Robert Bailey Email and Phone Number
As a dynamic sales leader with a proven track record in the EdTech sector, I have consistently driven significant growth and profitability by building strong teams, fostering a collaborative culture, and executing strategic sales initiatives that exceed expectations. I am passionate about creating an environment where teams can thrive, and I take pride in my ability to bring out the best in those I work with. Over the years, I’ve demonstrated an ability to navigate complex challenges and capitalize on opportunities, achieving over 20% year-over-year growth in new business and lasting impact on the organizations I’ve led.What excites me most is the power of data in shaping sales strategies. I leverage platforms like Salesforce, HubSpot, and Workday to gain deep insights that guide sales forecasting, enablement, and team performance. I empower my teams to achieve their full potential by crafting tailored solutions and optimizing sales processes. I also believe in the importance of relationships—building and nurturing long-term client partnerships that drive retention and loyalty. This approach has allowed me to develop strong, lasting connections with clients, contributing to the sustained success of the companies I’ve worked for.Throughout my career, I’ve been recognized for my strategic thinking and leadership and my ability to communicate the value of innovative solutions to diverse audiences. As a world-class presenter, I’ve had the privilege of speaking at conferences and sharing insights on the future of EdTech and the importance of data-driven decisions in education. My commitment to excellence within my team and client relationships continues to fuel my drive for success in every project I undertake. I am always looking for new opportunities to grow and collaborate with others to make a meaningful impact in the EdTech space.
Jotit
View-
Vp Of SalesJotit Dec 2024 - Present -
Vp Of RevenueHāpara Jan 2023 - Nov 2024Chicago, Il, UsAs VP of Revenue at Hāpara, I focused on driving revenue growth by leading a talented and high-performing team. I created and executed strategic sales initiatives that helped us consistently exceed our targets, delivering impressive results. My commitment to fostering strong client relationships was key in improving customer satisfaction and retention, ensuring long-term business success.Among my proudest achievements was driving a 20%+ year-over-year growth in new business annual recurring revenue. This was accomplished by consistently hitting our quarterly sales targets, a testament to the effectiveness of our approach. Additionally, I implemented strategic improvements to our lead qualification and cultivation processes, resulting in a remarkable 40% increase in demo rates within a fiscal year.By building strong relationships with key decision-makers, I was able to contribute to a 90% customer retention rate over seven years, which was a key metric for our team's success. I also led data-driven sales and demand generation strategies that significantly boosted lead conversion rates and overall sales performance.Another key part of my role was managing a team of 15, including account executives, account managers, and business development representatives. I invested in their professional development, providing coaching and mentorship to ensure we consistently operated at our highest potential. This approach helped maximize team effectiveness and allowed us to continue delivering outstanding results year after year. -
Vp Of SalesHāpara Jul 2018 - Jan 2023Chicago, Il, UsAs VP of Sales, I was passionate about leading a dynamic sales team and crafting innovative strategies that fueled our revenue growth. Together, we achieved and often exceeded performance goals, contributing to the company’s continued success. My role also centered on nurturing client relationships to expand our market presence and establish long-term partnerships that were vital for sustainable growth.One of my proudest accomplishments was driving a 40% increase in annual recurring revenue, which played a key role in facilitating a successful merger and acquisition with private equity firms. To support this growth, I developed a K-12 data model that identified key opportunities and helped us target untapped market segments, ensuring we were always ahead of the curve.I also took a hands-on approach to refining our sales training programs, leading to an impressive 60% conversion rate from demos to closed deals. By securing a vital partnership, I was able to broaden our product offerings, resulting in consistent 20% year-over-year growth in new business.Beyond our internal efforts, I represented Hāpara at international EdTech conferences, where I delivered presentations on the role of technology in education and emphasized the importance of data-informed purchasing decisions by schools and districts. Additionally, I implemented sales enablement tools like Groove, Salesforce, HubSpot, and Workday, which streamlined our processes and significantly boosted the team’s performance. -
Sales DirectorHāpara Mar 2016 - Jun 2018Chicago, Il, UsAs Sales Director, I was responsible for driving sales growth by optimizing processes and leading a high-performing team. I worked closely with the team to build strong client relationships, ensuring high levels of customer satisfaction and retention, while aligning our strategies with the broader business objectives.One of my key achievements was streamlining organizational efficiency by implementing Salesforce across the company. This tool greatly enhanced our sales tracking and reporting, providing better visibility into performance and helping us make data-driven decisions. I also developed a robust sales process for our account executives, which improved consistency and performance across the board.I focused on growing the team by recruiting and training a diverse group of new employees, significantly expanding our capabilities and capacity. During a critical rescaling initiative, I guided the team through a transformation that not only achieved positive cash flow but also set a new strategic direction for the company.To further support our goals, I coordinated impactful Sales Kickoff training events that energized the team and aligned our efforts toward company objectives. I also led the execution of innovative conference strategies, which increased the number of high-quality demos by 60% while reducing the number of conferences we attended by 50%. This shift helped us focus on more impactful engagements and drove measurable results. -
PresidentRethink Learning May 2011 - Jul 2016Victoria, Bc, CaAs the President of Rethink Learning, I was tasked with leading the organizational strategy and driving operational excellence. My focus was on implementing innovative solutions to boost both productivity and profitability, while cultivating a dynamic team culture centered around collaboration, engagement, and continuous improvement.One of my proudest achievements was generating over $1M in sales without relying on external funding. This helped maintain profitability each year, with our peak margin reaching an impressive 40%. I also spearheaded the creation of a competitive RFP bid that secured a $15M contract, which provided essential training for small business owners—a milestone that significantly expanded our reach.Throughout my tenure, I successfully competed for and won multiple government RFPs, which helped broaden our portfolio and open new revenue streams. In our inaugural year, we closed $225K in contracts, quickly establishing a strong market presence. By implementing efficient operational systems, I was able to achieve a 38% profit margin in our final fiscal year.I also focused on building a strong community, converting 4,500 small business owners into training applicants, which drove increased engagement and program participation. Our Facebook community grew to 4,000 followers, and our CRM database expanded to over 18,000 business contacts, further solidifying our market position.Additionally, I established a K-12 education marketing division, incorporating Salesforce workflows to streamline departmental efficiency. I also systematized business operations through comprehensive documentation, allowing employees to collaborate more effectively across various departments. This laid the foundation for the company’s future success. -
Program ManagerEtraffic Solutions Jun 2008 - Jul 2011Victoria, Bc, CaAs Program Manager at Etraffic Solutions, I was responsible for overseeing the development and execution of programs that advanced our strategic initiatives. My role was to ensure alignment with organizational goals while maximizing stakeholder engagement. I managed multi-disciplinary teams to deliver innovative solutions, optimizing resources and enhancing operational efficiency.One of my major accomplishments was guiding the team to achieve over $1.8M in new workplace training sales in 2010, a remarkable leap from zero the previous year. I also managed the internal product StudyBUZZ, driving its sales growth from $20K to $800K within a single year. Additionally, I facilitated the enrollment of 1,500 employees in workplace training programs funded by WTIP through the BC Chamber Learning Network.I secured funding applications for workplace training initiatives from over 1,000 small businesses across British Columbia, resulting in substantial impact on local businesses. Our programs were highly successful, achieving an impressive 87% satisfaction rate among participants. I also led the sourcing of relevant workplace training solutions for over 1,000 businesses and 2,000 employees.Managing and expanding the sales team was a key part of my role. I recruited and led a team of nine independent sales agents, 12 call reps, and four customer service agents to enhance our sales efforts. I also oversaw the project management of two high school math textbooks and developed online learning materials to support education.To further drive business, I delivered high-impact presentations at product demonstrations across North America, showcasing our new offerings. I also launched ‘Pilot Math,’ creating a comprehensive sales model, marketing plan, and distribution strategy that successfully introduced the product to the market. -
InternEtraffic Solutions Jun 2006 - Jul 2007Victoria, Bc, Ca- Responsible for doing 2-3 hour training presentations to 100+ Principals at training summits - Coordinated, printed, and stuffed a 15k piece direct mail campaign - Shadowed the CEO for a year and worked on specific projects he oversaw
Robert Bailey Education Details
-
University Of Puget SoundGeneral
Frequently Asked Questions about Robert Bailey
What company does Robert Bailey work for?
Robert Bailey works for Jotit
What is Robert Bailey's role at the current company?
Robert Bailey's current role is VP of Sales & Revenue | Driving Growth, Team Excellence, and Client Success in the EdTech Sector.
What schools did Robert Bailey attend?
Robert Bailey attended University Of Puget Sound.
Free Chrome Extension
Find emails, phones & company data instantly
Aero Online
Your AI prospecting assistant
Select data to include:
0 records × $0.02 per record
Download 750 million emails and 100 million phone numbers
Access emails and phone numbers of over 750 million business users. Instantly download verified profiles using 20+ filters, including location, job title, company, function, and industry.
Start your free trial