CREW Boston

Leadership Academy

Leadership Academy
Are you looking to expand your network, generate new business, advance your career...

CREW Boston’s Leadership Academy is a program tailored for experienced women in Real Estate who want to accelerate their career into leadership. CREW Boston has created this dedicated 7-month program to provide women in real estate the tools and confidence to catapult to the senior management level.

Click here for a pdf outline of the program.
2022-2023 Leadership Academy Program Outline

This program has helped me to embrace honest conversations — both as an employee and as a supervisor — that help me better meet my personal goals and those of my firm.  Leadership Academy Participant, Class of 2018-2019

Friday, October 14, 2022 - Leadership Vision and Assessment
This session introduces the cohort, the program and the program facilitator. Expectations and group guidelines will be agreed upon. Participants will conduct a leadership self-assessment and set goals. Using the assessment, participants define their leadership vision, specifically incorporating their values, hopes and career ambitions in the context of the organization.

Learning Objectives
  • Reflect on self within context of organization
  • Develop ability to think big picture about leadership
  • Reflect on one’s inherent values and beliefs and connection with underlying actions
8:30 a.m. - 1:30 p.m.
Facilitator: Ank Stuyfzand, Orange Grove Consulting

Friday, November 4, 2022 - Unconscious Bias, The Re-frame
Unconscious biases women have about themselves are an invisible threat to women’s careers. In the current situation, these unconscious biases are more visible than before and manifest as women take on more of the “home” work. This module focuses on helping women recognize and overcome these limiting assumptions through case studies to improve decision-making and risk-taking. Intersectional aspects of bias will be introduced. Within this context, the systemic biases will be discussed and participants will learn how to manage and overcome these barriers. Within this context, the systemic biases that exist in the Real Estate industry will be discussed and participants will learn how to manage and overcome these barriers.

Learning Objectives
  • Identify how flawed assumptions might get in the way of our own career story
  • Practice re-framing for improved decision making and risk-taking
  • Redefine our career narrative
8:30 a.m. - 12:30 p.m.
Facilitator: Ank Stuyfzand, Orange Grove Consulting

Friday, December 2, 2022 - Developing New Business
In this module, participants learn to develop a pipeline of opportunities. Whether participants are in an active business development role or not, selling is an important part of business, both externally to potential clients and internally with your organization. Learn practical tools that will enhance current business development activities through strengthened attitudes, new/improved behaviors and techniques. Each person will walk away with a tool kit and the start of a business development playbook. The group will be split into those that experience where they will focus on owning their sales process. The second group with less experience will focus on owning their networking behavior.

Learning Objectives
  • Develop practical tools that will enhance current business development activities through strengthened attitudes, new/improved behaviors and techniques. 
8:30 a.m. - 12:30 p.m.
Facilitator: Haley Ayraud Haggerty, Next Level Training, Inc.

Friday, January 6, 2023 - Managing the Team
This module introduces what makes a successful manager, opportunities for management within Real Estate, the importance of delegating and engaging within the team environment, and how to create an environment to cultivate collaboration and innovation.

Learning Objectives
  • Gain an understanding of the core building blocks of high performing teamsLearn the critical attributes of an effective team member
  • Identify ways to foster psychological safety to promote participation, constructive conflict, and creativity
  • Understand your dominant team work style an create strategies to collaborate more effectively with colleagues
8:30 a.m. - 12:30 p.m.
Facilitator: Lou Bergholz, Edgework Consulting

Thursday, January 26, 2023 - Mid Program Conference call
Mid program check in with all participants and facilitator
12:00 p.m. - 1:00 p.m.
Facilitator: Ank Stuyfzand, Orange Grove Consulting

Friday, February 10, 2023 - Promoting Your Value
In this module, participants will think strategically about their value and strategically assess how to leverage the “silver lining” in the current situation. Participants will learn how to frame their accomplishments in ways that showcase the value they bring to the organization and build their skills in thinking more strategically. Participants uncover and overcome resistance to self-promotion. They learn how to increase visibility and how to build meaningful networking, mentoring, and sponsorship relationships to accelerate their career – and to model this behavior for their women colleagues.

Learning Objectives
  • Identify ways to promote one’s value-add authentically
  • Quantify their business value to their employer and themselves
  • Understand the relationship between self-promotion and value-based impact
8:30 a.m. - 12:30 p.m.
Facilitator: Ank Stuyfzand, Orange Grove Consulting
Friday, March 10, 2023 - Understanding Corporate Finance
This session aims to demystify the key financial levers in business to improve participants’ ability to confidently make strategic business decisions. Participants will learn key financial terms and business drivers while engaging in a fun Session activity. The Session will conclude with a “Sharks Tank” Style negotiation for strategic project funding based on anticipated returns and risk assessment. No more tuning out over financial conversations or being intimidated by fast-talking CFOs!

Learning Objectives
  • Build facility with the vocabulary of finance
  • Learn an easy-to-apply model for valuing a project or business opportunity
  • Develop efficacy with including financial analysis in strategic decision-making
8:30 a.m. - 12:30 p.m.
Facilitator: Ank Stuyfzand, Orange Grove Consulting

Friday, March 31, 2023 - Bring it Together: Becoming a Strategic Thinker
The final module pulls together the key learnings across the program to transform the participants from individual contributor to strategic business leader. Participants learn how to think and plan strategically, and look at their career with a bigger picture lens. Participants face their resistance to taking risks, getting support and develop a way-forward-plan to measure their progress. Participants also celebrate what they’ve learned and how they’ve developed in the program.

Learning Objectives
  • Identify the perspective shifts required to think strategically
  • Apply those shifts to their current role
  • Review lessons learned across the program
8:30 a.m. - 12:30 p.m.
Facilitator: Ank Stuyfzand, Orange Grove Consulting

Wednesday, April 26, 2023 - Graduation held at CREW Boston's Annual Achievement Awards
5:30 p.m. - 9:00 p.m.

May 2022 - Graduation Celebration
5:30 p.m. - Location TBD

This program gave me the tool kit to communicate my needs, feel confident in my abilities and believe in what I deserve. Being surrounded by a strong group of women with similar experiences, yet different backgrounds, helped reinforce / validate many of the challenges I face. I looked forward to every session. Leadership Academy Participant, Class of 2019-2020
All classes will be held in Boston MA
(In case a session is cancelled due to snow, the make up session(s) will be take place on one of the following dates, to be determined at a later time)

Applicants should be professionals working in the commercial real estate industry who have demonstrated leadership within their organization, including managing small teams.
Applicants should have 10-15 years of experience in commercial real estate, however, more or less experience will be considered if otherwise qualified.
Applicants should be available for all sessions, as 100% attendance is required for the program.
Applicants must have the desire to gain insights, and leadership skills, and also have a strong aspiration to positions of greater influence within their organization.

Cost for the 2022-2023 Program
Member fee: $2,900
Non-member fee: $3,685 (includes application and membership to CREW Boston)

Application deadline: Friday, September 23, 2022
Space is limited. Curriculum subject to change in an effort to provide the most value to participants. Click here for a pdf outline of the program. If you have any questions about this program, please contact

Having a set time to focus on my career and grow as a professional has been helpful, and I really appreciate the input I receive from my peers.I utilized the Direct Speak technique already and it worked really well to turn a difficult conversation into a positive experience. Leadership Academy Participant, Class of 2017-2018

CLICK HERE to apply to the 2022-2023 CREW Boston Leadership Academy

Past Participant had to say...
  • More effective at thinking about decisions related to strategy and profitability 
  • Network more strategically
  • Made key connections that will increase their ability to accomplish goals
  • Increased their ability to understand and leverage their strengths 
  • Increased their ability to help others reach their goals 
  • Prioritize time more strategically
  • Focused on results rather than tasks
  • Are positively impacting their organization 
  • More proactive about business development
  • More comfortable with making financially-based decisions