Kevin Hillman
Sarasota
Summary
Award-winning sales leader with over a decade of proven success in closing high-value deals within the tech and SaaS space. A two-time recipient of the prestigious 40 Under 40 award, recognized for consistently exceeding revenue targets and building high-performing teams. Over 5 years of leadership experience at high-growth B2B SaaS companies, including 3+ years in enterprise and strategic account segments. Demonstrated success in both new logo acquisition and expansion roles, with a strong history of leading teams through six-figure sales cycles. Known for rapid promotion and sustained performance in fast-paced, competitive environments.
Overview
11
11
years of professional experience
Work History
Director of Business Development & Advertising Sales
OTTera
12.2023 - Current
- Lead Saas sales and account management for tier-one and tier-two clients across the entertainment publishing space, representing 35% of total company revenue as top-performing seller.
- Drove 2x growth in publisher business revenue and exceeded year-over-year goals by 23%, earning two promotions.
- Built and managed relationships with 40+ premium publisher clients; expanded pipeline and long-term revenue potential.
- Own full sales cycle for Direct IO and PMP/PG deals — from prospecting and pitch to negotiation and close.
- Identify, qualify, and close new advertisers within the CTV/streaming space, focusing on agencies, performance marketers, and brand-direct opportunities.
- Collaborate cross-functionally with product and marketing teams to evolve publisher offerings and support advertiser needs.
- Deep experience in B2B SaaS and streaming adtech; proven track record of closing $100K+ deals with strategic accounts.
- Represent OTTera at industry events including CES, Cannes Lions, IAB Leadership, Digiday, and Advertising Week.
Senior Technical Advertising Product Manager
Comcast Advertising
09.2022 - 12.2023
- Served as a key project lead in Comcast and Charter’s joint venture, helping launch a new entertainment ecosystem that combined streaming devices, content, and a unified platform for content and advertising partners.
- Contributed to building and executing the product roadmap for the Comcast/Charter partnership, using data-driven insights to prioritize high-impact features and opportunities.
- Collaborated closely with Xumo’s OTT engineering team and Comcast’s internal product and engineering teams to ensure technical alignment and smooth product delivery.
- Led cross-functional initiatives across Finance, Business Intelligence, Marketing, and Legal to support product development and go-to-market strategies.
- Played a central role in integrating advertising capabilities into the joint platform, positioning it as a scalable solution for monetization across streaming experiences.
Founder
Restflix
07.2019 - 08.2022
- Company Overview: Streaming wellness platform focused on sleep and relaxation
- Founded and self-funded a direct-to-consumer streaming platform that reached hundreds of thousands of users across mobile, web, and CTV platforms.
- Scaled product from concept to acquisition, building out video infrastructure, original content library, marketing campaigns, and monetization strategy.
- Oversaw platform development, user acquisition, creative production, and advertising integrations across Roku, Amazon Fire, and iOS/Android.
- Negotiated licensing deals and distribution deals with Roku, Samsung, Vzio, Amazon and more, and led a go-to-market strategy that positioned Restflix in a growing wellness media space.
- Led a cross-functional team of developers, editors, and marketing consultants to execute vision and drive user growth with limited resources.
- Successfully exited via acquisition in 2022
President of Advertising
Powr OTT
06.2014 - 06.2019
- Built and managed a high-performing sales pipeline, leading full-cycle deals from outreach to closing, including RFPs, proposals, and media plans.
- Led revenue growth from $0 to over $7 million by developing and executing scalable sales strategies.
- Built and scaled the sales organization from the ground up, driving aggressive market penetration and sustained growth.
- Scaled and mentored a sales team, aligning business development, client success, and revenue strategy.
- Drove renewals and ensured client retention for Powr’s SaaS products and services.
- Cultivated strong relationships with agency and publisher partners, aligning solutions with their evolving needs and goals.
- Delivered accurate sales forecasts while identifying key growth opportunities across core accounts.
Education
Associate of Fine Arts - Film And Video Production
Columbus State
01.2007
Skills
- Advertising, Sales, SaaS, Business Development
- CTV, OTT, SVOD, AVOD, FAST, Streaming, Content Distribution
- Product Marketing, DSP, SSP, Online Advertising, Affiliate Marketing
- Contract Negotiations, Creative Problem Solving
- CRM, Communication, Leadership, Collaboration
- Strategy, Relationship Building, Sales Lead Conversion
- New Business Development
- Pipeline development
- Networking
- Proposal writing
- Industry networking
- Partnership development
- Lead generation
- Sales leadership and training
Awards
2025 Media Play 40 Under 40 – Streaming Space, 2020 Business Observer 40 Under 40 Award Winner, 2019 Digiday Video Awards – Runner-up, Best Video Ad Tech Innovation, 2018 International Advertising Competition – Winner, The Future of Video, 2016 Communicator Award – Best Branded Video, Native Life, 2016 International Advertising Competition – Winner, Personal Web Video
Featured In
Forbes, Rachel Ray, Business Observer, QVC, CNN, and more
Timeline
Director of Business Development & Advertising Sales
OTTera
12.2023 - Current
Senior Technical Advertising Product Manager
Comcast Advertising
09.2022 - 12.2023
Founder
Restflix
07.2019 - 08.2022
President of Advertising
Powr OTT
06.2014 - 06.2019
Associate of Fine Arts - Film And Video Production
Columbus State
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