Position Summary
The Principal Consultant is a senior member of The Bailey Group’s (TBG) practice and one of its next-generation business leaders. In this primarily relationship-building and business-development role, grounded in trusted advising, not transactional selling, they build a significant, sustainable book of business by bringing credibility, curiosity, and substantive insight to every executive conversation. They sustain long-term advisory relationships with senior executives, generate new engagements through the depth and quality of those relationships, personally deliver select coaching, consulting, facilitation, and executive advisory work, and partner with TBG’s broader team to design and deliver larger engagements. They’re accountable for creating new opportunities, deepening client relationships, expanding TBG’s impact, cultivating repeat clients who advocate for the firm, and contributing to its growth, service offering, and thought leadership.
For 35+ years, TBG has earned the trust of senior leaders and organizations facing their most important leadership challenges. Our experienced coaches and consultants deliver executive coaching, assessments, leadership cohorts, team development, and strategic consulting with 96% client satisfaction. Our next chapter depends on exceptional senior advisors who originate meaningful work, steward critical client relationships, and help shape our future.
What You’ll Do
60-80% of Time
Building and Growing Client Relationships
- Develops long-term advisory relationships with CEOs, CHROs, and senior executives through reputation, network, and quality of engagement
- Converts those relationships into scoped, contracted client engagements
- Serves as senior relationship owner for clients they bring in and develop, keeping executive-level contact throughout each engagement
- Proactively identifies and pursues expansion, renewal, and referral opportunities in their client base
- Represents TBG in the market via professional networks, associations, speaking, writing, and thought leadership
- Achieves a first-year revenue target of ~$300k (~$200k from existing relationships, $100k from new relationships and business development after joining TBG)
Contributing to the Firm
- Actively participates in firm leadership (pipeline visibility, service offering input, strategic direction) as part of TBG’s next generation
- Collaborates with the delivery team on scoping, handoffs, and quality assurance so every engagement meets TBG’s standards
- Contributes to TBG’s intellectual capital: methodology, point of view on leadership and organizational effectiveness, and market positioning
- Works closely with the CEO, Owners, and Leadership Team on the firm’s future
- Partners with the Sales Director and Business Development team on client needs, market trends, and referral opportunities
Sales Planning & Pipeline Management
- Builds and maintains a strong, qualified Salesforce (CRM) pipeline, reporting on activity, win rates, and deal progression
- Works toward an annual revenue target, understanding typical sales cycles
20-40% of Time
Collaboration, Delivery & Handoff
- Acts as a trusted partner to colleagues; each consultant owns a strong client portfolio, but we achieve the most by supporting one another and putting clients first
- Maintains and delivers services to select accounts
- Exhibits TBG values in all interactions with teammates, partners, and clients
- Leverages internal administrative and resourcing support
Why Join TBG
- A respected 35+ year brand serving CEOs, executive teams, and organizations across industries
- A collaborative team of experienced consultants, coaches, and advisors who support one another and believe the best outcomes come from teamwork
- Operational and marketing support, so you spend more time on relationships and clients, less on running a business
- Opportunities to grow your visibility and influence via speaking, thought leadership, podcasts, strategic partnerships, and networking
- Entrepreneurial freedom to build your practice, with the stability and resources of an established firm
- A wide array of leadership development, executive coaching, and strategic services to sell, with exemplary consultants and coaches who partner on solutions and deliver results; customized work leaves room for creativity
- A meaningful voice in TBG’s future: as we grow, you’ll influence strategy, contribute ideas, and help define what’s next
- A long-term growth and leadership path, including potential ownership for those showing exceptional contribution and alignment with our values
What You’ll Bring
- Proven record of building and sustaining multi-year advisory relationships with senior executives (CEOs, CHROs, and equivalent)
- An established, active book of business able to generate ~$200k in your first 12 months at TBG
- Comfort with a compensation model rewarding what you generate: meaningful base plus significant variable pay tied to business you develop and grow
- Genuine intellectual depth in leadership effectiveness, organizational development, executive coaching, or a closely related field
- Entrepreneurial instinct: you see opportunity in conversations, are comfortable with ambiguity, and don’t need corporate infrastructure to do your best work
- Bachelor’s degree required
- Significant experience selling complex, relationship-based leadership development (not transactional products); talent development, human capital, coaching, organizational development, or related background strongly preferred
- Comfort with autonomy and remote/flexible work; strong self-management and organizational skills
- Genuine curiosity about people, organizations, and their issues; openness to feedback
- A collaborative, team-first orientation; competitive externally without compromising relationships
- Willingness to represent the brand publicly (e.g., speaking, panels)
Preferred Qualifications
- Coaching certification (e.g., ICF)
- Formal coach training or an advanced degree in human development, adult learning, psychology, or counseling
- Experience with or certification in assessments (e.g., Hogan)
- Experience designing and facilitating executive team development, team coaching, complex engagements, and leadership offsites
- Experience operating independently (solopreneur, small firm, or practice development role at a larger consultancy) where you personally originated client engagements
- A point of view on leadership and organizations you’ve developed, tested, and can clearly articulate to a skeptical senior executive
Compensation & Benefits
- Target first-year total compensation of ~$150,000+, with meaningful upside as your book of business grows
- Market-competitive base salary plus uncapped commission
- We believe this role’s shift from balancing selling and delivery to primarily growing client relationships and new business is a meaningful opportunity to grow your impact and long-term earnings
Benefits include:
- Medical and dental insurance
- HSA/FSA options
- Simple IRA with company match
- Company-paid short- and long-term disability and life insurance
- Comprehensive vacation and sick package
- Travel and entertainment budget for networking, prospecting, and client meetings
Work Environment
TBG sets clear expectations and fosters an inclusive workplace. We welcome qualified candidates of all abilities and are committed to reasonable accommodations enabling individuals to perform the role’s essential functions.
Essential Functions & Physical Requirements (with or without reasonable accommodation, ability to:)
- Travel regularly (locally and/or periodically overnight) to client, prospect, and event locations, ~50% of the time
- Effectively participate in client meetings, coaching sessions, workshops, and presentations, in person or virtually
- Use a computer and standard office technology for extended periods
- Transport or arrange transport of client engagement materials and equipment (typically up to 25 pounds)
- Navigate client sites, conference venues, airports, hotels, and other business locations as needed
- Communicate effectively with clients, colleagues, and stakeholders in varied settings
Work Schedule & Availability
- Requires flexibility beyond standard hours, possibly including early-morning meetings, evening events, and occasional weekends for client needs, conferences, or coaching engagements
- Timely client service is essential, sometimes requiring after-hours responses
- Frequent client and prospect travel, including some overnight or multi-day trips, is core to the role
- Hours are flexible, but in this client-facing sales and coaching role, client needs take priority over a fixed 9-to-5
The Bailey Group is an equal opportunity employer committed to reasonable accommodations throughout hiring and employment. If you need an accommodation to apply or perform this role’s essential functions, please let us know.
By applying, candidates acknowledge reviewing the essential functions and schedule expectations above.
About The Bailey Group
TBG partners with CEOs, senior executives, and high-potential leaders to help individuals and organizations realize their full potential, combining business acumen, humanistic psychology, neuroscience, and eclectic leadership insight from academic theory to historical narrative.
Our success rests on excellence and shared values: contributing to a greater cause, collaboration, continuous learning, fully invested partnership, maximizing human potential, and authenticity. We celebrate each person’s unique experiences, perspectives, and strengths, believing innovation and exceptional leadership emerge when people with different viewpoints engage with curiosity, respect, and shared purpose.
Excited to build something meaningful with a team that values relationships and lasting impact? Send your resume and a brief overview of your professional network and business development experience to careers@thebaileygroup.com; all conversations are strictly confidential.
