C

Caroline McCloskey

CEO

San Francisco, California, United States12 yrs 7 mos experience
Most Likely To Switch

Key Highlights

  • Led sales enablement initiatives for multiple organizations.
  • Developed training programs for international sales teams.
  • Built strategic partnerships with top VC firms.
Stackforce AI infers this person is a SaaS Sales Enablement and Operations expert.

Contact

Skills

Core Skills

Sales EnablementProgram ManagementRevenue ForecastingSales ManagementProject ManagementSales StrategyPeople Management

Other Skills

Bird WatchingBusiness DevelopmentData AnalysisEmotional DesignEmployee TrainingEvent PlanningExecutive CoachingMarketing StrategyMicrosoft ExcelMicrosoft OfficeOrganizational LeadershipPhotographyProduct MarketingPublic SpeakingSales Operations

Experience

Openai

GTM - Startups

Jun 2024Present · 1 yr 9 mos · San Francisco, California, United States

Rippling

Revenue Operations

Sep 2023Jun 2024 · 9 mos

Amazon web services (aws)

Sr. Program Manager - Startup Business Development

Oct 2022Jul 2023 · 9 mos · New York, United States

  • I built the vision and strategy of AWS “Sales Skills for Founders” Program, an invite-only quarterly program for seed-stage founders to sharpen their sales acumen. I partnered with Sequoia Capital, Kleiner Perkins, a16z & Y-Combinator to design the Pilot exclusively for 76 of their highest-potential B2B SaaS portfolio companies.
  • This role allowed me to work with leaders in AWS Venture Capital Business Development to curate program content and strategy for their VC partners. I also managed the virtual community (via Slack) for current members and alumni of the program.
Public SpeakingStakeholder ManagementSalesforce.comProgram ManagementSales EnablementStrategy+4

On deck

Head of Revenue Operations and Strategy

Mar 2022Oct 2022 · 7 mos · New York, United States

  • I was hired as the first and only Revenue Operations leader at On Deck, where I managed a full-cycle sales team, sales operations, and marketing operations. My responsibilities included internal stakeholder management, revenue forecasting and building out the CRM and operational strategy for the company.
Revenue ForecastingPeople ManagementStakeholder ManagementSalesforce.comSalesforce.com ImplementationStrategy+3

Cameo

Head of Sales Productivity & Operations

Apr 2021Mar 2022 · 11 mos · New York, United States

  • I built the Sales Enablement & Training function for Cameo's sales organization. I designed and overhauled the curriculum for new-hire onboarding and ongoing learning and development to increase seller productivity. In my first three months, I organized a 100+ people in-person event that included the entire C-suite, which was the first event the company had organized since Covid.
  • My role evolved into a cross-functional leadership role in the sales organization, where I managed the relationship between Operations, Marketing, Finance and Sales, and project-managed initiatives such as quota setting and roll-out, KPI target setting, SPIFs, and marketing campaigns. I worked closely with Operations and Data analysts to identify productivity gaps and opportunities to improve seller and talent performance.
  • I frequently interfaced with senior-level executives in my role. As a result of a company acquisition (Represent), I partnered with the C-suite to integrate the newly acquired company’s sales team into our sales team. I met bi-weekly with Cameo’s Founders to incorporate their best practices and learnings into the new Learning and Training curriculum for sellers, to create our own unique sales methodology. Lastly, I spearheaded all training and development to up-level our sales directors and managers, which was the foundation for the company’s manager-playbook.
  • A core part of my role was international growth. I partnered with the Head of International to create the international go-to-market playbook to train local new hires in 12 different countries across EMEA, APAC & LATAM. I also played a significant role in interviewing and sourcing these local hires. My final project at Cameo was to lead our Japan expansion strategy in tandem with Softbank, in which I trained the Softbank team on best practices and led our adaptive GTM efforts for the region.
Stakeholder ManagementSalesforce.comSales EnablementStrategySales ManagementSales Strategy+3

Wework

6 roles

Head of Go-To-Market Strategy - Americas

Feb 2021Apr 2021 · 2 mos

  • As the leader of the Go-to-Market Strategy team, I oversaw the project management life-cycle of 6-7 projects per quarter, focused on adapting WeWork’s global strategy during COVID. My team worked closely with with Sales Operations, Finance and Product Marketing leadership to develop strategic opportunities to increase revenue and market share, improve seller productivity, and launch new products (i.e. All Access).
  • Our team led global initiatives to promote professional development, skill acquisition and career pathing for sellers and managers in the sales organization, and led training for 500+ sellers on a biweekly basis.
  • I co-founded a global mentorship program for women in sales, recruiting 112 participants across six continents. The impact of this program was presented to the CEO of WeWork in the CRO’s All Hands meeting in 2020.
Product MarketingStakeholder ManagementSalesforce.comProject ManagementStrategySales Management+3

Senior Manager, Go-To-Market Strategy

May 2020Feb 2021 · 9 mos

  • Relocated from Mexico City to NYC for this role. Promoted to lead the team in 2021.
Salesforce.comStrategySales ManagementSales Processes

Senior Manager, Inside Sales

Promoted

Aug 2018May 2020 · 1 yr 9 mos

  • Responsible for the growth, development and performance of our Latin America Inside Sales team. Grew the team from 3 individual contributors to 40 reps and 5 managers in the span of 2 years.
  • Our team grew to produce $59,625,460.00 annually, accounting for 21% of all Inside Sales global revenue in 2019.
  • Managed multi-cultural, international teams spanning across 7 countries in Latin America, and worked with the team primarily in Spanish. I reported directly to VP of Sales as acting Chief-of Staff, directing strategic sales initiatives related to hiring, scaling and optimizing the Latin America sales processes.
  • Spearheaded the Outbound business development strategy for Enterprise sales teams in the region. Scaled new outbound processes and cross-functional teams from 2 to 7 countries over 18 months.
  • Delivered exceptional sales results, attaining and exceeding quota by 110% each month in the region. In 2019, LATAM was ranked as the Leading Global Inside Sales Team in 2020, hitting 117.25% of annual target in 2019.
  • Awarded Inside Sales Leader of the Year of 2018.
People ManagementSalesforce.comTeam LeadershipOrganizational LeadershipStrategySales Management+3

Manager, Inside Sales

Feb 2018Aug 2018 · 6 mos

  • Built the foundation of the Inside Sales team across our Latin America region. Our team is responsible for lead qualification, pipeline management and delivering sales qualified opportunities to our sales teams in all of our six markets. Our team is spread across Mexico City, São Paulo, and Bogota.
  • Scaled the operation that existed in New York City by hiring and promoting best-in-class sales talent in the region.
  • Relocated from New York City to Mexico City in February 2018.
Salesforce.comStrategySales ManagementSales Processes

Global Manager, New Member Development

Apr 2017Feb 2018 · 10 mos

  • As Global Manager on the New Member Development team, I was responsible for the performance, process, training and development of our global Inbound inside sales team. My role involved cross-regional process implementation, and partnering closely with stakeholders in Sales Operations, Marketing and Regional Sales across all of our WeWork markets.
Salesforce.comStrategySales Processes

Team Lead, New Member Development

Feb 2017Mar 2017 · 1 mo

Salesforce.comStrategySales Processes

Linkedin

3 roles

Team Lead, Sales Development

Mar 2016Feb 2017 · 11 mos

  • As a Sales Development Team Lead, I coached, mentored and trained a team of Sales Development Representatives across LinkedIn's four lines of business.
  • In the last six months of my role I was highly involved with the SD Operations team to align on process changes, product roll-outs, and sales training for all of our 50+ Inbound Sales Development representatives across North America.
Salesforce.com

Sales Solutions Consultant

Aug 2015Feb 2016 · 6 mos

  • I partnered with companies and firms to help them leverage LinkedIn in their business development/sales process. Our partners utilize LinkedIn Sales Navigator in order to identify the right prospects, engage with insights, and drive new business. Ultimately, our goal is to enable a more efficient and successful business development/sales strategy.
Salesforce.com

Business Leadership Program Associate - Global Sales

Jan 2015Aug 2015 · 7 mos

  • The Business Leadership Program - Global Sales Track is a rotational program that provides recent college graduates the opportunity for continuous challenge and skill development.
  • In my first half of my Recruiting rotation I was responsible for sourcing, interviewing, and hiring senior level managers and interns on the Campus Recruiting team. By the end of my rotation I had achieved all goals initially set and hired 2 senior level employees and 10+ interns. After two and a half months I transitioned to the Sales Operations recruiting team, where I conducted 50+ interviews with senior level consultants for three separate openings in LinkedIn Talent Solutions Sales Ops.
  • In my Customer Operations rotation, I worked directly with our Enterprise Clients to investigate their issues, answer questions and solve their problems, with the ultimate goal of helping them succeed on our platform. I consistently met and exceeded 100% of my quota.
Salesforce.com

Uc berkeley

2 roles

Exam Proctor, Disabled Students Program

Dec 2013May 2014 · 5 mos

Administrative Research Assistant

Jan 2013Jun 2013 · 5 mos

  • Research assistant to Professor Trinh Minh-Ha. Responsibilities included: managing press and publicity, organizing lectures and conferences, and production work on films and projects.

Readyforce

Campus Ambassador

Dec 2013May 2014 · 5 mos · Berkeley, CA

  • Conducted campus market research on the student engineering population
  • Promoted Readyforce to relevant student groups through strategic marketing campaigns
  • Increased the number of new student and company users by attending career fairs

Ebay inc

Communications Intern

May 2013Aug 2013 · 3 mos · San Jose

  • Developed a unified measurement dashboard for the eBay Communications team, including eBay Marketplaces, PayPal and eBay Classifieds.
  • Worked on internal and external communications, press inquiries, media relations programs and events.
  • Worked directly with VP of Communications and the Public Relations team, which involved activities such as writing scripts for eBay Inc. executives during key publicity events.

Apple

Campus Rep

Jan 2012Dec 2012 · 11 mos

  • Represented Apple Inc., at UC Berkeley. Developed marketing strategies, hosted workshops, delivered demos, held events, and acquainted students, faculty and staff with Apple products.

Kennolyn camps

Counselor

Jun 2011Aug 2011 · 2 mos · Santa Cruz, California

  • Worked as a camp counselor at an overnight summer camp for children aged 6-16, in Santa Cruz, CA. Supervised a cabin of 6-8 girls, ages 11-13, during each two-week session.
  • Certified Ropes Course Instructor. Taught classes including Riflery, Rock Climbing, Advanced Hilltop Ropes, Rugby and Cross Country.

Education

University of California, Berkeley

Bachelor of Arts (B.A.) — Rhetoric

Harvard Business School Online

Certificate in Leadership Principles

Jan 2019Jan 2019

The British School in the Netherlands

International Baccalaureate Diploma

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