Jenna Schiappacasse | Director of Client Development & Strategic Growth | Jenner & Block
From crafting her own client-facing role at a small law firm, Jenna Schiappacasse scaled her innovative approach to business development at Jenner & Block, where she built a comprehensive client team program from the ground up and empowers her team to deliver measurable business impact while ensuring the voice of the client remains paramount. As interviewed by Rebecca Hnatowski, President, Edwards Advisory, LLC.
What drove you to a career in legal sales?
“I began as many in this industry do, with the intent of becoming a lawyer. I started my career in 2005 at McKee Nelson, an AmLaw 200 firm in Washington, DC, as a paralegal before moving to Rosenberg Martin Greenberg (RMG), a full-service business law firm based in Baltimore, Maryland where started as an assistant.
I took the LSATs – and did pretty well, actually – but woke up one day in a panic, having the sobering realization that I didn’t have a passion for practicing law. So, I thought about what I liked doing. I liked working with really smart people, I liked learning about the services we were providing, and I had begun to really like the relationship part of the business.”
Tell me about the evolution of your roles at RMG – from director of marketing and business development to a client-facing role.
“I wore all the hats at one time or another during my time at RMG – as a marketing coordinator, then as the director of marketing. In those roles, I handled all of the traditional marketing work: I did the comms and events stuff, I rolled out new websites, I rolled out the firm’s first CRM, but what I kept coming back to was business development. I really liked the people angle of it. I started to learn more about clients, and what made them choose our lawyers over the ones who worked across the street. I would naturally be working firm events and was around clients. As I got more confident, I just started talking to people. Asking them, ‘tell me about what you do,’ and then began making offline connections at the firm.
I shifted from handing out nametags at events to actively engaging in the market—attending industry gatherings, networking with clients, and connecting with prospects. Having been at the firm for a decade, I knew the personalities at the firm really well, could identify the best match for a client, and understood things like billing rates, utilization, and profitability. I would return to the firm with an opportunity, run a conflicts check and then 1) determine if this was a profitable service, 2) if there was someone currently available to assist, and 3) if they were – personality-wise – a good match for this client.”
What is one initiative that you believe can make traditional business development professionals be perceived as true revenue enablers?
“After being promoted to director of business development and working with lawyers on business plans, coaching, and building pipelines utilizing industry tech tools like PipelinePlus, I realized the firm would benefit from a true client feedback program. This transformation established me as a key player in strengthening client relationships and demonstrated the real value I could bring to the firm.
I led the firm through client feedback training with Wicker Park Group. Tara (Magee Weintritt) empowered me to take a leading role in that initiative by positioning me as an expert who deserved a seat at the table. I think that’s what contributed to this sales mindset – that I could add value in a client-facing role.
In addition to managing the feedback program, I spent time systematically reviewing key accounts to determine which would make the most sense to grow.”
Tell us a little bit about your client-facing role. How did you go about bringing in business and how were you compensated for doing so?
“I would hand a warm lead to the lawyer, and once they were engaged, I would stay connected to the client as a catchall – some might say an account manager – answering legal operations-type questions, connecting the client to the right person in finance or other departments, or responding to those, ‘do you have anyone who can do this or that’ work-type inquiries.’ In addition to salary, I was able to negotiate a compensation arrangement for the new clients or new matters I brought in via my influence on the end result.
That included a process for reviewing each opportunity or engagement and considered whether there was a clear bright line – would the firm have not met this person if not for me – or whether I was instrumental in bringing in this piece of business. Having this opportunity was not only significant for my career, but it was also really fun.”
What was attractive about the opportunity to join Jenner & Block?
“I wanted to scale what I was doing, but I’d reached a natural ceiling at RMG. I loved the people I worked with and still keep in touch with many of them to this day.
One of the reasons I wanted to join Jenner & Block was to build out the client team program from the ground up. We have done that and are now getting the ball rolling on a client feedback program. Moving from a small platform to a larger one has been an exciting transition.
Justin Portaz, Chief Marketing and Business Development Officer, was also seeking someone who could take the lead on upskilling the team – from building confidence to getting a seat at the table to direct coaching. The client facing role at my previous firm allowed me to come in with a perspective that we don’t have to be note-takers. We don’t have to be reactionary. We can be proactive and add measurable value, but it takes owning our expertise and coming to the table with smart strategies, proven best practices, and the ability to spot opportunities in order to do that.”
How did you approach upskilling your team?
“Well, we did a lot of coaching and growing together. In part, I approached it by segmenting all the different ways we lead and coach. We coach each other. We coach practice leaders. We coach associates. We coach lateral partners. Each of those audiences needs a slightly different lens to effectively coach and support. While we did bring in some external coaches, including GrowthPlay, I also challenged senior team members to lead internal trainings. They put together the programming, collateral, and takeaways, which has worked well for us. I dedicated (and continue to dedicate) a lot of time to mentoring each team member and helped them to identify unique, actionable goals and have created various roles over the years to speak to their strengths as they fit within the full team’s remit and that translate to the business of the firm.”
We are a tightly-knit team and truly want each other to grow and flourish. In addition to leveling up the team, we designed KPIs across all roles to identify opportunities for professional growth. They vary from subject-matter expertise to business development skills to regular work and people management. It’s important to me to show my team how they fit into the existing structure and what they need to progress in their career – whether it’s here at Jenner or elsewhere. The team is wildly talented and I’m proud to learn from and with them every day.”
What is your superpower?
“Whether I’m leading my team or working with our lawyers, I help people get out of their own way. Often someone is worried that they don’t have what it takes to contribute meaningfully to this scary partner’s meeting, or they don’t know if they can talk to the client at the event and make a connection because they are nervous, or they are a partner who keeps chasing this pursuit but it’s not turning over and they don’t know why. It’s giving people the confidence to shake off the noise and figure out a systematic way to improve while also acknowledging when to call it quits.”
What’s next?
“My role has evolved to focus keenly on the client experience at Jenner & Block – the connectivity between how each client comes to the firm and what makes them stay most loyal and keeps the firm top of mind for their most important matters.
Our team is at the pivotal point of joining client development with finance, pricing, talent, and more to not only identify opportunities for growth and expansion, but also to support fostering key client accounts, driving relationships that stand the test of time.
We are working closely with client teams to identify ways to provide even more elevated services and to deliver great value at every turn and digging further into these relationships through client feedback. The voice of the client should always be the loudest in any room.”
Well-said, Jenna.
About Jenna
Jenna lives in Annapolis, Maryland with her husband and their identical twin one-year old boys, as well as two rescue pups. They enjoy being outside whenever possible because their household is extraordinarily loud whenever indoors. She is a voracious reader and writer, lover of music and travel, and never met a Negroni she didn’t like.