Pros
Your coworkers will be great. You'll form great friendships. Mostly due to the trauma-bonding that occurs over the chaos, inconsistency and poor leadership. They're losing people left and right, so I guess if you stick it out long enough you'll be the most tenured rep in no time. You get lunch once a week? Snacks in the break room? (But don't EVER take one home, they're watching the cameras and there WILL be a company-wide email the next day threatening to remove all snacks... ) You get to work in the Frost Bank Tower if that matters to you.
Cons
Alright, now here's the real meat and potatoes. The current leadership, particularly the CRO, is completely out of touch. There's an overwhelming focus on superficial matters like dress code, even as the company faces significant challenges—plummeting stock, loss of long-term customers, a broken sales process, and a steady stream of resignations across the organization. (I mean, every single week.) Yet, the priority seems to be enforcing a strict business attire policy rather than addressing these critical issues. The CRO, known for his abrupt and MANDATORY (yes in all caps) All-Hands meetings, has a knack for timing them just before the end of the quarter, when everyone’s under immense pressure. During these sessions, he implores the team to pull deals from future quarters and, astonishingly, insists on explanations from anyone daring to take more than one day off without hitting their quota. The reward for hitting these nearly impossible targets? A grand promise of… one day off next quarter. Meanwhile, the much-touted "unlimited PTO" seems to exist in name only, particularly for the sales team, who are essentially tethered to the whims of management. And about that dress code—expect to be in full business attire every day, whether or not you have meetings. Jeans and sneakers? A nice t-shirt? You're cold and need a sweatshirt? Forget about it. The CRO will do the rounds to make sure everyone is complying with this, so stay in tip-top shape! Leadership is more concerned with appearances than with the crumbling infrastructure of the company. Later, a different exec will make rounds to ensure everyone’s at their desks, so be sure your cubicle doesn’t look empty, even if you’re just stepping away for a moment. The focus on appearances doesn’t stop with employees. There’s a glaring lack of Customer Case Studies because our Customer Success team is reactive at best, and the outdated processes are driving long-term clients away. Implementation times are atrocious, and support gaps are so wide that many customers are fleeing to more reliable and cost-effective competitors. For those in sales, the reality is grim. The much-hyped OTE of $140k is practically a fantasy unless you luck out with an established product (about 2 of the 30 Upland offers are 'well-established') or a couple of very large inbound leads. Most will find themselves stuck at around $70k, far below what’s been promised. And the benefits? The 401k match is nonexistent, health insurance costs climb every year, and stock options? Don’t hold your breath. At this point, the only perks might be the occasional breakfast taco on Thursdays. Honestly if you're okay with coasting on $70k simply to add "AE" to your resume, go ahead and apply. If you genuinely care about your career, personal growth, work-life balance or have an ounce of self-respect, I urge you to work elsewhere.