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Maestro Advising, LLC

Fractional CMO - Cannabis + Hemp

Creative meets compliance. Strategy meets velocity.

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I’m Rebecca Maestas Sincere, Founder & CEO of Maestro (MY-stroh) Advising. I build revenue systems for regulated brands—linking GTM, packaging, retail activation, CRM, and analytics—so CEOs get outcomes, not marketing noise.

For 17+ years I’ve shipped launches in tightly regulated categories. I translate category dynamics, state-by-state rules, and retailer realities into a single plan your sales and marketing teams can run—and finance will love. 

    • Regulated GTM mastery

    • Retail sell-through focus 

    • Full-funnel CRM/loyalty

    • Artist & IP licensing edge

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Services

Fractional CMO Leadership

Access senior-level marketing expertise without the commitment of a full-time hire. Maestro Advising provides fractional CMO services, guiding your brand with strategy, oversight, and accountability to drive growth, compliance, and differentiation in challenging markets.

Brand Strategy & Go-to-Market Execution

We craft and execute tailored brand strategies that cut through complexity. From packaging and positioning to retail and field activation, we ensure your brand stands out, complies with regulations, and accelerates velocity in competitive environments.

Lifecycle Marketing & Performance Reporting

Maximize customer engagement and retention with data-driven lifecycle and CRM strategies. Our comprehensive performance reporting keeps your team accountable and empowered, delivering measurable results at every stage of the customer journey.

Connect with Maestro Advising

Ready to accelerate your brand’s growth? Fill out the form below to start a conversation with Rebecca Maestas and discover how fractional CMO leadership and specialized marketing execution can drive results for your business. We’re here to help regulated and niche CPG brands build accountable, effective marketing plans.

ABOUT:

Over two decades in regulated markets, I’ve led brand turnarounds and new-market entries across retail and wholesale—translating GTM strategy, packaging, retail activation, CRM, and analytics into measurable growth:

  • BATCH (Bud & Mary's) → top-ranking vape in Colorado. From #4 to #2 in 6 months in a highly competitive market. 

  • Friendly Brand → +700% loyalty lift in 6 months.

  • The Clear → #2 vape share with disciplined promo and distribution.

  • Dixie → +226% YoY revenue growth.

  • Dixie Botanicals (hemp-CBD) → $0 to $6M in year one nationwide.

Beyond core GTM, I drive licensing, sponsorships, and brand experiences that actually move units—not just generate press. Through Regime Music Group, I connect compliant 21+ brands with artists and IP to create high-affinity collabs across cannabis, hemp, and paraphernalia.

 

What I Bring

  • Board-minded, operator-sharp: Governance, KPI discipline, and compliance-ready workflows that shorten cycle times and protect margin.

  • Regulated GTM mastery: State-by-state packaging and claims that pass review the first time.

  • Velocity focus: Promo calendars, SKU rationalization, and door targeting designed for sell-through (not cannibalization).

  • Lifecycle & CRM: Email/SMS programs tied to AOV, LTV, repeat purchase, and cohort health.

  • Licensing & IP: Artist partnerships structured for retail impact, not vanity metrics.

  • One scorecard, one cadence: Clear ownership, weekly priorities, and dashboards your exec team will actually use.

How I Engage

  • Fractional CMO: Hands-on leadership to run the marketing machine end-to-end.

  • Launch & Packaging Sprints: From compliant dielines to retail toolkits in weeks.

  • Velocity & Promo Optimization: Diagnose, reset, and scale what’s working.

  • Artist/IP Partnerships: Source, structure, and activate collabs built for revenue.

Bottom line: I tie every dollar to outcomes. If you’re expanding markets, scaling licensing, or resetting a stalled brand, I’ll help you move faster—with fewer surprises—and show the numbers that prove it.

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