Alexa Figliuolo
Sales Leader | Scaling Teams & Strategy Across U.S./CAN | GTM Execution | B2B SaaS | Director-Level Scope
Updated 6 months ago
20+
Years Experience
17
Roles
21
Skills
2
Education
About
Strategic sales leader with 11+ years in B2B SaaS and a track record of scaling high-performing teams across startups and hypergrowth companies. Currently leading national inbound sales strategy at CloudKitchens, managing performance across 50+ markets in the U.S. and Canada. Known for turning ambiguity into scalable process, aligning GTM execution cross-functionally, and developing frontline managers into strong, data-driven leaders. I lead with clarity, high standards, and a deep belief that trust and accountability drive lasting results. Recognized for top performance in both team growth and deal execution. I’m passionate about building cultures where strategy and execution move in lockstep. Myers Briggs: ENTJ-A CliftonStrengths: Strategic | Restorative | Achiever | Competition | Activator
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Experience (17 roles)
2 yrs 2 mos
Current3 roles · Jul 2023 - Present
National Sales Manager, US/CAN
Current- Oversee national inbound sales strategy across 50+ U.S. and Canadian markets, providing second-line leadership across regional teams and driving consistent execution, performance, and market expansion - Designed and operationalized a national qualification and prioritization framework leveraging ...
Regional Sales Manager, East
- Ranked #1 Manager in TCV and Closed-Won Sales for year - Scaled performance across four underperforming markets, increasing productivity per rep (PPR) 5x and closing the company’s top SMB deal - Introduced a new AE/SDR lead distribution model and mentored multiple frontline managers through lead...
Senior Sales Manager - NYC
- Achieved #3 Manager ranking out of 12 in TCV and Closed-Won Sales for the full year - despite only leading the region for the final six months - Led a performance turnaround in the company’s highest-volume U.S. market by implementing a reverse-funnel coaching model, then partnered with enablemen...
3 roles · Sep 2017 - May 2023
Sales Manager
Simplifeye is a healthcare SaaS platform improving patient engagement and payments for dental and medical practices. - Built and scaled a 100+ person sales organization across 4 global locations, increasing ARR while maintaining high rep productivity and low attrition - Led GTM strategy and launch...
Channel & Partner Sales Manager
- Owned and expanded national channel sales partnership with Henry Schein, including joint-seller enablement, co-travel execution, and pipeline strategy - Built and managed a 7-person partner AE team; created onboarding, training, and partner-facing field materials - Rolled out sales tools and eva...
Senior Channel & Partner Sales Executive
- Launched Simplifeye’s first channel partner motion with Henry Schein, scaling from initial rollout to high-volume program in under 12 months - Recognized as top performer in company and President’s Club recipient for exceeding partner-driven sales goals - Developed co-branded campaigns and part...
5 roles · Oct 2015 - Aug 2017
Senior Partnership Account Executive
• 2x Presidents Club Winner. • Training class Valedictorian on SDR & AE level • Consistently ranked as top performer closing over 400+ sales in under 1 and a half as a closer averaging 130% to goal. *** Acquired by Constant Contact and later acquired by Tripadvisor Skills: Technology Sales · Part...
Inside Sales Coach
- Trained and coached 30+ sales reps on call structure, objection handling, and close strategy, resulting in a 20%+ improvement in team close rate - Created scalable onboarding assets and led weekly coaching sessions aligned with sales KPIs and product updates - Collaborated with Sales Managers to...
Senior Inside Sales Representative
- Ranked among top 5% of reps companywide for sustained quota performance and deal volume over consecutive quarters - Served as a peer mentor to new hires, offering call shadowing, live coaching, and tactical feedback to accelerate onboarding - Partnered with RevOps to test new outbound cadences, ...
Inside Sales Representative
- Consistently exceeded outbound activity targets and hit 120%+ of monthly quota through targeted cold calling and market research - Built early momentum in a competitive sales environment, closing multiple deals within the first month and setting onboarding benchmarks - Identified gaps in lead qu...
Sales Development Representative
- Ranked #1 in SDR class and achieved 120%+ of quota within first 90 days through outbound cold calling and self-sourced opportunities - Created a commission calculator that was adopted company-wide, saving managers 4–5 hours per week - Supported onboarding and training of 15+ newly hired SDRs, co...
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Education (2)
Manalapan High School
Pace University - Lubin School of Business
Activities and societies: WBUP Radio Station Minor in Economics
Skills (21)
Languages (2)▼
Volunteer Experience (2)▼
Participant
CurrentSusan G. Komen for the Cure
Jan 2006 - Present · 19 yrs 8 mos
Participant
American Cancer Society
Jan 2000 - Jan 2006 · 6 yrs
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