Jason Wynn
Testimonials
Services
Experience
Testimonials
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Working with Jason was instrumental in shaping Kahlab's path forward. He helped us validate and sharpen our pricing model for scalability, projected our revenue and cash flow in a way that made our fi...
CEO
Kahlab
Client
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Jason has been a transformative advisor for Communic8 It! When I came to him, I was preparing for pitch competitions with minimal financial insights and struggling to balance inventory sell-through wi...
CEO
Communic8 It!
Client
✓ Verified
Experience
Fractional 400
Founder
Dec 2025 - Present
I operate a fractional CFO advisory firm serving early-stage and growth-stage startups . We help founders build scalable infrastructure, raise capital, and achieve profitability. My work centers on financial packaging, investor narratives, revenue projections, cash flow models, and pricing architecture across multiple industries. Together with my clients, we've developed go-to-market playbooks and revenue strategies that optimize gross margin performance and position companies for successful capital raises. Across my career, I've driven $340M+ in realized impact across marketing, distribution, and sales channels.
SLAY TV
Fractional CFO
Apr 2024 - Apr 2025
During my time at Slay Tv I stabilized finances on a $3M annual operating budget and built cross-functional teams to proactively manage risk, reducing potential losses by 11%. I worked directly with the founder and CEO to align financial vision with strategic business objectives and capital raising efforts. Additionally, I designed and rolled out comprehensive financial reporting to boost data-driven decisions and led efficiency initiates to mitigate operational costs in the first year of relaunch.
Baker Group Merger and Acquisition Consultants, Inc.
Regional Associate
Dec 2022 - Apr 2024
At the Baker Group, I managed a $300M transaction pipeline through robust business development and proactive lead generation, supporting consistent due diligence efforts for 25 companies. I oversaw and facilitated deal-flow for recapitalization or M&A, ensuring reliable transaction preparation. By presenting comprehensive market analyses to C-level contacts, I supported informed decision-making for buy-side and sell-side engagements.
Suitsupply
Senior Supervisor | Sales & Visual Merchandising
Aug 2019 - Nov 2022
While at Suitsupply I led store teams to achieve $12M+ in total sales and triple-digit growth by deploying data-driven sales strategies across flagship locations. My performance initiatives boosted team productivity by 20% while developing a studio services business in Los Angeles, securing $50k in new sales and increasing media-driven brand visibility by 30%
Ralph Lauren
Distribution Analyst— Men’s Haberdashery & Accessories, North America | D2C
Jul 2018 - Aug 2019
During my time at Ralph Lauren, I supported $28M in D2C sales by executing customer segmentation and analytics campaigns for flagship brands. I launched data-driven product strategies protecting $3M in investments, increasing launch success rates by 15%. A large component of my success came from creating real-time dashboards for consumer insights which improved project timeline efficiency by 20%.
Sheen Magazine
Content Strategist
Feb 2016 - Jul 2018
Increased Sheen Magazine’s Instagram following by 11K through the creation and presentation of detailed engagement reports, resulting in a more effective, data-driven social content strategy.
BPMW Agency
Engagement Analyst, North America
Sep 2016 - undefined NaN
Managed an inventory of 500+ unique celebrity licensing samples, generating actionable metrics and insights to guide brand strategy with stylists and fashion editors at GQ, Glamour, Seventeen, WWD, Kicks, and Slam. Collaborated cross-functionally and reported directly to the Head of PR.