Josh Casares
GTM
Growing up as an army kid, I developed the ability to quickly adapt to new situations, a skill that has been invaluable in my career.
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Based in Brooklyn, NY, I am a dynamic and results- oriented Go-to-Market Professional with a proven track record of driving growth and impactful outcomes within early-stage startups. I possess a passion for building robust foundations for revenue teams, ensuring long-term success and scalability. Throughout my career, I have sold over $1 million in ARR, led revenue teams at startups that have successfully grown past the seed stage, and developed state-of-the-art GTM strategies for my territories. Known for my innovative strategies, leadership, sales execution, and a data- driven approach, I consistently exceed business objectives. My experience includes successfully targeting and closing strategic accounts, conducting comprehensive competitive research, and positioning clients as tech-forward leaders in their industries.
GTM Index
- CHARMJOB
- Head of Sales2Y 3M
Head of Sales | Founding GTM Engineer
Charm
Brought on in Summer 2024 to launch and scale Charm’s GTM Engineering, Outbound Sales and Lead Generation offering. Using state-of-the-art tools like Clay, I’ve built systems to surface high-intent buying signals and deliver personalization at scale for companies in EdTech, HealthTech, Manufacturing, Robotics, and Cybersecurity. Highlights: - Closed 7 figures in partnerships and contracts. - Architected outbound strategies and multi-channel campaigns that generated 8 figures in qualified pipeline for clients. - Built repeatable, data-driven workflows that blend precision targeting with personalized engagement, enabling clients to win faster and at scale.
- JUSTWORKSJOB
- Account Executive1Y 9M
Account Executive
Justworks
Helping Startups get Benefits, HR, and Compliance. Q4 FY25 - 105% Q1 FY26 - 110% Q2 FY26 - 128% Q3 FY26 - 152%
- JUNIPERJOB
- Co-Founder1Y 2M
Co-Founder
Juniper
- HEALTHEEJOB
- Regional Sales Executive6M
Regional Sales Executive | East Coast
Healthee
• Lead channel sales funnel management for the northeast region, focusing on partnerships with benefits brokers from top firms catering to mid-market clients. • Worked through complex sales cycles with multiple stakeholders while following the MEDDPICC sales methodology.
- Mid Market Account Executive6M
Mid Market Account Executive
Healthee
• Administered HubSpot, Apollo.io, and ZoomInfo for in-depth sales analytics and automation, significantly improving sales processes and client engagement strategies. • Administered HubSpot, Apollo.io, and ZoomInfo for in-depth sales analytics and automation, significantly improving sales processes and client engagement strategies.
- BAMBOOHRJOB
- Mid Market Account Executive10M
Mid Market Account Executive
BambooHR
*Post Acquisition role shift* • Developed a multi-channel approach for our outbound sales motion utilizing the most up to date tools and GTM strategies. • Upon joining Bamboo I lead efforts to develop the first outbound sales motion for the company by identifying untouched leads within the CRM. This lead to tremendous revenue opportunities for BambooHR.
- WELCOMEJOB
- GTM1Y 6M
GTM
Welcome
• Presented and demonstrated the value of our software & solutions to prospective customers who were predominately at Director & C-Level at numerous size companies • Utilized & designed a multi-channel prospecting approach including email, social media, zoominfo, etc. • Brought in new logo during a key go to market period in which I lead my team in revenue for the quarter that we were able to get acquired • Use and maintain data in company tools + CRM with the goal of effectively managing pipeline and providing detailed insight to the rest of the team, built a book of business of $200K plus from converted MQL’s & self prospected leads • Strategized with prospects to discover pain points & c…
- BETTERJOB
- Senior Client Partner/Acco…1Y 3M
Senior Client Partner/Account Manager (Refinance)
Better
Engaged with prospective customers via phone, text, and email as well as nurturing borrowers within various points of the refinance process Licensed in Mortgage Loan Origination by the NMLS in Alabama, California, Connecticut, DC, Florida, Georgia, Michigan, Nebraska, New Hampshire, New Jersey, North Carolina, Pennsylvania, South Carolina, Texas, Vermont, Virginia, and West Virginia Manage my own pipeline consisting of loans under my name in various stages of the refinance process such as pre lock, processing, underwriting, conditional approval, and closing Build an existing relationship with my clients to deliver expertise on the current housing market as well as mortgage trends and str…
- YELP.COMJOB
- Junior Account Executive5M
Junior Account Executive
Yelp.com
Continued to partner with small and mid sized business owners and executives to execute advertising plans during the pandemic at a higher level. I was able to solve tough problems in a changing world in order to fully fulfill my existing clients as well as new clients business needs during a time where there was a high level of uncertainty. Daily outreach to various businesses (B2B) and worked against a quota. Partnered with a smaller team through a period of staff shrinking with a larger pipeline of leads to manage.
- Associate Account Executive10M
Associate Account Executive
Yelp.com
Worked in a mid-sized team to analyze different small to medium sized businesses in designated territories and introduce them to Yelps Ad-Tech. Contributed to a monthly team quota as well as surpassing a personal quota which was consistently achieved every single month. Built a high level of proficiency in Salesforce. Maintained a healthy pipeline of around 120 clients a day while dealing with a high level of outbound calls and emails. Assisted in customizing ads and pages for clients, as well as day to day account management as well as strategic advertising plans based off of their industries.
- APPLEJOB
- Sales Specialist1Y 9M
Sales Specialist
Apple
Introduced customers to new tech & services through hands on live demos in three retail locations. Contributed 1.5 million in individual sales within my first year at the Manhasset location, as well as numerous SaaS sign ups. Worked alongside the visual merchandising team for overnight refreshes, setting up security on demo devices, and handling replacements for missing items within the store. Worked a special event in October 2018 where we hosted numerous media as well as the CEO and numerous executives to introduce new products. Connected small and medium sized business owners to Apple business services & enterprise level products.
- CASTELLA IMPORTS,JOB
- Mktg Coordinator2M
Marketing Coordinator
Castella Imports, Inc.
Curated company social media accounts and content creation that brought thousands of interactions and followers to our accounts. Managed the online marketplace by keeping promotions and products up to date as well as assisting customer problems over the phone. Strategized with other teams in modernizing and revamping the company’s identity with consumers by analyzing visitor data as well as purchase data. Partnered closely with the graphic design team, buying, and operations team to come up with long term marketing and distribution strategies for new products by targeting specific regions and demographics
- Job: BambooHR — Mid Market Account Executive · 2022-09 – 2023-07 · 10 mo — *Post Acquisition role shift* • Developed a multi-channel approach for our outbound sales motion utilizing the most up to date tools and GTM strategies. • Upon joining Bamboo I lead efforts to develop the first outbound sales motion for the company by identifying untouched leads within the CRM. This lead to tremendous revenue opportunities for BambooHR.
- Job: Welcome — GTM · 2022-01 – 2023-07 · 1y 6mo — • Presented and demonstrated the value of our software & solutions to prospective customers who were predominately at Director & C-Level at numerous size companies • Utilized & designed a multi-channel prospecting approach including email, social media, zoominfo, etc. • Brought in new logo during a key go to market period in which I lead my team in revenue for the quarter that we were able to get acquired • Use and maintain data in company tools + CRM with the goal of effectively managing pipeline and providing detailed insight to the rest of the team, built a book of business of $200K plus from converted MQL’s & self prospected leads • Strategized with prospects to discover pain points & c…
- Job: Healthee — Mid Market Account Executive · 2023-07 – 2024-01 · 6 mo — • Administered HubSpot, Apollo.io, and ZoomInfo for in-depth sales analytics and automation, significantly improving sales processes and client engagement strategies. • Administered HubSpot, Apollo.io, and ZoomInfo for in-depth sales analytics and automation, significantly improving sales processes and client engagement strategies.
- Job: Healthee — Regional Sales Executive | East Coast · 2024-01 – 2024-07 · 6 mo — • Lead channel sales funnel management for the northeast region, focusing on partnerships with benefits brokers from top firms catering to mid-market clients. • Worked through complex sales cycles with multiple stakeholders while following the MEDDPICC sales methodology.
- Job: Yelp.com — Associate Account Executive · 2019-06 – 2020-04 · 10 mo — Worked in a mid-sized team to analyze different small to medium sized businesses in designated territories and introduce them to Yelps Ad-Tech. Contributed to a monthly team quota as well as surpassing a personal quota which was consistently achieved every single month. Built a high level of proficiency in Salesforce. Maintained a healthy pipeline of around 120 clients a day while dealing with a high level of outbound calls and emails. Assisted in customizing ads and pages for clients, as well as day to day account management as well as strategic advertising plans based off of their industries.
- Job: Juniper — Co-Founder · 2024-07 – 2025-09 · 1y 2mo
- Job: Better — Senior Client Partner/Account Manager (Refinance) · 2020-09 – 2021-12 · 1y 3mo — Engaged with prospective customers via phone, text, and email as well as nurturing borrowers within various points of the refinance process Licensed in Mortgage Loan Origination by the NMLS in Alabama, California, Connecticut, DC, Florida, Georgia, Michigan, Nebraska, New Hampshire, New Jersey, North Carolina, Pennsylvania, South Carolina, Texas, Vermont, Virginia, and West Virginia Manage my own pipeline consisting of loans under my name in various stages of the refinance process such as pre lock, processing, underwriting, conditional approval, and closing Build an existing relationship with my clients to deliver expertise on the current housing market as well as mortgage trends and str…
- Job: Charm — Head of Sales | Founding GTM Engineer (Founding GTM) · 2024-07 – present · 2y 1mo — Brought on in Summer 2024 to launch and scale Charm’s GTM Engineering, Outbound Sales and Lead Generation offering. Using state-of-the-art tools like Clay, I’ve built systems to surface high-intent buying signals and deliver personalization at scale for companies in EdTech, HealthTech, Manufacturing, Robotics, and Cybersecurity. Highlights: - Closed 7 figures in partnerships and contracts. - Architected outbound strategies and multi-channel campaigns that generated 8 figures in qualified pipeline for clients. - Built repeatable, data-driven workflows that blend precision targeting with personalized engagement, enabling clients to win faster and at scale.
- Job: Yelp.com — Junior Account Executive · 2020-04 – 2020-09 · 5 mo — Continued to partner with small and mid sized business owners and executives to execute advertising plans during the pandemic at a higher level. I was able to solve tough problems in a changing world in order to fully fulfill my existing clients as well as new clients business needs during a time where there was a high level of uncertainty. Daily outreach to various businesses (B2B) and worked against a quota. Partnered with a smaller team through a period of staff shrinking with a larger pipeline of leads to manage.
- Job: Apple — Sales Specialist · 2017-08 – 2019-05 · 1y 9mo — Introduced customers to new tech & services through hands on live demos in three retail locations. Contributed 1.5 million in individual sales within my first year at the Manhasset location, as well as numerous SaaS sign ups. Worked alongside the visual merchandising team for overnight refreshes, setting up security on demo devices, and handling replacements for missing items within the store. Worked a special event in October 2018 where we hosted numerous media as well as the CEO and numerous executives to introduce new products. Connected small and medium sized business owners to Apple business services & enterprise level products.
- Job: Castella Imports, Inc. — Marketing Coordinator · 2016-07 – 2016-09 · 2 mo — Curated company social media accounts and content creation that brought thousands of interactions and followers to our accounts. Managed the online marketplace by keeping promotions and products up to date as well as assisting customer problems over the phone. Strategized with other teams in modernizing and revamping the company’s identity with consumers by analyzing visitor data as well as purchase data. Partnered closely with the graphic design team, buying, and operations team to come up with long term marketing and distribution strategies for new products by targeting specific regions and demographics
- Job: Justworks — Account Executive · 2025-01 – present · 1y 7mo — Helping Startups get Benefits, HR, and Compliance. Q4 FY25 - 105% Q1 FY26 - 110% Q2 FY26 - 128% Q3 FY26 - 152%
- School: Hofstra University — Bachelor's Degree (BBA), Marketing
Skills
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