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Akeel J

@akeelj

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Enterprise Sales Director & Senior AE | Player-Coach | MEDDPICC | Healthcare SaaS & Regulated B2B | Remote-First

United States

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What I'm looking for

I'm a player-coach sales leader with 10+ years driving enterprise growth across healthcare SaaS and regulated B2B. I build pipeline, close deals personally, and develop the teams and processes that scale revenue beyond me. Seeking a Director or VP Sales role at a growth-stage SaaS company where I can do all three.

Enterprise SaaS sales leader and player-coach with 10+ years closing complex deals and expanding accounts across healthcare SaaS, analytics, and regulated B2B environments.

I lead teams and carry a bag — led a 4-person Western US team to 118% of quota while personally maintaining 102% IC attainment. Equally effective building a GTM motion from scratch or running solo as a full-cycle seller.

By the numbers:

- $4.5M pipeline built in 10 months as solo IC

- 32 new logos closed | $40K–$750K ARR deals

- 150% account expansion (3 → 7 sites, $300K → $750K ARR)

- ~92% retention | 65%+ outbound-sourced pipeline

- 12 consecutive quota quarters

I sell to C-suite, ops, finance, and IT simultaneously — MEDDPICC-driven, ROI-backed, expansion-focused. Currently doing fractional sales work and GTM advisory for early-stage SaaS founders while seeking my next full-time role.

Open to: Senior AE · Strategic AE · Director of Sales · Head of Sales · Player-Coach roles

Remote-first. Healthcare SaaS, fintech, compliance, analytics, enterprise SaaS — I follow the complexity of the sale.

Tools: Salesforce · HubSpot · Outreach · Gong · ZoomInfo · MAPs

Experience

Work history, roles, and key accomplishments

Current

Founder & Interim Revenue Advisor

Current

Sales Consulting Group

May 2023 - Present (3 years 1 month)

Improved forecast accuracy to 85% through data-driven pipeline management and achieved a 35% velocity lift via strategic Go-to-Market redesign and outbound optimization. Built repeatable revenue frameworks, accelerating enterprise market penetration by 30%.

Go To Market Strategy Outbound Sales Pipeline Management Market Penetration

Director of Sales & Alliances

Gray Matter Analytics

May 2022 - Feb 2023 (9 months)

Built a $750K pipeline in under 10 months through strategic account targeting and closed a $425K enterprise deal. Increased pipeline by 25% and cut the sales cycle by 20% via tighter MEDDIC qualification.

Strategic Targeting Enterprise Sales MEDDIC Sales Cycle Strategic Partnerships

Director of Sales, West Region

Oi Health

Mar 2019 - Apr 2022 (3 years 1 month)

Led West-region GTM, achieving 118% of a $2M quota while managing a 4-person team. Expanded Providence Health footprint from 3 to 17 locations via multi-stakeholder consensus.

Quota Attainment Team Management Stakeholder Management

Sales Manager

MD Reports

Sep 2015 - Mar 2019 (3 years 6 months)

Managed a $1.2M five-state territory for a specialty EMR & compliance platform, achieving 12 consecutive quarters of quota over-attainment. Closed a $450K ARR multi-site enterprise deal.

Territory Management Quota Attainment Win Rate Improvement