Questions
Straight answers, before you call.
If your question is not here, ask it on a 30-minute call and you will get the same kind of answer.
Who is Jessica Wangrocki Denney?
Jessica Wangrocki Denney is a sales leadership coach, workshop facilitator and speaker, and the founder of The Leadership Creative. She spent 25 years in sales and sales leadership, including 23 years at hibu where she finished as Regional Vice President of Sales running a ten-state region across three time zones, followed by Vice President of Sales, West at Advance Local.
She works with sales organizations across the United States and is based in Camas, Washington, in the Portland metro area. Many colleagues from her hibu years know her as Jessica Wangrocki.
What does The Leadership Creative do?
The Leadership Creative trains sales managers and directors to lead and coach their teams, through workshops, an eight-week cohort program, keynotes, and one-on-one executive coaching. The work focuses on the transition from individual seller to sales leader, with particular attention to women moving into sales leadership roles.
We just promoted three reps into management. Where do we start?
Start with the Rep to Leader workshop, a half or full day covering the first 90 days of sales management. It addresses what the job actually changes into, what to stop doing immediately, and how to lead people who were peers last quarter.
If all three are going to stay in management, the eight-week Rep to Leader cohort is the better investment, because a single workshop creates energy and a cohort creates managers.
Do you only work with women?
No. The programs are built for women in sales leadership, and they are open to everyone. Mixed leadership teams take these sessions regularly. A manager who learns to coach instead of rescue is a better manager regardless of who is sitting in the chair.
The focus exists because sales is still the most male-dominated leadership track in most companies, and the informal mentorship that happens after hours tends not to reach women. Sessions are designed with that reality in mind rather than around it.
Do you do trust falls?
No. Nobody is catching anybody, there is no ropes course, and your team will not be asked to share a feeling with a stranger before coffee.
They will practice real conversations about real deals in front of their peers, which is significantly more uncomfortable than a trust fall and considerably more useful.
What if my team does not want to be there?
That is most rooms, and it is fine. Sales teams have excellent instincts about whether something is going to waste their time, and they are usually right.
The session is built to earn the room in the first fifteen minutes. If it does not, that is on me, not on them.
How is this different from generic leadership training?
Every session is built on your actual pipeline, using your deals, your stage names and your people, after a listening pass with your leaders. Before delivery, Jessica talks to several of your managers and sits in on a real pipeline review or one-on-one.
The content is also sales-specific rather than general management theory. Forecast conversations, deal coaching, ride-alongs, quota pressure and hiring sellers are the material, not abstractions about leadership style.
How much does a sales leadership workshop cost?
Half-day workshops start at $3,500 and full days start at $5,000. The fee covers the listening pass beforehand, the session itself on site or virtual for up to 40 people, take-home materials for every participant, and reinforcement follow-ups at 30 and 60 days. Travel is billed at cost.
The eight-week cohort program is priced per leader at $1,800, with an eight seat minimum.
How much does executive coaching cost?
A two-session diagnostic is $1,200, and the six-month engagement is $1,500 per month or $8,000 paid in full, which saves $1,000. The six-month engagement includes twelve sessions, access between sessions, and live preparation for the conversations that matter.
The cost of the diagnostic is credited toward the engagement if you continue.
Are sessions delivered on site or virtually?
Both. Workshops run on site or virtually, in half-day or full-day formats, for groups of roughly 12 to 40 people. The cohort program runs virtually in weekly 90-minute sessions. Coaching is virtual.
Jessica is based in the Pacific Northwest and travels nationally for on-site work and speaking.
What size company do you work with?
Any company with a sales team large enough to have front-line sales managers, which in practice starts around 25 employees. Most of the work happens with sales organizations of 10 to 200 people, and the buyer is usually a VP of Sales, a CRO, or whoever owns sales enablement or learning and development.
I am a new sales manager and I am drowning. Can coaching help?
Yes, and that is the most common reason people start. The work is built around what is in front of you this week rather than a curriculum: the rep you need to performance manage, the peer who keeps going around you, the board presentation, or the question of whether you even want the next job.
Most people start with the two-session diagnostic rather than committing to six months up front.
Do you speak at sales kickoffs and conferences?
Yes. Formats are a 45 to 60 minute keynote, a 90-minute breakout, or a half-day session, in person or virtual. Common venues are sales kickoffs, leadership summits, women's networks and employee resource groups, industry conferences, and retreats.
Signature topics include Your Best Rep Is Not Your Best Manager Yet, Lead Out Loud, AI Took the Busywork Now Lead, and Focus Under Fire.
Do you cover AI in leadership training?
Yes, and it runs through every program rather than sitting in its own module. AI is absorbing pipeline hygiene, call summaries, forecast rollups and follow-up drafting, which changes what a sales manager's week looks like.
Sessions cover how to win those hours back and put them into coaching, and how to lead a team that is quietly worried about what AI means for their job. That second part is the one most companies skip.
Do you work with leaders who have ADHD?
Yes. Sales management is context switching for a living, and the approaches that keep ADHD brains functional under that load work well for everyone: shorter rhythms, structure that lives outside your head, decisions made once and reused, and AI handling the remembering.
The Focus Under Fire workshop covers this directly, and it comes up in one-on-one coaching whenever it is useful. It is an approach rather than a diagnosis, and nobody is asked to disclose anything.
How do we get started?
A 30-minute fit call. You describe what is happening with your leaders, and you get an honest answer about whether this is the right help. If it is, a proposal follows within a few days, built around what you described rather than a package off a shelf.