jamie brings that same operational discipline and strategic vision to every client engagement, combining real-world leadership experience with a hands-on, collaborative approach that helps organizations turn ambition into results.
Expertise That Drives Measurable Impact
Jamie’s consulting work draws on two decades of experience building and transforming high-performing revenue organizations.
Sales & Go-To-Market Strategy - Designing scalable models that deliver predictable, sustainable growth.
Revenue Operations & Forecasting Excellence - Improving accuracy and visibility through systems, process, and data alignment.
Sales Leadership Development & Enablement - Mentoring leaders, training teams, and developing consultative sales frameworks that increase win rates.
Organizational Design & Incentive Planning - Structuring roles and compensation to drive accountability and retention.
Strategic Partnerships & Channel Development - Building partner ecosystems that expand reach and accelerate growth.
Helping Companies Reach Their Next Peak
After two decades leading sales strategy inside fast growing organizations, Jamie founded Alpine Advisors to help leadership teams bridge the gap between strategic vision and operational execution.
She saw a consistent pattern: companies often know what they want to achieve, but not how to align people, process, and performance to get there. Alpine Advisors was created to solve that challenge.
The firm’s philosophy is simple: growth happens when vision, structure, and execution are in sync. Jamie helps organizations achieve that balance by designing systems that scale, developing leaders who deliver, and creating clarity that drives results.
“My greatest passion is helping teams unlock their potential, by turning strategy into tangible growth and leadership into impact.”
A Hands-On, Collaborative Approach
Jamie’s work is grounded in partnership. She believes effective consulting isn’t about PowerPoint slides or one-size-fits-all frameworks, it’s about working shoulder-to-shoulder with leaders to identify what’s holding them back and building practical solutions that stick.
Her clients describe her approach as clear, decisive, and deeply collaborative. She brings structure without rigidity, and strategy without complexity - helping organizations make better decisions, faster.
Outside the Office
When she’s not advising clients, Jamie is a dedicated mom, community advocate, and lifelong learner. She serves on the board of her daughters’ elementary school PTO, leads local fundraising initiatives, and loves creating memorable experiences for her family.
A proud graduate of the Leeds School of Business at the University of Colorado Boulder, Jamie’s love for the mountains continues to inspire the Alpine Advisors brand and philosophy. She now lives in Naperville, Illinois with her husband and two daughters, where she can often be found cheering at her daughters’ swim meets or soccer games, organizing school events, or walking her Golden Retriever around the neighborhood.
Let’s Build What’s Next Together
If your company is ready to align strategy and execution for sustainable growth, let’s connect.