Connor Head

Hands-on sales and operations leader with technical fluency. Started in SQL development, transitioned to craft beer sales and consulting, then grew into high-growth legal cannabis startups by combining operations, automations, and hands-on sales experience to drive results. Avid learner and proponent of human-first AI development, with several years of experience combining structured datasets with AI to reduce hallucinations and improve consistency.

AI and Revenue Operations Consultant at ThinkBreak (2026-04 – Present)

Operations, AI automation development, and CRM consulting for firms and brokerages.

• Design human-first AI automations for sales professionals and firms, with a focus on keeping human judgment in the loop while removing repetitive admin work
• Build API-connected workflows that use structured calls, normalize data, and prepare outputs for consistent LLM processing
• Advise on CRM architecture, pipeline structure, sales operations workflows, and automation opportunities

Executive Recruiter at Gecko Hospitality (2024-08 – 2026-04)

Executive hospitality recruiting for restaurant and hospitality management roles.

• Executed full-cycle recruiting for restaurant management and leadership roles, including sourcing, evaluation, candidate intake, client submission, and follow-up
• Improved recruiter tooling and submission workflows, reducing candidate call-to-submission time from 30-40 to ~3 minutes per candidate.
• Used recruiting CRM and sourcing tools to standardize submissions, improve handoffs, and reduce process friction
• Built repeatable intake, evaluation, and client presentation processes that improved speed and consistency across the recruiting workflow

Sales and Operations Director at Green Nexus (2022-02 – 2024-08)

Legal cannabis seed distributor and eCommerce business focused on B2B and D2C sales and logistics.

• Led a team of 5 to over $1M in first-year sales
• Designed and managed HubSpot CRM architecture, B2B and D2C pipelines, and sales process integrations across WordPress, WooCommerce, Google Sheets, Google Analytics and Tag Manager, Make.com, and 3PL APIs
• Managed programmatic SEO strategy through AI-assisted keyword research, content planning, structured content generation, and performance tracking
• Executed B2B sales processes including programmatic lead canvassing, outbound and inbound sales, and customer retention

Brand Director, Chill Switch at Steady State Brand Engine (2019-08 – 2020-08)

CBD lifestyle brand focused on nationwide distribution.

• Oversaw sales, operations, and production for a national CBD brand
• Managed sales activity, operational planning, and production coordination across a growing distribution model
• Used HubSpot, Wrike, and Google Sheets to organize sales workflows, customer activity, reporting, and follow-up

Craft Beer and Brewery Consultant at Independent Consultant (2018-02 – 2022-02)

Sales, operations, beverage program, and taproom consulting for breweries and bars.

• Consulted for breweries and bars on sales growth, taproom operations, beverage selection, process improvement, and local market positioning
• Identified operational inefficiencies in taproom procedures and helped owners create more practical SOPs for staff, sales, and customer experience
• Supported business development, account growth, production planning, and sales strategy across multiple hospitality clients

Sales Representative, South Tampa at Cavalier Distributing (2016-09 – 2018-02)

• Opened and grew relationships with on-premise and off-premise accounts across Downtown Tampa, SoHo, International Plaza, Ybor City, Seminole Heights, Tampa Heights, and surrounding markets
• Consistently increased year-over-year sales by more than 30%
• Opened and established market presence for DuClaw Beer Co., Lord Hobo Brewing Company, Mastry’s Brewing, J Wakefield Brewing, Garagiste Meadery, and other brands

A.S. in Music Industry – St. Petersburg College (2009 – 2012)