Weston Johnson
Automating Data Driven Reporting @Rollstack
Account Executive with experience across SaaS, advisory platforms, and high-consideration B2B sales. Background includes full-cycle sales in AI-driven software (Luminoso), executive advisory marketplaces (AdvisoryCloud), and complex, multi-stakeholder purchasing
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Over the past year, I’ve also worked closely with early-stage SaaS operators as a strategic GTM advisor, supporting outbound execution, pipeline development, and sales process Strengths include discovery, qualification, deal ownership, and translating early GTM motion into repeatable revenue.
GTM Index
- ROLLSTACKJOB
- GTM Reporting Automation S…9M
GTM Reporting Automation Specialist
Rollstack
Driving pipeline generation for Rollstack’s automated reporting platform, helping RevOps, BI, and analytics teams eliminate manual reporting workflows between BI tools and presentation software. Role focused on: -Identifying and targeting high-fit accounts across RevOps, FP&A, data, and agency teams -Building outbound motion across email, phone, and LinkedIn -Qualifying workflow pain related to recurring reporting processes -Partnering closely with AEs to ensure clean handoffs and high-quality pipeline -Tracking conversion metrics and continuously iterating on messaging and targeting Success measured by: -Qualified meetings generated -Pipeline contribution -ICP alignment -Conversion from…
- ONE N ONLY TRAVEL SERVICESJOB
- GTM Leader, Account Execut…3Y 11M
GTM Leader, Account Executive, Partnerships
ONE N ONLY Travel Services
Account Executive responsible for full-cycle sales of high-value, multi-stakeholder offerings. Owns inbound and outbound pipeline, qualification, proposal development, negotiation, and close. Regularly manages complex buyer journeys, long sales cycles, and high-intent leads, with a focus on conversion efficiency and repeat revenue.
- DARWINIAN VENTURESJOB
- Strategic Advisor (GTM/Sal…2Y 4M
Strategic Advisor (GTM/Sales)
Darwinian Ventures
Strategic advisor supporting early-stage SaaS companies within the Darwinian Ventures ecosystem on go-to-market execution and revenue motion design. Work includes: - ICP definition, segmentation, and buyer persona refinement - Outbound sales motion design across SDR and AE workflows - Qualification frameworks, discovery standards, and deal hygiene - CRM structure, reporting, and pipeline management best practices - Review and support of live sales conversations, follow-ups, and deal strategy - Ongoing participation in weekly GTM operating reviews with founders and operators Engagement focused on translating early GTM experimentation into repeatable, scalable sales execution across SMB, m…
- LUMINOSO TECHNOLOGIES,JOB
- Account Executive1Y 11M
Account Executive
Luminoso Technologies, Inc.
Experience provided hands-on exposure to selling AI-driven SaaS solutions into sophisticated, data-driven organizations. Sold an Enterprise AI text analytics platform serving large organizations analyzing unstructured data such as employee feedback, customer surveys, and support interactions. - Owned end-to-end sales process from discovery through close across mid-market and enterprise accounts - Conducted outbound and inbound prospecting and exec-level discovery - Deal sizes from $20K - $110K, Enterprise Fortune 500 customers included Amazon & Apple - Navigated complex buying committees and long sales cycles - Worked closely with marketing and leadership on messaging, positioning, and deal…
- ADVISORYCLOUDJOB
- Account Executive5Y 11M
Account Executive
AdvisoryCloud
Account Executive for a B2B SaaS marketplace connecting senior executives with paid advisory and board opportunities. Owned full-cycle sales for executive memberships, from qualification through close Conducted high-volume discovery and qualification calls with senior executives to assess fit, experience, and demand Sold annual memberships and advisory placements with pricing tiers ranging from SMB to enterprise-level executives Worked closely with onboarding and customer success teams to ensure smooth handoff and activation Built long-term relationships that supported renewals, referrals, and upsell opportunities
- Sales Development Represen…6M
Sales Development Representative
AdvisoryCloud
Sourced and qualified executive prospects through high-volume outbound calling Averaged 200–300 calls per day and consistently booked 20–30 qualified conversations per month Promoted to Account Executive within six months based on performance and conversion results
- MARIN MAZDA SUBARUJOB
- Internet Car Sales1Y 11M
Internet Car Sales
Marin Mazda Subaru
Worked with online clients to find the perfect Mazda or Subaru.
- MACY'SJOB
- Levi's Representative3Y 11M
Levi's Representative
Macy's
Involved in the entire process of Levi's and Macy's. From ordering new supply and updating inventory to selling to customers on the floor.
- Job: Rollstack — GTM Reporting Automation Specialist · 2026 – present · 7 mo — Driving pipeline generation for Rollstack’s automated reporting platform, helping RevOps, BI, and analytics teams eliminate manual reporting workflows between BI tools and presentation software. Role focused on: -Identifying and targeting high-fit accounts across RevOps, FP&A, data, and agency teams -Building outbound motion across email, phone, and LinkedIn -Qualifying workflow pain related to recurring reporting processes -Partnering closely with AEs to ensure clean handoffs and high-quality pipeline -Tracking conversion metrics and continuously iterating on messaging and targeting Success measured by: -Qualified meetings generated -Pipeline contribution -ICP alignment -Conversion from…
- Job: Darwinian Ventures — Strategic Advisor (GTM/Sales) · 2024 – 2026-05 · 2y 4mo — Strategic advisor supporting early-stage SaaS companies within the Darwinian Ventures ecosystem on go-to-market execution and revenue motion design. Work includes: - ICP definition, segmentation, and buyer persona refinement - Outbound sales motion design across SDR and AE workflows - Qualification frameworks, discovery standards, and deal hygiene - CRM structure, reporting, and pipeline management best practices - Review and support of live sales conversations, follow-ups, and deal strategy - Ongoing participation in weekly GTM operating reviews with founders and operators Engagement focused on translating early GTM experimentation into repeatable, scalable sales execution across SMB, m…
- Job: ONE N ONLY Travel Services — GTM Leader, Account Executive, Partnerships · 2023 – 2026 · 3y — Account Executive responsible for full-cycle sales of high-value, multi-stakeholder offerings. Owns inbound and outbound pipeline, qualification, proposal development, negotiation, and close. Regularly manages complex buyer journeys, long sales cycles, and high-intent leads, with a focus on conversion efficiency and repeat revenue.
- Job: Luminoso Technologies, Inc. — Account Executive · 2022 – 2023 · 1y — Experience provided hands-on exposure to selling AI-driven SaaS solutions into sophisticated, data-driven organizations. Sold an Enterprise AI text analytics platform serving large organizations analyzing unstructured data such as employee feedback, customer surveys, and support interactions. - Owned end-to-end sales process from discovery through close across mid-market and enterprise accounts - Conducted outbound and inbound prospecting and exec-level discovery - Deal sizes from $20K - $110K, Enterprise Fortune 500 customers included Amazon & Apple - Navigated complex buying committees and long sales cycles - Worked closely with marketing and leadership on messaging, positioning, and deal…
- Job: AdvisoryCloud — Account Executive · 2016 – 2021 · 5y — Account Executive for a B2B SaaS marketplace connecting senior executives with paid advisory and board opportunities. Owned full-cycle sales for executive memberships, from qualification through close Conducted high-volume discovery and qualification calls with senior executives to assess fit, experience, and demand Sold annual memberships and advisory placements with pricing tiers ranging from SMB to enterprise-level executives Worked closely with onboarding and customer success teams to ensure smooth handoff and activation Built long-term relationships that supported renewals, referrals, and upsell opportunities
- Job: AdvisoryCloud — Sales Development Representative · 2016-06 – 2016-12 · 6 mo — Sourced and qualified executive prospects through high-volume outbound calling Averaged 200–300 calls per day and consistently booked 20–30 qualified conversations per month Promoted to Account Executive within six months based on performance and conversion results
- Job: Marin Mazda Subaru — Internet Car Sales · 2014 – 2015 · 1y — Worked with online clients to find the perfect Mazda or Subaru.
- Job: Macy's — Levi's Representative · 2011 – 2014 · 3y — Involved in the entire process of Levi's and Macy's. From ordering new supply and updating inventory to selling to customers on the floor.
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