Careers

Substantive work. Senior exposure. Real decisions.

We are building a practice where professionals contribute to consequential decisions, develop client relationships from early in their careers, and advance based on capability rather than tenure. If you want the substance of enterprise work without the bureaucracy that usually surrounds it, Outlook is worth a conversation.

Now hiring
Remote Tax Manager
Remote
What we're like

What distinguishes the Outlook experience.

We are building a practice where professionals contribute to consequential decisions, develop client relationships from early in their careers, and advance based on capability rather than tenure. If you want the substance of enterprise work without the bureaucracy that usually surrounds it, Outlook is worth a conversation.

01

Direct client work, from day one

At a Big Four firm, meaningful client exposure arrives around the senior manager level. At Outlook, you sit in client meetings during your first month and draft deliverables that go to the CFO within your first quarter. Meaningful work is assigned based on capability, not headcount math.

02

Sustainable hours, year-round

Tax season and audit season are real, and we staff for them accordingly. What we do not do is run everyone at 70 hours per week for five months and call it a feature of the industry. Scope discipline and staffing discipline together keep hours reasonable even in peak periods.

03

Mentorship that actually happens

Every professional has a weekly one-on-one with a senior practitioner and a documented development plan reviewed quarterly. CPE, CPA exam fees, and continuing education are fully firm-funded. Advancement criteria are written down, and you know where you stand.

04

Remote-friendly, not remote-only

Most roles are remote with optional Chicago, Remsen, Kingsley, Surat, or Pula office access. Some roles are hybrid or office-based, depending on the work. We hire where the talent is — not where the lease is — and plan quarterly team gatherings regardless of location.

How hiring works

The interview process,from application to offer.

Our process is deliberately compressed. Most candidates move from application to offer in three weeks. No marathon panels, no take-home projects designed to produce free work.

01

Week 1

Meaningful work from day one

Your career at Outlook begins with real client work, not observation. You'll contribute to engagements, participate in client conversations, and help deliver solutions that matter. We believe responsibility should be earned through capability, not simply years of experience.

02

Week 1

Learn from experienced professionals

Growth comes from working alongside people who want to see you succeed. You'll collaborate directly with partners and senior team members, receive regular mentorship, and gain exposure to the decisions that shape our clients' businesses.

03

Week 2

Grow with the firm

As Outlook continues to grow, so do the opportunities for our people. Advancement is based on performance, initiative, and a willingness to take on new challenges. We invest in people who are committed to developing their skills and building long term careers.

04

Week 3

A culture built on collaboration

The best work happens when talented people enjoy working together. Outlook is built on trust, accountability, and a genuine willingness to support one another. We celebrate individual success, share knowledge across the firm, and create an environment where people can do their best work.

Open positions

Roles we're actively hiring for.

Remote Tax Manager

Each role links to a direct application email. You can also reach our recruiting team at [email protected] with general inquiries.

Start a conversation

Interested, but not quite ready to
apply?

Reach out anyway. If there's a mutual fit, we would rather know you now than the next time a role opens up. A 20-minute conversation is all it takes.