Gerardo Rios
Greater Chicago Area
Summary
Sales development professional with 3 years of experience at Workday building new territories and driving pipeline across HCM and financial solutions. Skilled in moving enterprise and medium enterprise prospects from first touch through pricing, partnering closely with AEs and CSMs to support multimillion dollar deal cycles and upsell growth. Known for consistently generating executive engagement, contributing to pipeline expansion, and mentoring peers on outreach strategy.
Overview
10
10
years of professional experience
1
1
Certification
Work History
Team Lead | Senior Corporate Sales Development – West Enterprise
Workday
02.2024 - 11.2024
- Built a new enterprise territory and partnered with 7 AEs, generating more than $5M in quarterly pipeline.
- Partnered with AEs on deal cycles of 3 to 9 months with ACVs ranging from $400K to over $1M.
- Booked and confirmed intro calls with CHROs, CFOs, procurement, and other finance leaders in addition to scheduling deep discovery sessions with AEs and solution consultants to uncover business needs and build relevant demos.
- Coordinated demos, sent follow up email, and secured pricing calls to keep prospects engaged before handing off fully to AEs who drove the close.
- Kept executive stakeholders engaged through discovery, demo, and pricing stages, contributing to multi million dollar deals across HCM, and financial solutions.
- Partnered with CSMs and AEs to drive upsell opportunities, transitioning customers from stand-alone SKUs into Workday’s core HCM, and Financial platforms.
Corporate Sales Development – Medium Enterprise River Valley
Workday
02.2023 - 02.2024
- Partnered with 7 AEs to manage a $4M+ quarterly pipeline with ACVs typically ranging from $200K to $800K.
- Increased pipeline by 31% year over year and contributed to a 13% rise in closed won deals by keeping executives engaged through early to mid deal stages.
- Owned progression from intro through pricing by booking and confirming meetings, scheduling deep discovery sessions with AEs and solution consultants to uncover business needs for demos, coordinating demos, sending follow up recaps, and securing pricing calls before full handoff to AEs.
- Consistently generated more than 16 qualified executive meetings a month with CHROs, CFOs, procurement, and other finance leaders.
- Trained new AEs on Salesforce, Demandbase, and outreach strategies to improve pipeline creation and engagement.
- Supported expansion by collaborating with CSMs and AEs to move customers from stand-alone SKUs into Workday’s core solutions.
Corporate Sales Development – Peakon Employee Voice (East & South)
Workday
09.2022 - 02.2023
- Built and managed two new territories, generating a $600k+ quarterly pipeline with ACVs ranging from $40K to $150k.
- Scheduled executive intro calls, deep discovery sessions with AEs and solution consultants to uncover needs for demos, and demos in addition to keeping prospects engaged through to pricing before handoff to AEs.
- Contributed to the Sequence Tiger Team, testing and refining outreach sequences to improve conversion and engagement.
Corporate Sales Development – Strategic Sourcing East
Workday
11.2021 - 09.2022
- Launched and scaled a new East territory, generating a $700k+ quarterly pipeline with ACVs ranging from $50K to $200K.
- Partnered with 2 AEs to coordinate intro calls, deep discovery sessions with AEs and solution consultants to uncover needs for demos, demos, and pricing calls in addition to ensuring prospects stayed engaged through to pricing before handoff to AEs.
- Played a key role in the Sequence Tiger Team, building and refining outreach sequences that improved pipeline efficiency.
Founder & Owner
Gossip Hair Extensions
10.2014 - 11.2021
- Built and scaled a premium beauty brand, managing all aspects of operations, marketing, and sales strategy.
- Grew brand awareness through social media marketing and influencer collaborations, resulting in consistent revenue growth.
- Featured in beauty magazines, with the 2014, 2015, and 2016 Miss Bikini Olympia champions wearing Gossip Hair Extensions on stage.
VIP Host/Sales
Tao Group
10.2019 - 04.2020
- Drove revenue for the nightclub and restaurant by securing bottle service bookings, restaurant reservations, nightclub attendance, and corporate venue buyouts.
- Built and maintained long term relationships with VIP clients, including professional athletes, celebrities, and corporate executives.
- Proactively sold and marketed Tao Group’s offerings, increasing event attendance and high value guest bookings.
- Collaborated with the marketing team to develop strategies that boosted sales and brand presence.
Founder & Owner
River North Productions
07.2018 - 04.2020
- Established and led a creative agency specializing in photography for high end restaurants, fashion, and events.
- Photographed and edited images for top Chicago restaurants and a runway show at New York Fashion Week 2019.
- Built and maintained strong client relationships, ensuring projects aligned with brand storytelling and marketing objectives.
- Secured international recognition, with work featured on the cover of a Colombian newspaper.
- Managed all aspects of business operations, including sales, marketing, and client acquisition.
Skills
- Full funnel Sales Development & Account Growth
- Relationship Building & Account Engagement
- Stakeholder Engagement & Upsell Collaboration
- Salesforce, Outreach, Gong, Demandbase, LinkedIn Sales Navigator, Zoominfo
- Event & Webinar Engagement Strategy
- Cross functional Collaboration (CSM, AE, Marketing)
Certification
Vortex Prospecting – ValueSelling Associates, Inc. | Aug 2022
Timeline
Team Lead | Senior Corporate Sales Development – West Enterprise
Workday
02.2024 - 11.2024
Corporate Sales Development – Medium Enterprise River Valley
Workday
02.2023 - 02.2024
Corporate Sales Development – Peakon Employee Voice (East & South)
Workday
09.2022 - 02.2023
Corporate Sales Development – Strategic Sourcing East
Workday
11.2021 - 09.2022
VIP Host/Sales
Tao Group
10.2019 - 04.2020
Founder & Owner
River North Productions
07.2018 - 04.2020
Founder & Owner
Gossip Hair Extensions
10.2014 - 11.2021
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