Full-Time

Client Onboarding Specialist

Updated on 9/3/2026

FRONTSTEPS

FRONTSTEPS

51-200 employees

HOA management software platform with automation

Compensation Overview

$60k - $80k/yr

Denver, CO, USA

In Person

Full-time onsite at the Denver headquarters.

Category
Customer Experience & Support (1)
Required Skills
CRM
Salesforce
Data Analysis

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Requirements
  • Proven experience in a client-facing implementation, technical onboarding, or solution delivery role within a B2B software-as-a-service environment.
  • Strong technical aptitude and an understanding of software architecture, data flows, and configuration logic.
  • Direct experience leading structured, group-facing customer training sessions and authoring step-by-step user documentation.
  • Ability to manage 20 or more active, parallel customer projects with high attention to detail.
  • Understanding of how onboarding velocity impacts annual recurring revenue recognition, customer retention, and the billing cycle.
  • Hands-on experience with or comfort using artificial intelligence tools and automated workflow platforms.
  • Experience with customer relationship management platforms, project tracking software, and standard software-as-a-service productivity tools.
Responsibilities
  • Independently manage a high-volume portfolio of simultaneous software-as-a-service implementations, including configuration, timeline execution, and client readiness.
  • Translate customer business requirements into accurate software configurations, data mappings, and workflow setups.
  • Create repeatable standard operating procedures and deliver structured group-facing training sessions to support client confidence and platform adoption.
  • Partner with Sales, Customer Success, and Finance on post-contract transition, time-to-value, and the initial billing cycle.
  • Use artificial intelligence tools and modern automation to streamline onboarding workflows, eliminate manual administrative tasks, and increase portfolio velocity.
  • Troubleshoot software configuration issues, investigate data discrepancies, and provide technical guidance to help clients maximize product value.
  • Analyze onboarding metrics, refine delivery playbooks, document best practices, and improve team operational performance.
Desired Qualifications
  • Experience with Salesforce or other customer relationship management platforms.
  • Experience with homeowners association, property management, or community association software.

FrontSTEPS provides a subscription-based software platform for HOA and property management teams. It combines tools for automating workflows, visitor security, communications, and community engagement into one cloud-based system used by community managers, HOAs, and management firms. The product works by offering modular features that cover everyday administrative and operational tasks, with regular updates and support included in the plan. Clients can choose pricing tiers based on community size and needs, with add-on features for extra capabilities. FrontSteps differentiates itself by offering a comprehensive, all-in-one platform tailored specifically to HOA and property-management workflows, rather than a collection of unrelated tools, helping managers save time, reduce costs, and improve productivity and profitability. Its goal is to streamline operations, enhance security and engagement, and support sustainable growth for managed communities.

Company Size

51-200

Company Stage

Growth Equity (Venture Capital)

Total Funding

$12.6M

Headquarters

Denver, Colorado

Founded

2013

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Simplify Jobs

Simplify's Take

What believers are saying

  • ALLi Enterprise launched September 1, 2026, adding 24/7 homeowner support across portals.
  • CheckAlt became exclusive lockbox provider, tightening payment workflows and speeding funds access.
  • September 2026 leadership hires, including Louie Wollenweber, signal aggressive sales expansion.

What critics are saying

  • ALLi Enterprise launched September 1, 2026; wrong outputs trigger fee and legal disputes.
  • Exclusive CheckAlt lockbox deepens payment concentration and platform-switching pain for customers.
  • A larger proptech acquirer can absorb FRONTSTEPS; 2024 ownership changes weaken strategic independence.

What makes FRONTSTEPS unique

  • FRONTSTEPS unifies HOA accounting, payments, security, and resident engagement in one stack.
  • ALLi Enterprise uses governing documents and reviewable answers, not open-ended model guesses.
  • Its Caliber workflows embed AI directly into community operations and accounting.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Health Savings Account/Flexible Spending Account

Paid Time Off

Paid Sick Leave

Phone/Internet Stipend

401(k) Company Match

Growth & Insights and Company News

Headcount

6 month growth

-6%

1 year growth

-6%

2 year growth

-6%
Associated Press
Sep 1st, 2026
FRONTSTEPS launches ALLi Enterprise, AI assistant for 24/7 homeowner support

FRONTSTEPS has launched ALLi Enterprise, a branded AI assistant that provides 24/7 support to homeowners in associations and condominiums. The assistant answers common questions about logins, payments, amenities and rules, then directs residents to human staff when needed. The system is designed not to guess when uncertain. Management companies control ALLi's knowledge base by uploading governing documents, policies and FAQs. All conversations are reviewable, and the assistant will not make decisions, waive fees or offer legal advice on behalf of management companies. ALLi Enterprise is available now, priced per door. It operates on public websites and within FRONTSTEPS Community resident portal. Future capabilities will include live handoffs to customer support, case management and phone support. FRONTSTEPS is a community management platform serving homeowner associations and community management companies across the United States.

The Business Research Company
Sep 1st, 2026
FRONTSTEPS launches ALLi Enterprise, a branded AI assistant giving homeowners 24/7 answers.

FRONTSTEPS launches ALLi Enterprise, a branded AI assistant giving homeowners 24/7 answers. Residents can ask ALLi Enterprise any question about their community or complete tasks like work orders straight from your company's website. Management companies have total control over what ALLi knows, the conversations it has, and the path residents take. Nearly a decade of answering homeowner calls taught us something you can't get from a model: what residents actually need, and when they need a human to solve the problem." - Matt DeWolf, CEO, FRONTSTEPS DENVER, CO, UNITED STATES, September 1, 2026 / EINPresswire.com / - FRONTSTEPS, the leading community management software for homeowner associations, condo associations, and community management companies, today announced the general availability of ALLi Enterprise, a branded AI assistant that answers homeowner questions around the clock and routes residents to the right person the moment a human is needed. Community management teams field the same handful of questions all day: where do I log in, how do I pay, when is the pool open, can I replace my fence. ALLi Enterprise answers those questions the moment a resident asks on a management company's public website or inside the company's FRONTSTEPS Community resident portal. "Nearly a decade of answering homeowner calls taught us something you can't get from a model: what residents actually need, and when they need a human to solve the problem. ALLi Enterprise is that experience made available to every community our customers manage, at any hour," said Matt DeWolf, CEO of FRONTSTEPS. The right answer or the right person ALLi Enterprise is designed around a deliberate constraint: it won't guess. When it isn't confident it has the right answer, it says so, then directs the resident to the management company's designated contact. "A CAM's job is exciting enough without having to walk back a mistake made by AI. When ALLi speaks to a resident, it represents our customer's brand. We built ALLi Enterprise to be reliably, almost boringly, consistent," said Matt Lane, Product Manager at FRONTSTEPS. "The goal is simple: make the HOA experience easier for residents while giving management teams an assistant they can actually trust to represent them." Management companies control what ALLi knows. Teams upload their own governing documents, rules, policies, and FAQs. Every conversation is reviewable: what was asked, how ALLi answered, and where the resident was directed next. ALLi's knowledge is managed in real time, so ALLi grows at the same rate as your company. Most importantly, ALLi runs based on the community and household information located in FRONTSTEPS Caliber. ALLi Enterprise does not make decisions on a management company's behalf. It will not take sides in a dispute, waive a fee, change account information, or offer legal advice. Built on real homeowner conversations The product launches on a foundation FRONTSTEPS has been building for years: direct homeowner support delivered at scale, followed by several years of applying AI to that work. FRONTSTEPS operations have shaped what ALLi Enterprise answers, where it defers, and when it brings in a person. Availability ALLi Enterprise is available now, priced per door. The first release is a chat assistant for public websites and the FRONTSTEPS Community resident portal. Planned future capabilities include live handoff from ALLi to FRONTSTEPS Customer Support, case management inside FRONTSTEPS Manager, resident phone support, and proactive resident outreach. These capabilities are on the roadmap soon to be released. About FRONTSTEPS FRONTSTEPS is the leading community management platform built for homeowner associations, condo associations, and community management companies. The company provides a comprehensive SaaS platform that powers accounting, payments, homeowner engagement, communications, and community operations such as architectural reviews, violations management, and more. FRONTSTEPS is transforming the industry through AI-powered automation and agentic workflows that simplify operations, improve transparency, and create exceptional homeowner experiences for communities across the United States. Legal Disclaimer: EIN Presswire provides this news content "as is" without warranty of any kind. We do not accept any responsibility or liability for the accuracy, content, images, videos, licenses, completeness, legality, or reliability of the information contained in this article. If you have any complaints or copyright issues related to this article, kindly contact the author above.

Associated Press
May 28th, 2026
FRONTSTEPS appoints Dan Sullivan to board amid aggressive AI investment push

FRONTSTEPS, a community management platform for homeowner associations and condo associations, has appointed Dan Sullivan to its Board of Directors. Sullivan is an experienced technology investor with expertise in scaling SaaS and proptech companies. The Denver-based company serves community management firms and millions of homeowners through a platform handling accounting, operations, communications and payments. FRONTSTEPS is investing heavily in AI-powered automation and agentic workflows to transform how community management companies operate. "Dan's experience in supporting high-growth software companies makes him a strong addition to our Board as we continue scaling our platform, accelerating innovation, and strengthening our market leadership," said CEO Matt DeWolf. The appointment comes during a period of growth and market expansion for the company.

Business Wire
Apr 8th, 2026
CheckAlt partners with FRONTSTEPS as exclusive lockbox provider for community management

CheckAlt, a payment processing solutions provider, has partnered with FRONTSTEPS, a community association management software company, to become its exclusive lockbox provider. The integration streamlines payment workflows for property management companies and community associations. CheckAlt now offers three payment solutions through FRONTSTEPS: Traditional Lockbox for digitising mailed cheques, Electronic Lockbox for keeping online bill payments digital, and Remote Deposit Capture for on-site cheque processing. The integration centralises payment intake across mail, online and in-person channels within the FRONTSTEPS platform. The partnership aims to reduce manual reconciliation, improve payment visibility and accelerate access to funds. CheckAlt serves hundreds of financial institutions, fintechs and businesses nationwide, whilst FRONTSTEPS provides software solutions for community association management.

FRONTSTEPS
Apr 6th, 2026
FRONTSTEPS ALLi just got smarter: here's what's new.

FRONTSTEPS ALLi just got smarter: here's what's new. AI in community management is evolving quickly. FRONTSTEPS has just launched a suite of new features that is sure to make your day-to-day work easier, faster, and more effective. Keep reading to learn about all the new developments. What's new and why you should care. FRONTSTEPS ALLi just got significantly more powerful and more embedded into how work actually happens. Here's a quick glance at what's new: * ALLi now works wherever you do: including a new Chrome extension that understands context and takes action. * AI is now embedded inside FRONTSTEPS Caliber: bringing intelligence directly into your accounting and operational workflows. Now, the most comprehensive community management accounting platform is even more robust with native AI. * Meetings, calls, and voice notes are now actionable: Your notes can be automatically transcribed, summarized, and turned into follow-ups. * Email management is now automated and customizable: with AI-powered categorization and actions, ALLi can reference your emails. * Users have more control over AI memory: Now, you can improve the personalization and transparency of your instance of ALLi. What it all adds up to: Less manual work. Faster decisions. Better visibility. And a more intelligent system that works with you and your communities, not just around you. What's new: A deeper look. One of the biggest shifts in this release is where ALLi shows up. Instead of switching between tools, ALLi is now available directly in your browser, understanding what you're looking at and helping you act on it. Whether you're reviewing a homeowner communication, an invoice, or a document, ALLi can: * Summarize key information * Draft responses * Recommend next steps * Execute actions directly in the browser Why it matters: Community managers spend a huge amount of time navigating between systems and repeating tasks. By bringing AI into the workflow itself, ALLi reduces context switching and helps you move faster with fewer manual steps. ALLi in FRONTSTEPS Caliber on desktop: smarter accounting and operations. This one is really exciting! ALLi is now available into FRONTSTEPS Caliber, bringing AI into one of the most critical areas of community management. Inside FRONTSTEPS Caliber, ALLi can: * Explain financial reports * Surface anomalies * Provide contextual help * Assist with search and workflows * And much more. Anything you can think of in reference to invoices, AP, and more, ALLi can work with. Accounting and financial oversight are often where complexity - and risk - live. By making this data easier to understand and act on, ALLi helps teams improve accuracy, confidence, and speed in decision-making. Voice, meetings, and screen recordings. Capturing information doesn't have to slow you down. With new voice and recording capabilities in the Chrome extension, users can: * Record meetings, board sessions, or quick voice notes * Automatically generate transcripts * Turn conversations into summaries and action items Important decisions often get lost in conversations. This update ensures that nothing falls through the cracks - and that every meeting becomes actionable. AI-Powered email categorization: A smarter inbox. High email volume is one of the biggest operational challenges in community management. Now, ALLi allows you to: Instead of manually sorting and responding, your inbox becomes structured, prioritized, and easier to manage, freeing up time for higher-value work. Individual memory management: more control and better personalization. ALLi is designed to get smarter over time, and now users have more visibility into how that works. With new memory management tools, users can: * View what ALLi remembers * Edit or delete stored context * Maintain accurate, personalized interactions Trust and control are critical when working with AI. This update gives users transparency while improving the relevance of future interactions. The bigger picture. These updates represent a shift in how work gets done in your communities, and ALLi is no longer just a tool you go to for help. It's becoming: * An assistant that understands context * An action layer that moves work forward * A system of intelligence across the FRONTSTEPS ecosystem For current customers, this means more value from the tools you already use. For prospective customers, it means a platform built not just to manage operations, but to improve them. If you want to see how these updates can impact your team