Sally Bolig

Learning & Enablement | Talent Strategy | Leadership Development

New York10.3k followers

Optimizely

ex-Forbes Human Resources Council

ex-La Perla

I was the kid who spent every summer hopping between different camps. In that environment, you learn one thing very quickly: how to make friends fast.
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It wasn't by talking, but by asking questions and listening with Everyone is interesting in their own way, and most people are simply eager to feel seen and heard. That desire to really "see" people has been the driving force of my career: it's what made me successful in Sales and Marketing, and it’s what fuels my passion for People programming and development I realized early on as a salesperson that repeating back what I heard wasn't just about confirmation; it was about having the courage to be wrong in the pursuit of being right. I don't need to be the smartest person in the room. Instead, I desire to understand the true why behind a This transparency earned me trust. By building solutions WITH people, I was able to create outputs that were both efficient and impactful. Eventually, I shifted from solving for individual customers to supporting human potential at scale. I took that curiosity and channeled it into building people programming and enablement functions that empower entire organizations to do their best Today I sit at the intersection of data-driven strategy and human-centric programming. I’ve seen firsthand that the most effective programs aren't static: they require a constant loop of data and human feedback. I bridge the gap between scrappy and scalable by building programs that prioritize curiosity as highly as When I’m not building people programs:• I enjoy lifting heavy as much as I enjoy my Monday self-led yoga sessions• Cooking for friends and/or family is my love language • I’m usually deep in a book or the latest episode of NPR's 'Hidden Brain' podcast, seeking out stories that challenge my perception of the world• Whether traveling or at home, I’m usually the person stopping to interact with every animal I seeLet's connect if you want to talk about:• Building People Ops and L&D from the ground, up• Scaling human potential through AI and personalized LLMs• Literature, animal rescue, or your favorite volunteer opportunities

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GTM Index

OPTIMIZELYJOB
1. GTM Enablement Lead - Opal
  5M
HOPSKIPDRIVEJOB
1. Dir of Talent Learning, En…
  1Y 7M
ETSYJOB
1. Head of Global Employer Br…
  3Y 3M
HIREWISERJOB
1. Founder
  11M
GET YOUR NEXT CAREERJOB
1. Job Coach
  5M
YOTPOJOB
1. Dir of Talent Acquisition…
  4Y
FORBES HUMAN RESOURCES COUNCILJOB
1. Official Member of Forbes…
  1Y 9M
BETTS RECRUITINGJOB
1. Elite Senior Recruiter - T…
  3M
2. Senior Recruiter - Team Lead
  1M
3. Senior Recruiter
  1Y
4. Sales Recruiter
  8M
5. Recruiting Coordinator
  5M
QNARYJOB
1. Sales Associate
  6M
LA PERLAJOB
1. Sales Specialist
  1Y 3M

Job: Forbes Human Resources Council — Official Member of Forbes HR Council · 2018-05 – 2020-02
Job: La Perla — Sales Specialist · 2012-05 – 2013-08 — Working at La Perla's flagship store on Madison Avenue, I was faced with -- and exceeded -- the largest sales goals in the company.
Job: Yotpo — Director of Talent Acquisition & Employer Brand · 2016-03 – 2020-03 — I directed Talent Acquisition and foundational enablement strategy across U.S. and U.K. markets, managing a team of 1-5 and focusing on scaling processes, implementing competency frameworks, and delivering standardized interviewing and GTM hiring training. • Hyper-Growth Workforce Planning: Orchestrated the strategic expansion of the US commercial organization, successfully hiring and onboarding hundreds of GTM (Go-to-Market) employees to meet aggressive annual revenue targets. • Manager Enablement & Competencies: Partnered directly with managers to determine team and role core competencies, influencing hiring practices, team KPIs, and internal development plans • Change Management & Progr…
Job: Optimizely — GTM Enablement Lead - Opal · 2026-03 – present — I lead Go-To-Market (GTM) Enablement supporting our Account Executive, Customer Success, SDR and Marketing teams in most confidently and effectively communicating the value of Opal: Optimizely's AI agent workforce, custom-built for marketers. Optimizely is THE AI platform for marketing. Most people utilize AI to do things more efficiently. Optimizely empowers users to operationalize AI to show ROI. Through Opal agents, marketers are accomplishing what they have never been able to before: improving engagement by 50% in half the production time, automatically addressing compliance issues, and delivering real-time insights and actions influenced by their full suite of martech tools.
Job: HireWiser — Founder · 2020-04 – 2021-03 — As a consultant, I identified and supported tech companies in need of Talent Acquisition, Development, Enablement, Employer Brand, and DEIB support. • Inclusive Training Design: Led the implementation of and training for NS1’s enhanced DEIB commitments and interviewing strategy. • Advisory & Strategic Buy-In: Provided strategic consulting for tech leaders to determine and address company-wide needs, including earning Etsy leadership buy-in for the creation of a new, permanent talent communications department. • Professional Learning Community Leadership: Co-founded and continue to lead an Employer Brand networking group of 70+ global talent brand leaders, facilitating knowledge-sharing ses…
Job: Betts Recruiting — Elite Senior Recruiter - Team Lead · 2015-11 – 2016-02 — Betts Recruiting specializes in placing the top talent in the most exciting and disruptive tech startups NYC, Austin, San Francisco, Silicon Valley and even Dublin have to offer! As an Elite Senior Recruiter, I worked with individuals and companies that specialize in sales, tech, SaaS, marketing, account management, client services, and sales management. - Finished FY'15 101% to annual quota and ranked #2 of ~60 recruiters - 2015 President's Club Winner - Earned "Elite" status after generating $1M in revenue - First Recruiter in Company history to do so - 183% quota attainment, January 2016 - Assisted Manager with all aspects of managing and training a team of 7 recruiters through one on…
Job: Betts Recruiting — Recruiting Coordinator · 2013-09 – 2014-02 — Betts Recruiting empowers the top tech and online media startups with the talent arsenal to become something big. The companies represented by Betts Recruiting signify the top bootstrapped, VC and Angel-backed startups in Silicon Valley and New York, including a section of the Wall Street Journal’s Top 50 Venture-backed companies. Founded in 2009, Betts Recruiting primarily focuses on the business side: building out the sales, marketing and business development teams within the innovative organizations we partner with.
Job: Betts Recruiting — Senior Recruiter - Team Lead · 2015-10 – 2015-11 — - 152% quota attainment, October 2015
Job: Etsy — Head of Global Employer Brand · 2020-09 – 2023-12 — I built the Global Employer Brand function from scratch within this highly matrixed public company, owning large-scale program governance, financial planning, complex change management, and ensuring global alignment through targeted international research. • Global Narrative Strategy: Partnered with C-Suite leadership to shape the company’s talent narrative and enablement strategies, scaling messaging frameworks to support multiple global markets. • Executive Advisory: Acted as a trusted advisor to senior leadership on communications clarity, coaching executives on delivering complex messages to diverse internal and external audiences. • Behavioral Change & Change Management: Led the selec…
Job: Qnary — Sales Associate · 2013-07 – 2014-01 — Qnary is an Online Reputation Management & Optimization company that works with individuals, businesses, and global brands to increase online presence. Some of Qnary's existing clients include Oreo, Guilt, Trident Gum and Ritz crackers. As an associate for Qnary, I attended networking events to meet entrepreneurs and other thought leaders who would benefit from the company's services, and I informed them on how Qnary will enable them to bring their businesses to a higher level of success through online optimization.
Job: HopSkipDrive — Director of Talent Learning, Enablement, and Acquisition · 2024-04 – 2025-11 — Member of the People Leadership Team and the first designated leader of Talent Development, I managed a team of 3-6 and led enterprise-wide enablement (virtual and live facilitation) and talent acquisition strategy across the entire United States. • Talent Strategy & Internal Mobility: Led a cross-departmental analysis resulting in ~80 tailored skill and learning paths, directly supporting an upleveled talent strategy and achieving a 23.8% rate for employee promotions and lateral moves. • AI-Driven Technical Enablement: Spearheaded a continuous technical enablement system utilizing Gemini AI and NotebookLM to aggregate product changes, significantly reducing maintenance lift while empoweri…
Job: Betts Recruiting — Sales Recruiter · 2014-02 – 2014-10
Job: Betts Recruiting — Senior Recruiter · 2014-10 – 2015-10 — - Finished FY'14 as #1 Recruiter company-wide & 177% to annual quota - Century Club: closed $114,580 in revenue for July'15 - 286% quota attainment - Q2 FY'14 (first quarter as recruiter): 194% quota attainment - Drive full recruiting sales cycle (sourcing talent through application, interview and offer stage) - Q3 FY'15: 154% to quota - 125% quota attainment, August 2015 - 286% quota attainment, July 2015 - 160% quota attainment, May 2015 - 211% quota attainment, October 2014 - 113% quota attainment, September 2014 - 174% quota attainment, July 2014 - 162% quota attainment, June 2014 - Placed VP of Account Management & Customer Engagement at Financial Tech Startup - Placed VP of Direct Sa…
Job: Get Your Next Career — Job Coach · 2020-07 – 2020-12 — Get Your Next Career is a community of hiring managers, recruiters and coaches who are passionate about helping job-seekers get their next careers! We work across a broad range of industries and geographies, with clients paying a small portion of their first-year salary when they actually land the job they want. We help with the entire job search process from company and role identification to networking strategy, interview prep and helping to provide negotiation support to maximize the offer.
School: Emerson College — B.A., Writing, Literature, and Publishing
School: Emerson College — Minor, Marketing Communication: Advertising and Public Relations
School: The Calverton School

Skills

MakeInstructional DesignSales EnablementScalabilityWorkforce PlanningOperations ManagementCompetency Framework DesignGo-to-Market StrategyOnboardingExecutive DevelopmentL&D StrategyStrategic CommunicationsCorporate StorytellingTalent StrategyEnablementOrganizational DevelopmentGlobal Cross-Functional Team LeadershipCoachingExecutive-level CommunicationStakeholder ManagementDiversity, Equity, Inclusion and Belonging (DEIB)

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Sally Bolig

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