Kristina Gregory
Salt Lake City,UT
Summary
Enterprise sales executive with deep experience owning outbound, prospecting, and demo strategy in fast-moving SaaS and benefits tech environments. Known for building pipeline from scratch, developing rapport with senior stakeholders, and tailoring product narratives that convert. Skilled at selling into Benefits and Total Rewards buyers, with recent enterprise engagements including Dallas Fort Worth Airport and PacificSource. Versatile, quota-carrying closer who thrives in ambiguity, adapts fast, and brings energy and ownership to every deal cycle. Knowledgeable with proven track record in driving regional sales growth and fostering client relationships. Successfully managed cross-functional teams to enhance market penetration and revenue streams. Demonstrated strategic planning and negotiation skills to secure high-value contracts and partnerships.
Overview
7
7
years of professional experience
Work History
Enterprise Regional Sales Director
LifeSpeak Inc.
10.2023 - Current
- Drive enterprise sales across the Western U.S. (≤7K lives), owning a $700K+ quota and building pipeline in an underdeveloped territory through full-cycle outreach to employers across industries
- Deliver multi-threaded demos across a four-product wellness and behavioral health suite (LifeSpeak, Wellbeats, Torchlight, Alavida), adapting positioning for Benefits and Total Rewards stakeholders
- Create and presented tailored ROI models and opportunity analyses to executive buyers, enabling multi-threaded sales motions and partner-influenced expansion plays
- Proficient across leading sales tools including Microsoft Dynamics, Salesforce, Outreach, Gong, ZoomInfo, Sales Navigator, Apollo.io, and HubSpot; maintain meticulous outreach documentation to support visibility and performance tracking
Mid Market Sales Executive
Big Health
09.2022 - 10.2023
- Company Overview: Big Health is the creator of safe and effective, non-drug treatments for insomnia & anxiety
- As a MM SE, I'm responsible for executing sales strategy and driving opportunities from initial conversation through close.
- Closed $47,000 in new business during my first 30 days as a MM SE by expanding the company's customer base and securing contracts with key accounts.
- Helped spearhead expansion to Middle Market Employers (1k - 15k employees)
- Sourced over $2M in pipeline within the first quarter of market launch by creating market-specific content/campaigns and setting qualified meetings with key stakeholders.
Senior Business Development Manager
Big Health
11.2020 - 09.2022
- Responsible for targeting and developing new opportunities through cold calling, email and direct mail campaigns, and event leads.
- Exceeded annual quota in 2022 by 113% and promoted 3x during the first 2 years at Big Health.
- Sourced closed opportunities worth over $2.6M by identifying and pursuing high-value prospects.
Senior Account Development Manager
Artemis Health
06.2018 - 11.2020
- Targeted and developed new opportunities for the Mid-Atlantic and Northeast regions.
- Promoted to team lead
Enterprise Business Development Manager
Yotpo
01.2018 - 06.2018
- Sourced new opportunities through trade shows, LinkedIn, campaigns, and Salesforce
Education
Utah Valley University
Orem, UTSkills
Skills & Tools
Enterprise SaaS Sales Pipeline Development Consultative Selling Multi-Threaded Demos Value-Based Positioning Stakeholder Engagement RFPs & Proposal Strategy Strategic Prospecting Partner-Aligned Sales Salesforce Microsoft Dynamics Outreach Gong LinkedIn Sales Navigator ZoomInfo Apolloio HubSpot
Accomplishments
Accomplishments
LifeSpeak (2022–Present)
- Returned from mat leave in 2024 and rebuilt pipeline from scratch; tracking $250K+ ARR by Q3 2025
- Pacing ahead of West Enterprise team average in 2025 YTD ARR with growing pipeline coverage
- Trusted to lead high-stakes demos and early-stage discussions with strategic stakeholders
Big Health (2020–2022)
- Closed $47K in new business during first 30 days as Mid-Market Sales Executive
- Helped spearhead Middle Market expansion (1K–15K lives); sourced $2M+ pipeline within first quarter
- Exceeded 2022 quota by 113%; promoted 3x in under 2 years based on performance
- Sourced $2.6M+ in closed opportunities through outbound prospecting and campaign strategy
Timeline
Enterprise Regional Sales Director
LifeSpeak Inc.
10.2023 - Current
Mid Market Sales Executive
Big Health
09.2022 - 10.2023
Senior Business Development Manager
Big Health
11.2020 - 09.2022
Senior Account Development Manager
Artemis Health
06.2018 - 11.2020
Enterprise Business Development Manager
Yotpo
01.2018 - 06.2018
Utah Valley University
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