Principal Consultant

Principal Consultant · Twin Cities/ Midwest · Remote-Flexible, Full Time

Position Summary

The Bailey Group (TBG) is entering an exciting season of growth, and we’re looking for a Principal Consultant to help shape what comes next. For more than 35 years, we’ve partnered with CEOs, executive teams, and high-potential leaders because we believe organizations don’t change until people do. Our work is helping leaders create the kind of lasting behavior change that builds healthier organizations and stronger business results.

Perhaps you’re at a point in your career where you’re asking yourself, “What’s next?”

You’ve spent years earning trust, building meaningful relationships, creating the kind of lasting behavior change that transforms organizations, and building a reputation that opens doors. Now you’re looking for a place where you can multiply your impact without losing the entrepreneurial spirit that got you here.

If this feels like the next chapter you’ve been looking for, we’d love to talk.

As a Principal Consultant at The Bailey Group, you’ll bring the relationships, reputation, and perspective you’ve spent years building and pair them with a team that’s deeply committed to helping leaders, teams, and organizations thrive. You’ll have the freedom to continue building your practice while benefiting from the strength of an established brand, trusted colleagues who genuinely enjoy winning together, and the opportunity to help shape the future of a firm that’s just getting started on its next chapter.

What You’ll Do

60-80% of Time

Business Development & Prospecting

• Generate new business to The Bailey Group primarily through your personal network, professional affiliations, and reputation
• Identify and cultivate relationships with C-suite buyers (CEOs, CHROs, and other senior leaders)
• Prioritize strategic, key-account longer term relationships over one-off or transactional deals
• Bring and leverage your existing book of business to accelerate early revenue generation

Sales Process & Relationship Management

• Own the sales process from first conversation through close, understanding client needs deeply before proposing solutions
• Serve as the ongoing relationship manager for closed accounts, whether or not you personally deliver the work
• Manage and grow a personal book of client accounts – approximately $300k in revenue in the first 12 months, growing to $700k+/year over 3-4 years

Brand Representation & Network Building

• Represent TBG in the marketplace through networking events and professional affiliations across the Twin Cities and broader Midwest
• Serve as a public representative of the firm as appropriate – speaking engagements, panels, and firm-hosted events
• Develop and maintain a strong, qualified pipeline in our Customer Relationship Management software (Salesforce), and report on activity, win rates, and deal progression
• Work toward an annual revenue target with an understanding of typical sales cycles

20-40% of Time

Collaboration, Delivery & Handoff

• Work as a trusted partner to your colleagues, recognizing that while each consultant builds their own practice, we achieve our greatest impact by supporting one another and putting clients first
• Maintain and deliver services to a select number of accounts
• Exhibit TBG values in all interactions with clients
• Leverage internal administrative and resourcing support

Why Join TBG

• A respected brand with a 35+ year reputation serving CEOs, executive teams, and organizations across industries
• A collaborative team of experienced consultants, coaches, and advisors who genuinely support one another and believe the best client outcomes come from working together
• Operational and marketing support that allows you to spend more time building relationships and serving clients and less time running a business
• Opportunities to expand your visibility and influence through speaking engagements, thought leadership, podcasts, strategic partnerships, and professional networking
• The freedom to build your practice within an entrepreneurial environment, while benefiting from the stability and resources of an established firm
• You have a wide array of leadership development, executive coaching and strategic services to sell, and a team of exemplary consultants and coaches who deliver the results, to partner with you on the solution. We customize our client work which allows for your creativity and the ultimate design of the work
• A meaningful voice in shaping the future of the organization. As we continue to grow, you’ll have the opportunity to influence strategy, contribute new ideas, and help define what’s next for The Bailey Group
• A long-term path for growth and leadership, including the potential to become an owner in the firm for individuals who demonstrate exceptional contribution and alignment with our values

What You’ll Bring

• Significant experience selling complex, relationship-based leadership development (not transactional products) – experience in talent development, human capital, coaching, organizational development, or a related field strongly preferred
• A demonstrated track record of generating $200-300k (or more) in business annually through relationship-based selling
• An established, active book of business that can generate approximately $200k in revenue during your first 12 months at The Bailey Group
• The ability and desire to grow that foundation by generating approximately $100k in additional new business during your first year, resulting int a total book of business of approximately $300k
• Strong executive presence with a demonstrated ability to build credibility quickly with C-suite leaders
• Consultative selling skills – the ability to demonstrate value, ask effective discovery questions, and identify unstated needs
• Comfort with autonomy and remote/flexible work; strong self-management and organizational skills
• Genuine curiosity about people, organizations, and the issues they face; openness to feedback
• A collaborative, team-first orientation – competitive without compromising relationships
• Willingness to represent the brand publicly (e.g., speaking engagements, panels)

Preferred Qualifications

• Coaching certification (ICF)
• Formal coach training or an advanced degree in human development, adult learning, psychology, or counseling
• Experience using or holding certification in assessments (e.g., Hogan)
• Experience in designing and facilitating executive team development, team coaching, complex engagements, and leadership offsites
• Target first-year total compensation of approximately $150,000+, with meaningful upside as your book of business grows
• Market-competitive base salary of $50,000–$60,000 plus uncapped commission
• Because this role shifts your focus from balancing selling and delivery to primarily growing client relationships and new business, we believe it creates a meaningful opportunity to increase both your impact and your long-term earning potential

Benefits include:

• Medical and dental insurance
• HSA/FSA Options
• Simple IRA with company match
• Company paid long and short-term disability and life insurance
• Travel and entertainment budget for networking, prospecting and client meetings

The Bailey Group believes in setting clear expectations while fostering an inclusive workplace. We welcome qualified candidates of all abilities and are committed to providing reasonable accommodations that enable individuals to perform the essential functions of the role.

Essential Functions &PhysicalRequirements

• Ability to travel regularly (locally and/or overnight) to client, prospect, and event locations, estimated at approximately 50% of the time, with or without reasonable accommodation
• Ability to effectively participate in client meetings, coaching sessions, workshops, and presentations, whether in person or virtually as appropriate
• Ability to work at a computer and use standard office technology for extended periods
• Ability to transport or arrange for the transport of materials and equipment needed for client engagements (typically up to 25 pounds), with or without reasonable accommodation
• Ability to navigate client sites, conference venues, airports, hotels, and other business locations as needed, with or without reasonable accommodation
• Ability to communicate effectively with clients, colleagues, and stakeholders in a variety of settings

Work Schedule & Availability

• This role requires flexibility beyond standard business hours. Responsibilities may include early-morning meetings, evening events, and occasional weekend commitments based on client needs, conferences, or coaching engagements
• Providing timely, responsive service to clients is essential. This may occasionally require responding to client needs outside of traditional business hours
• Frequent travel to meet with current and prospective clients is a core responsibility of this role and may include overnight or multi-day travel
• Because this is a client-facing sales and coaching role, the ability to adapt to client schedules and business needs is essential. While work hours are flexible, client commitments take priority over a traditional fixed 9-to-5 schedule

The Bailey Group is an equal opportunity employer and is committed to providing reasonable accommodations throughout the hiring process and employment. If you require an accommodation to participate in the application process or to perform the essential functions of this role, we encourage you to let us know.

By applying for this position, candidates acknowledge they have reviewed the essential functions and work schedule expectations described above.

About The Bailey Group

The Bailey Group (TBG) partners with CEOs, senior executives, and high-potential leaders to help individuals and their organizations realize their full potential. Our approach combines business acumen, humanistic psychology, neuroscience, and an eclectic blend of leadership insight – from academic theory to historical narrative.

For more than 35 years, our success has been built on a commitment to excellence and a set of shared values: contributing to a greater cause, collaboration, continuous learning, fully invested partnership, maximizing human potential, and authenticity. We celebrate the unique experiences, perspectives, and strengths each person brings, and we believe innovation and exceptional leadership emerge when people with different viewpoints engage one another with curiosity, respect, and shared purpose.