Ann is a Partner in TechCXO’s Revenue Growth Practice and Executive Coaching Practice.
Revenue and Culture Leader
Ann is an Intentional Leader who is courageous, transparent, and visionary. She achieves company revenue targets and OKRs by executing a GTM strategy exceptionally. She has over 25 years of experience leading B2B organizations in two-sided marketplaces in Media and Proptech, as well as B2B in SaaS organizations.
Ann’s approach includes discovery, design, and implementation, leading to revenue growth for clients.
Intentional Leadership: Ann successfully and effectively inspires a team in alignment with the action plan. Teams have clarity of why their roles are essential and how they support the company’s mission.
Intentional Development: Ann is a proponent of feedback and self-development. She has formulated environments of feedback that advance individuals’ growth to new levels of self-awareness and leadership, creating a bench of talent for which to scale your company.
Intentional Outcomes: Outcomes contingent upon clear metrics of effort and adoption that result in performance. Ann employs a clear framework that establishes these metrics by role for optimal success.
Ann Sobil’s specific areas of expertise include:
- Go-to-Market Strategy and Sales Plan
- Sales Motion
- Sales Playbook
- Sales Talent Assessment and Coaching
- Sales Compensation
- Revenue Forecasting
- Sales Recognition Program
- Rhythm of the Business
- Organizational Design
- Development of Leaders of Others to Leaders to Leaders
- Building Cultures of Belonging
Testimonials:
“I’ve been fortunate to work with dozens of other sales, marketing, and operations leaders over the years. Ann Sobil is among the best I’ve ever worked with in my career. Ann has a rare ability to level up the business acumen of those around her in a supportive vs. directive fashion, simply put, Ann is a multiplier.” Alex Horner, Director, Regional Partnerships at Zillow
“Ann was a great leader and coach for me as I transitioned into a new role leading other sales leaders. I always appreciated her candor, willingness to let me run but ability to step in and course correct at just the right moments in a way that felt like a partnership. Her focus on people development made me a better leader and along the way she made things fun.” Scott Nichols, Director, Sales Operations, Angi
“I’ve had the pleasure of working under Ann’s coaching during some of the early days of my career and watched countless people be motivated and improved by her leadership and modeled successes. Ann is a force – working fast and smart.” Susan Nguyen, VP Sales, Elekta
“I had the pleasure to work directly with Ann over the last three years as my direct leader and I can’t say enough about what an amazing leader Ann is. She empowers her teams which leads to our growth and development. Ann has a strategic mindset and coaches in a way that helps others develop that skill set as well.” Shoaib Aryan, VP Inside Sales, SumUp
Executive Coach
Ann is a Pipeline Institute certified Leader of Leaders through their Intensive Leadership Transition Program. In this role, Ann coaches Leaders to develop the skills and qualities necessary for higher-level leadership positions, with a focus on self-awareness, vulnerability, communication, collaboration, prioritization, and empowering others. These skills are foundational and serve as catalysts for achieving sustained long-term growth and success.
Testimonials:
“I had the privilege of collaborating with Ann Sobil during her tenure at ThinkNow. Ann played a crucial role in mentoring our SVP of Sales, contributing significantly to her strategic thinking, delegation skills, sales planning, and executive presence. Ann’s dedication to our team’s success was truly commendable, and she seamlessly blended her expertise with a collaborative and approachable style.
I wholeheartedly endorse Ann Sobil as a strategic consultant for any organization seeking to enhance its leadership and strategy. Ann made a remarkable impact at ThinkNow, and I am confident she will continue to excel in her future endeavors. Her professionalism and commitment set her apart in her field.” Mario Xavier Carrasco, Co-Founder, ThinkNow
“I would highly recommend a coaching session with Ann to anyone in a leadership position. She introduced me to a whole new way of thinking about how I lead my team and has provided me the tools to think more strategically and empower my team to do so as well. She is very approachable and experienced, and I looked forward to our weekly sessions together. I definitely can’t recommend her enough!” Christina Statescu, Global SVP, Sales, ThinkNow
Before joining TechCXO, Ann was a contracted Vice President of Sales for Properly Canada, a Series B based in Toronto, where she developed their sales strategy and GTM for Ontario and British Columbia. She built the foundational blocks of their sales motion and leadership, which resulted in revenue growth of 3x YoY, positioning Properly for a successful fundraising round of $36M in July 2022.
Prior to Properly.ca, Ann was the Senior Director of Regional Partnerships, Premier Agent Sales for Zillow Group. Ann led the sales organization of more than 300 employees across the United States. She worked collaboratively with leaders and cross-functional partners to develop and implement a GTM strategy, resulting in revenue growth of 84% from $760M ARR 2017 to $1.4B ARR 2021. To support this revenue growth, Ann worked with HRBPs to rebuild the cultures in Denver and NYC from “bro-tech culture” and “cultureless” into havens of equity, inclusivity, and belonging. The success metric was earning the highest employee engagement scores across the company.
Before entering Proptech, Ann led broadcast and digital sales organizations at NBC, CBS, and ABC affiliates that focused on the growth of local economies by helping SMB and Enterprise companies achieve their objectives through the design of customized marketing solutions. Throughout her robust tenure, Ann earned the reputation of “change agent” based on her ability to build One Team cultures.
“Culture eats strategy for breakfast” – Peter Drucker
Ann Sobil is Certified in Sales Leadership by The Wharton School and the Leadership Pipeline Institute and holds a Bachelor of Business Administration from Burdett College.